300 short question answers on organic chemistry of class 12 - Complete revision
25 short question-answer on Haloalkanes :
Basic Concepts
-
What are haloalkanes?
→ Organic compounds containing a halogen (X = F, Cl, Br, I) attached to an alkyl group. -
How are haloalkanes classified?
→ Based on the carbon to which halogen is attached:- Primary (1°): R-CH₂-X
- Secondary (2°): R₂-CH-X
- Tertiary (3°): R₃-C-X
-
Which is more reactive: alkyl halides or aryl halides?
→ Alkyl halides, because aryl halides have resonance stabilization. -
Which is the best leaving group among halogens?
→ I⁻ (Iodide) because it is the largest and weakest base. -
Why do haloalkanes have higher boiling points than alkanes?
→ Due to dipole-dipole interactions and van der Waals forces.
Preparation of Haloalkanes
-
How is chloromethane prepared from methane?
→ By free radical halogenation:
CH₄ + Cl₂ → CH₃Cl + HCl (in sunlight) -
How can alcohols be converted to haloalkanes?
→ By using:- HCl, HBr, or HI
- PCl₅, PCl₃, SOCl₂ (best method for Cl)
-
What is the best method for preparing alkyl chlorides from alcohols?
→ SOCl₂ (Thionyl chloride) in pyridine as it gives pure alkyl chloride. -
Which method is used to prepare fluoroalkanes?
→ Swarts reaction: R-Br + AgF → R-F + AgBr -
How are haloalkanes prepared from alkenes?
→ By electrophilic addition of HX:- CH₂=CH₂ + HBr → CH₃-CH₂Br (Markovnikov's rule)
Physical & Chemical Properties
-
Why are haloalkanes insoluble in water?
→ They cannot form strong hydrogen bonds with water. -
Which is more reactive: R-Cl or R-I?
→ R-I, because the C-I bond is weaker and more easily broken. -
What is the effect of branching on the boiling point of haloalkanes?
→ More branching lowers the boiling point due to reduced surface area. -
What is the order of dipole moment among CH₃F, CH₃Cl, CH₃Br, CH₃I?
→ CH₃Cl > CH₃F > CH₃Br > CH₃I due to bond polarity and size. -
Why are tertiary haloalkanes more reactive in SN1 reactions?
→ Due to the formation of a stable carbocation intermediate.
Reactions of Haloalkanes
-
What happens when alkyl halides react with aqueous KOH?
→ Nucleophilic substitution:
R-X + KOH → R-OH + KX -
What happens when alkyl halides react with alcoholic KOH?
→ Elimination (β-elimination) to form an alkene:
R-CH₂-CH₂-X + alc. KOH → R-CH=CH₂ + HX -
Which type of haloalkane undergoes SN1 reaction fastest?
→ Tertiary (3°) alkyl halides, due to stable carbocation formation. -
Which type of haloalkane undergoes SN2 reaction fastest?
→ Primary (1°) alkyl halides, because steric hindrance is least. -
What is Wurtz reaction?
→ Alkyl halide + Na + Dry ether → Alkane
2R-X + 2Na → R-R + 2NaX
Important Named Reactions
-
What is Finkelstein reaction?
→ Exchange of halogens:
R-Cl + NaI → R-I + NaCl (in acetone) -
What is the Sandmeyer reaction?
→ Aryl diazonium salt + Cu₂X → Aryl halide- C₆H₅N₂⁺Cl⁻ + Cu₂Cl₂ → C₆H₅Cl + N₂
-
What is Swarts reaction?
→ Alkyl bromide/chloride reacts with AgF or Hg₂F₂ to form fluoroalkanes. -
What is the difference between SN1 and SN2 reactions?
→ SN1: Two-step, carbocation formation, tertiary > secondary > primary.
→ SN2: One-step, backside attack, primary > secondary > tertiary. -
How can alkyl halides be converted to Grignard reagents?
→ By reacting with Mg in dry ether:
R-X + Mg → R-MgX (Grignard reagent)
25 short question-answer on Haloarenes
Basic Concepts of Haloarenes
-
What are haloarenes?
- Aromatic compounds in which one or more hydrogen atoms of benzene are replaced by halogen atoms.
-
Give an example of a haloarene.
- Chlorobenzene (C₆H₅Cl)
-
How are haloarenes classified based on the number of halogen atoms?
- Monohaloarenes, Dihaloarenes, and Polyhaloarenes
-
Why do haloarenes have a higher boiling point than benzene?
- Due to stronger dipole-dipole interactions and van der Waals forces caused by the presence of halogen atoms.
Preparation of Haloarenes
-
Which reaction is used to prepare haloarenes from benzene?
- Electrophilic aromatic substitution (Halogenation reaction).
-
What is the role of FeBr₃ in the bromination of benzene?
- It acts as a Lewis acid catalyst and generates the electrophile Br⁺ (bromonium ion).
-
How is chlorobenzene prepared from aniline?
- By Sandmeyer’s reaction (using CuCl/HCl).
-
Which reaction is used to prepare aryl iodides?
- Balz-Schiemann reaction (by treating aryl diazonium salts with KI).
Physical Properties of Haloarenes
-
Why are haloarenes less soluble in water?
- Due to their non-polar nature and inability to form hydrogen bonds with water.
-
How does the boiling point of haloarenes change with an increase in halogen size?
- Boiling point increases in the order Fluoro < Chloro < Bromo < Iodo.
Chemical Reactions of Haloarenes
- Why do haloarenes undergo electrophilic substitution instead of nucleophilic substitution?
- The delocalization of lone pairs of halogen into the benzene ring reduces the partial positive charge on carbon, making it less susceptible to nucleophilic attack.
- What is the major product when chlorobenzene is nitrated with concentrated HNO₃ and H₂SO₄?
- p-Nitrochlorobenzene and o-Nitrochlorobenzene (para is the major product).
- Why do haloarenes show low reactivity towards nucleophilic substitution reactions?
- Due to resonance stabilization and partial double bond character of C-X bond.
- What happens when chlorobenzene reacts with NaOH at 623K and 300 atm pressure?
- It forms sodium phenoxide, which on acidification gives phenol.
- What is the product of the reaction of bromobenzene with Mg in dry ether?
- Phenyl magnesium bromide (Grignard reagent).
Special Reactions of Haloarenes
- What is Fittig reaction?
- When haloarenes react with sodium in dry ether, they form a biaryl compound (e.g., biphenyl).
- What is the Wurtz-Fittig reaction?
- A reaction between aryl halides and alkyl halides in presence of Na/dry ether to form alkylated benzene.
- What is the product when chlorobenzene is treated with Na metal in liquid ammonia?
- Benzyne intermediate is formed, leading to nucleophilic substitution reactions.
- What is the effect of electron-withdrawing groups (-NO₂) on nucleophilic substitution of haloarenes?
- They increase reactivity by stabilizing the intermediate carbanion.
- Which product is obtained when p-dichlorobenzene is heated with NaNH₂ in liquid ammonia?
- p-Phenylenediamine
Application-Based Questions
- Why is chlorobenzene less reactive than benzyl chloride towards nucleophilic substitution?
- Chlorobenzene is stabilized by resonance, while benzyl chloride forms a stable benzyl carbocation.
- Which is more reactive towards SN1, benzyl chloride or chlorobenzene?
- Benzyl chloride, as it forms a stable benzyl carbocation.
- Why does fluorobenzene show lower reactivity than chlorobenzene?
- Due to stronger C-F bond (high bond dissociation energy).
- How can you distinguish between chlorobenzene and benzyl chloride?
- Aqueous NaOH test: Benzyl chloride undergoes hydrolysis, while chlorobenzene does not.
- What is the product of chlorobenzene when treated with methyl chloride in the presence of AlCl₃?
- p-Chlorotoluene (Friedel-Crafts alkylation).
25 short question-answer on Alcohol
Basic Concepts
-
What is the general formula of alcohols?
- CnH2n+1OH (for monohydric alcohols)
-
How are alcohols classified based on the number of hydroxyl (-OH) groups?
- Monohydric, Dihydric, Trihydric, and Polyhydric alcohols
-
How are alcohols classified based on the nature of the carbon attached to the -OH group?
- Primary (1°), Secondary (2°), and Tertiary (3°) alcohols
-
Which type of hybridization is shown by the oxygen in alcohols?
- sp³ hybridization
Preparation of Alcohols
-
Name two methods for the preparation of alcohols from alkenes.
- Acid-catalyzed hydration and Hydroboration-oxidation
-
Which reagent is used in hydroboration-oxidation of alkenes to form alcohols?
- BH₃·THF followed by H₂O₂/NaOH
-
What is the major product in acid-catalyzed hydration of alkenes?
- Markovnikov alcohol (OH attaches to the more substituted carbon).
-
Which reagent is used to convert aldehydes and ketones to alcohols?
- LiAlH₄ (Lithium Aluminium Hydride) or NaBH₄ (Sodium Borohydride)
-
Which reagent is used to convert carboxylic acids to primary alcohols?
- LiAlH₄ (NaBH₄ does not reduce carboxylic acids).
-
What is the product of the reaction between Grignard reagent and formaldehyde?
- Primary alcohol
Physical Properties of Alcohols
-
Why do alcohols have a higher boiling point than alkanes of similar molecular mass?
- Due to hydrogen bonding.
-
Which alcohol is most soluble in water?
- Methanol (CH₃OH), as it has the smallest alkyl group.
-
What happens to the solubility of alcohols in water as the carbon chain increases?
- Solubility decreases due to increased hydrophobic character.
Chemical Reactions of Alcohols
-
What is Lucas' test used for?
- To distinguish between primary, secondary, and tertiary alcohols using ZnCl₂/HCl.
-
Which alcohol reacts fastest in Lucas' test?
- Tertiary alcohol (forms turbidity immediately).
-
What is the product when an alcohol reacts with sodium metal?
- Sodium alkoxide and hydrogen gas (H₂).
-
What is the product when ethanol is heated with concentrated H₂SO₄ at 170°C?
- Ethene (alkene formation via dehydration).
-
Which reagent is used for oxidation of primary alcohols to aldehydes?
- PCC (Pyridinium chlorochromate)
-
Which reagent is used for oxidation of primary alcohols to carboxylic acids?
- K₂Cr₂O₇/H₂SO₄ or KMnO₄.
-
What is the product when phenol reacts with bromine water?
- 2,4,6-Tribromophenol (white precipitate).
Special Reactions of Alcohols
-
What is the main product when tertiary butyl alcohol reacts with concentrated HCl?
- Tert-butyl chloride (via SN1 mechanism).
-
Which alcohol shows the highest reactivity towards acid-catalyzed dehydration?
- Tertiary alcohols (due to stable carbocation formation).
-
What is the product when ethanol is treated with Cu at 300°C?
- Acetaldehyde (CH₃CHO) via dehydrogenation.
-
What is the product when methanol is heated with HI?
- Methyl iodide (CH₃I).
-
How will you distinguish between ethanol and methanol using a simple test?
- Iodoform test: Ethanol gives a yellow precipitate of CHI₃, methanol does not.
25 short question-answer on Phenol
Basic Concepts of Phenol
-
What is the chemical formula of phenol?
- C₆H₅OH
-
How is phenol different from alcohols?
- Phenol has an -OH group directly attached to an aromatic ring, making it more acidic than alcohols.
-
Why is phenol more acidic than ethanol?
- Due to resonance stabilization of the phenoxide ion after deprotonation.
-
Which type of hybridization does the oxygen in phenol exhibit?
- sp³ hybridization
Preparation of Phenol
-
What is the Dow’s process for phenol preparation?
- Chlorobenzene reacts with NaOH at 623 K and 300 atm to form sodium phenoxide, which on acidification gives phenol.
-
Which industrial method is used to manufacture phenol?
- Cumene process (oxidation of cumene followed by acid treatment).
-
What is the main reactant in the cumene process?
- Cumene (Isopropylbenzene)
-
How can phenol be prepared from benzene sulfonic acid?
- By fusing benzene sulfonic acid with NaOH at high temperature.
-
Which reagent is used to prepare phenol from diazonium salt?
- H₂O or Cu₂O in acidic medium.
Physical Properties of Phenol
- Why is phenol soluble in water?
- Due to hydrogen bonding with water molecules.
- Why does phenol have a higher boiling point than benzene?
- Due to intermolecular hydrogen bonding.
- What is the state of pure phenol at room temperature?
- It is a white crystalline solid.
Chemical Reactions of Phenol
- What is the product when phenol reacts with bromine water?
- 2,4,6-Tribromophenol (white precipitate).
- What happens when phenol is treated with concentrated HNO₃?
- It forms 2,4,6-Trinitrophenol (Picric acid).
- What is the major product when phenol undergoes nitration with dilute HNO₃?
- o-Nitrophenol and p-Nitrophenol (para is the major product).
- Why does phenol show electrophilic substitution more easily than benzene?
- Due to the activating effect of the -OH group, which increases electron density at ortho and para positions.
- What is the product of the reaction between phenol and Zn metal?
- Benzene (C₆H₆) and ZnO.
- What happens when phenol reacts with FeCl₃?
- It gives a violet-colored complex, used as a test for phenol.
- What is the Kolbe’s reaction?
- Phenol reacts with NaOH and CO₂ to form salicylic acid.
- What is the Reimer-Tiemann reaction?
- Phenol reacts with CHCl₃ and NaOH to form salicylaldehyde.
Application-Based Questions
- Why is phenol more reactive than benzene towards electrophilic substitution?
- Due to the +M (resonance donating) effect of the -OH group.
- Which product is obtained when phenol is treated with NaOH followed by an alkyl halide?
- Ether (Williamson ether synthesis).
- How can you distinguish phenol from alcohols?
- FeCl₃ test: Phenol gives a violet color, alcohols do not.
- What happens when phenol is heated with zinc dust?
- It forms benzene.
- Why does phenol turn pink on exposure to air?
- Due to slow oxidation forming quinones.
25 short question-answer on Ethers
Basic Concepts of Ethers
-
What is the general formula of ethers?
- R-O-R'
-
How are ethers classified?
- Symmetrical (same alkyl groups) and Unsymmetrical (different alkyl groups).
-
Give an example of a symmetrical ether.
- Dimethyl ether (CH₃-O-CH₃)
-
Give an example of an unsymmetrical ether.
- Ethyl methyl ether (CH₃-O-C₂H₅)
-
Why do ethers have low boiling points compared to alcohols?
- They cannot form hydrogen bonds with themselves.
Preparation of Ethers
-
Which reaction is commonly used to prepare ethers?
- Williamson Ether Synthesis
-
Which reagents are used in Williamson Ether Synthesis?
- Alkoxide (R-O⁻) and Alkyl halide (R-X)
-
Why are tertiary alkyl halides not used in Williamson Ether Synthesis?
- They undergo elimination instead of substitution.
-
How is diethyl ether prepared industrially?
- By heating ethanol with H₂SO₄ at 140°C.
-
What is the major product when excess ethanol reacts with H₂SO₄ at 140°C?
- Diethyl ether (C₂H₅-O-C₂H₅).
Physical Properties of Ethers
- Why are ethers soluble in water?
- They form hydrogen bonds with water.
- Why do ethers have lower boiling points than alcohols?
- Lack of intermolecular hydrogen bonding.
Chemical Reactions of Ethers
- What happens when ethers react with HI?
- They undergo cleavage to form alcohol and alkyl halide.
- What is the major product when ethyl methyl ether reacts with HI?
- Methyl iodide (CH₃I) and ethanol (C₂H₅OH).
- Which ether shows the fastest cleavage with HI?
- Methyl tert-butyl ether (due to formation of stable tert-butyl carbocation).
- Why do ethers resist reaction with nucleophiles?
- Due to the absence of a good leaving group.
- What is the product when diethyl ether is exposed to air for a long time?
- Peroxides (explosive ether peroxides).
- What happens when ethers react with phosphorus pentachloride (PCl₅)?
- They form alkyl chlorides and POCl₃.
Special Reactions of Ethers
- What is the major product when anisole (methoxybenzene) undergoes bromination?
- p-Bromoanisole (major) and o-Bromoanisole.
- Why does anisole undergo electrophilic substitution more readily than benzene?
- Due to the +M effect of the -OCH₃ group.
- What is the product of anisole when treated with HI?
- Iodomethane (CH₃I) and phenol (C₆H₅OH).
Application-Based Questions
- Why do ethers act as good solvents?
- They are chemically inert and dissolve both polar and nonpolar compounds.
- How can you distinguish between ether and alcohol?
- Alcohol gives a positive Lucas test, ether does not.
- What is the structure of crown ethers used for?
- Encapsulating metal cations (used in phase transfer catalysis).
- What happens when ether vapors are passed over hot Al₂O₃?
- They undergo dehydration to form alkenes.
25 short question-answer on Amines
Basic Concepts
-
What are amines?
→ Amines are organic compounds derived from ammonia (NH₃) by replacing one or more hydrogen atoms with alkyl or aryl groups. -
How are amines classified?
→ Based on the number of alkyl/aryl groups attached to nitrogen:- Primary (1°) amine: R-NH₂
- Secondary (2°) amine: R₂-NH
- Tertiary (3°) amine: R₃-N
-
Which amine has the highest boiling point?
→ Primary amines (1°) due to strong hydrogen bonding. -
Which amine is least soluble in water?
→ Tertiary amines (3°), as they cannot form hydrogen bonds with water. -
Why are amines basic in nature?
→ Due to the presence of a lone pair of electrons on nitrogen, which can accept a proton (H⁺).
Preparation of Amines
-
How are amines prepared by the reduction of nitro compounds?
→ Nitro compounds (-NO₂) can be reduced to amines (-NH₂) using:- Sn/HCl
- Fe/HCl
- Catalytic hydrogenation (H₂/Pd)
-
Write the reaction of the Gabriel Phthalimide synthesis.
→ Phthalimide + Alkyl halide + Base → Primary Amine -
Why is Gabriel Phthalimide synthesis not suitable for making aromatic amines?
→ Aryl halides do not undergo nucleophilic substitution easily. -
What is Hofmann Bromamide reaction?
→ Amide + Br₂ + NaOH → Primary Amine (R-NH₂)- Example: CH₃CONH₂ → CH₃NH₂
-
What is the product when an amide is treated with LiAlH₄?
→ LiAlH₄ reduces amides to primary amines.
Physical & Chemical Properties
-
Which is more basic: NH₃ or CH₃NH₂?
→ CH₃NH₂ (methylamine) because the methyl group (+I effect) increases electron density on nitrogen. -
What is the effect of resonance on the basicity of aniline?
→ Resonance decreases basicity because the lone pair of nitrogen is delocalized into the benzene ring. -
Arrange NH₃, CH₃NH₂, (CH₃)₂NH, and (CH₃)₃N in increasing order of basicity in aqueous medium.
→ NH₃ < (CH₃)₃N < CH₃NH₂ < (CH₃)₂NH -
What happens when aniline reacts with Br₂ water?
→ 2,4,6-Tribromoaniline is formed as a white precipitate. -
What is Carbylamine reaction?
→ Primary amine + CHCl₃ + KOH → Isocyanide (foul smell)
- Used to test for primary amines.
-
Why do tertiary amines not undergo acylation?
→ Tertiary amines (R₃N) lack a hydrogen atom to react with acyl halides. -
What is the Hinsberg test used for?
→ To distinguish between 1°, 2°, and 3° amines using Hinsberg reagent (benzenesulfonyl chloride, C₆H₅SO₂Cl). -
What happens when aniline reacts with HNO₂ at 0°C?
→ It forms benzenediazonium chloride (C₆H₅N₂⁺Cl⁻).
Reactions of Amines
-
What is diazotization?
→ The reaction of primary aromatic amines with NaNO₂ + HCl at 0-5°C to form diazonium salts. -
What happens when diazonium salts are treated with Cu₂Cl₂ (Sandmeyer reaction)?
→ The diazonium group (-N₂⁺) is replaced by -Cl to form chlorobenzene. -
What is the product of aniline with excess methyl iodide (CH₃I)?
→ Quaternary ammonium salt (C₆H₅N(CH₃)₃⁺ I⁻). -
What is the product when aniline is treated with acetic anhydride?
→ Acetanilide (C₆H₅NHCOCH₃). -
What is the product of aniline with bromine water?
→ 2,4,6-Tribromoaniline (white precipitate). -
What happens when amines react with nitrous acid (HNO₂)?
- 1° amines: Form diazonium salts.
- 2° amines: Form N-nitrosoamines (yellow oily layer).
- 3° amines: Form water-soluble nitrite salts.
- How can aniline be converted to benzene?
→ Aniline → Benzene diazonium chloride → Benzene
- Use H₃PO₂ (hypophosphorous acid) to remove N₂.
25 short question-answer pairs Aldehydes
Basic Concepts of Aldehydes
-
What is the general formula of aldehydes?
- R-CHO
-
Which functional group is present in aldehydes?
- -CHO (Formyl group)
-
Give an example of an aldehyde.
- Formaldehyde (HCHO) or Acetaldehyde (CH₃CHO)
-
Why are aldehydes more reactive than ketones?
- Due to less steric hindrance and stronger electrophilic nature of the carbonyl carbon.
-
Why do aldehydes have higher boiling points than alkanes but lower than alcohols?
- They have dipole-dipole interactions but lack hydrogen bonding.
Preparation of Aldehydes
-
How can aldehydes be prepared from primary alcohols?
- By oxidation using PCC (Pyridinium chlorochromate).
-
Which reagent is used to prepare aldehydes from acyl chlorides?
- Rosenmund’s reduction (H₂, Pd/BaSO₄, poisoned with sulfur or quinoline).
-
Which reagent is used to prepare aldehydes from nitriles?
- Partial reduction using DIBAL-H (Diisobutylaluminium hydride).
-
Which reaction converts benzene to benzaldehyde?
- Gattermann-Koch reaction (CO, HCl, AlCl₃, CuCl).
-
Which reaction converts alkynes to aldehydes?
- Hydroboration-oxidation (BH₃, H₂O₂/NaOH).
Physical Properties of Aldehydes
- Why are lower aldehydes soluble in water?
- Due to hydrogen bonding with water molecules.
- Why does formaldehyde exist as a gas, while benzaldehyde is a liquid?
- Formaldehyde has a lower molecular weight, leading to weaker intermolecular forces.
Chemical Reactions of Aldehydes
- What is the product of the reaction of aldehydes with 2,4-DNP?
- Hydrazone derivative (yellow/orange precipitate).
- What is the product of the reaction of aldehydes with Fehling’s solution?
- Red precipitate of Cu₂O (Positive test for aldehydes).
- What happens when aldehydes react with Tollen’s reagent?
- Silver mirror is formed due to Ag deposition.
- Which reagent is used to differentiate aldehydes and ketones?
- Tollen’s reagent (Aldehydes give a silver mirror test).
- What is the Cannizzaro reaction?
- Self-oxidation and reduction of aldehydes without alpha-hydrogen using NaOH to form alcohol and carboxylic acid.
- What is the product when an aldehyde reacts with HCN?
- Cyanohydrin (-OH and -CN group on the same carbon).
- What is the product when formaldehyde undergoes aldol condensation?
- Formaldehyde does not undergo aldol condensation (no α-hydrogen).
- What is the product when aldehydes react with Grignard reagent?
- Secondary alcohols (except formaldehyde, which gives primary alcohols).
Special Reactions of Aldehydes
- What is the product of the reaction between benzaldehyde and acetophenone in NaOH?
- Benzalacetophenone (Crossed aldol condensation).
- What is the major product when acetaldehyde reacts with NaOH and I₂?
- Iodoform (Yellow precipitate, CHI₃).
- What is the product when benzaldehyde reacts with aniline?
- Schiff base (C=N bond formation).
- How can you distinguish formaldehyde and acetaldehyde?
- Iodoform test: Acetaldehyde gives a yellow precipitate, formaldehyde does not.
- Which aldehyde gives a positive Fehling’s test but not a positive iodoform test?
- Formaldehyde (HCHO).
25 short question-answer pairs Ketones
Basic Concepts of Ketones
-
What is the general formula of ketones?
- R-CO-R'
-
Which functional group is present in ketones?
- Carbonyl group (C=O) attached to two alkyl or aryl groups.
-
Give an example of a simple ketone.
- Acetone (CH₃COCH₃).
-
Why are ketones less reactive than aldehydes?
- Due to steric hindrance and reduced electrophilicity of the carbonyl carbon.
-
Why do ketones have higher boiling points than alkanes but lower than alcohols?
- They have dipole-dipole interactions but lack hydrogen bonding.
What is the general formula of ketones?
- R-CO-R'
Which functional group is present in ketones?
- Carbonyl group (C=O) attached to two alkyl or aryl groups.
Give an example of a simple ketone.
- Acetone (CH₃COCH₃).
Why are ketones less reactive than aldehydes?
- Due to steric hindrance and reduced electrophilicity of the carbonyl carbon.
Why do ketones have higher boiling points than alkanes but lower than alcohols?
- They have dipole-dipole interactions but lack hydrogen bonding.
Preparation of Ketones
-
How can ketones be prepared from secondary alcohols?
- By oxidation using PCC, K₂Cr₂O₇, or KMnO₄.
-
Which reagent is used to prepare ketones from acid chlorides?
- Rosenmund reduction (H₂, Pd/BaSO₄, poisoned with sulfur or quinoline).
-
Which reaction converts nitriles into ketones?
- Grignard reagent followed by hydrolysis.
-
Which reaction converts benzene to acetophenone?
- Friedel-Crafts acylation (RCOCl, AlCl₃).
-
What is the major product when alkynes undergo hydration in the presence of Hg²⁺ and H₂SO₄?
- Ketones (via keto-enol tautomerism).
How can ketones be prepared from secondary alcohols?
- By oxidation using PCC, K₂Cr₂O₇, or KMnO₄.
Which reagent is used to prepare ketones from acid chlorides?
- Rosenmund reduction (H₂, Pd/BaSO₄, poisoned with sulfur or quinoline).
Which reaction converts nitriles into ketones?
- Grignard reagent followed by hydrolysis.
Which reaction converts benzene to acetophenone?
- Friedel-Crafts acylation (RCOCl, AlCl₃).
What is the major product when alkynes undergo hydration in the presence of Hg²⁺ and H₂SO₄?
- Ketones (via keto-enol tautomerism).
Physical Properties of Ketones
- Why are lower ketones soluble in water?
- Due to hydrogen bonding with water molecules.
- Why do ketones have a distinct smell?
- Due to their volatile nature and polarity.
Chemical Reactions of Ketones
- What is the product of the reaction of ketones with 2,4-DNP?
- Hydrazone derivative (orange/yellow precipitate).
- Do ketones give a positive Fehling’s test?
- No, because they cannot be easily oxidized.
- Do ketones react with Tollen’s reagent?
- No, as they do not have a hydrogen directly attached to the carbonyl carbon.
- What happens when ketones react with hydrogen cyanide (HCN)?
- Cyanohydrins are formed (-OH and -CN on the same carbon).
- Which ketone gives a positive iodoform test?
- Methyl ketones like Acetone (CH₃COCH₃).
- What is the product when ketones undergo reduction with NaBH₄ or LiAlH₄?
- Secondary alcohols.
- What happens when ketones react with Grignard reagents?
- Tertiary alcohols are formed.
- What happens when ketones react with NH₂-NH₂ (Hydrazine) in the presence of KOH?
- Wolff-Kishner reduction, forming alkanes.
Special Reactions of Ketones
- What is the product of aldol condensation of ketones?
- β-Hydroxy ketones, which further dehydrate to α,β-unsaturated ketones.
- What is the major product when ketones react with NaOH and I₂?
- Iodoform (CHI₃, yellow precipitate).
- Which reaction converts ketones to alkanes?
- Clemmensen reduction (Zn/Hg, HCl) or Wolff-Kishner reduction.
- How can you distinguish ketones from aldehydes?
- Ketones do not give Fehling’s or Tollen’s test, aldehydes do.
- Which ketone is the most reactive in nucleophilic addition?
- Acetone (smallest steric hindrance and more electrophilic carbonyl carbon).
25 short question-answer on Carboxylic Acids
Basic Concepts of Carboxylic Acids
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What is the general formula of carboxylic acids?
- R-COOH
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Which functional group is present in carboxylic acids?
- Carboxyl group (-COOH)
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Give an example of a simple carboxylic acid.
- Formic acid (HCOOH) or Acetic acid (CH₃COOH).
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Why are carboxylic acids more acidic than alcohols?
- Due to resonance stabilization of the carboxylate anion (R-COO⁻).
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Why do carboxylic acids have higher boiling points than alcohols?
- Due to strong intermolecular hydrogen bonding (dimer formation).
What is the general formula of carboxylic acids?
- R-COOH
Which functional group is present in carboxylic acids?
- Carboxyl group (-COOH)
Give an example of a simple carboxylic acid.
- Formic acid (HCOOH) or Acetic acid (CH₃COOH).
Why are carboxylic acids more acidic than alcohols?
- Due to resonance stabilization of the carboxylate anion (R-COO⁻).
Why do carboxylic acids have higher boiling points than alcohols?
- Due to strong intermolecular hydrogen bonding (dimer formation).
Preparation of Carboxylic Acids
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How can carboxylic acids be prepared from primary alcohols?
- By oxidation using KMnO₄ or K₂Cr₂O₇.
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How can carboxylic acids be prepared from alkylbenzenes?
- By oxidation with KMnO₄ (Side-chain oxidation).
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Which reaction converts nitriles to carboxylic acids?
- Hydrolysis of nitriles using H₃O⁺ or NaOH.
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How can carboxylic acids be prepared from Grignard reagents?
- By reacting RMgX with CO₂, followed by acid hydrolysis.
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Which reaction converts aldehydes to carboxylic acids?
- Oxidation using Tollen’s reagent, Fehling’s solution, or KMnO₄.
How can carboxylic acids be prepared from primary alcohols?
- By oxidation using KMnO₄ or K₂Cr₂O₇.
How can carboxylic acids be prepared from alkylbenzenes?
- By oxidation with KMnO₄ (Side-chain oxidation).
Which reaction converts nitriles to carboxylic acids?
- Hydrolysis of nitriles using H₃O⁺ or NaOH.
How can carboxylic acids be prepared from Grignard reagents?
- By reacting RMgX with CO₂, followed by acid hydrolysis.
Which reaction converts aldehydes to carboxylic acids?
- Oxidation using Tollen’s reagent, Fehling’s solution, or KMnO₄.
Physical Properties of Carboxylic Acids
- Why are lower carboxylic acids soluble in water?
- Due to hydrogen bonding with water molecules.
- What is the nature of hydrogen bonding in carboxylic acids?
- Intermolecular hydrogen bonding, leading to dimer formation.
Chemical Reactions of Carboxylic Acids
- What happens when carboxylic acids react with bases?
- They form carboxylate salts (RCOO⁻ Na⁺).
- What happens when carboxylic acids react with PCl₅ or SOCl₂?
- They form acid chlorides (RCOCl).
- Which reagent is used to reduce carboxylic acids to primary alcohols?
- LiAlH₄ (Lithium Aluminium Hydride).
- What is the product when formic acid undergoes oxidation?
- Carbon dioxide and water.
- Which test confirms the presence of carboxyl groups?
- Reaction with NaHCO₃ (Effervescence due to CO₂ formation).
- Which carboxylic acid gives a positive silver mirror test?
- Formic acid (HCOOH) as it behaves like an aldehyde.
- What happens when carboxylic acids react with alcohols in the presence of H₂SO₄?
- Esterification (Formation of esters).
- What is the major product when acetic acid reacts with NH₃ (Ammonia)?
- Ammonium acetate (CH₃COONH₄).
Special Reactions of Carboxylic Acids
- What is the product of decarboxylation of carboxylic acids?
- Alkanes (RCOOH → RH + CO₂, using soda lime).
- What is the reaction of carboxylic acids with sodium metal?
- Formation of sodium carboxylate and hydrogen gas.
- How can carboxylic acids be converted into ketones?
- Using organolithium reagents (RLi).
- How can carboxylic acids be converted into amides?
- By reacting with NH₃ to form ammonium salts, followed by heating.
- Which carboxylic acid is stronger: formic acid or acetic acid?
- Formic acid, due to the absence of an electron-donating alkyl group.
25 short question-answer on Carboxylic Acid Derivatives
Basic Concepts of Carboxylic Acid Derivatives
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What are carboxylic acid derivatives?
- Compounds derived from carboxylic acids by replacing the -OH group with another functional group.
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Name the four main types of carboxylic acid derivatives.
- Acid chlorides (RCOCl), esters (RCOOR’), amides (RCONH₂), and anhydrides (RCO-O-COR’).
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Which acid derivative is the most reactive?
- Acid chlorides (due to the presence of an electronegative Cl atom).
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Which acid derivative is the least reactive?
- Amides (due to resonance stabilization).
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What is the general order of reactivity of carboxylic acid derivatives?
- Acid chlorides > Anhydrides > Esters > Amides.
What are carboxylic acid derivatives?
- Compounds derived from carboxylic acids by replacing the -OH group with another functional group.
Name the four main types of carboxylic acid derivatives.
- Acid chlorides (RCOCl), esters (RCOOR’), amides (RCONH₂), and anhydrides (RCO-O-COR’).
Which acid derivative is the most reactive?
- Acid chlorides (due to the presence of an electronegative Cl atom).
Which acid derivative is the least reactive?
- Amides (due to resonance stabilization).
What is the general order of reactivity of carboxylic acid derivatives?
- Acid chlorides > Anhydrides > Esters > Amides.
Preparation of Carboxylic Acid Derivatives
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How can acid chlorides be prepared from carboxylic acids?
- By reaction with SOCl₂, PCl₃, or PCl₅.
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Which reagent is used to prepare esters from carboxylic acids?
- Alcohol and H₂SO₄ (Fischer esterification).
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How can anhydrides be prepared from carboxylic acids?
- By dehydration using P₂O₅ or heating two molecules of carboxylic acid.
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Which reagent is used to prepare amides from carboxylic acids?
- NH₃ (Ammonia) or amines followed by heating.
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How can esters be prepared from acid chlorides?
- By reaction with alcohols (RCOCl + R’OH → RCOOR’ + HCl).
How can acid chlorides be prepared from carboxylic acids?
- By reaction with SOCl₂, PCl₃, or PCl₅.
Which reagent is used to prepare esters from carboxylic acids?
- Alcohol and H₂SO₄ (Fischer esterification).
How can anhydrides be prepared from carboxylic acids?
- By dehydration using P₂O₅ or heating two molecules of carboxylic acid.
Which reagent is used to prepare amides from carboxylic acids?
- NH₃ (Ammonia) or amines followed by heating.
How can esters be prepared from acid chlorides?
- By reaction with alcohols (RCOCl + R’OH → RCOOR’ + HCl).
Physical Properties of Carboxylic Acid Derivatives
- Why do acid chlorides have lower boiling points than carboxylic acids?
- They cannot form hydrogen bonds.
- Why are amides more stable than other derivatives?
- Due to resonance between the carbonyl oxygen and nitrogen.
Chemical Reactions of Carboxylic Acid Derivatives
- What happens when acid chlorides react with water?
- They hydrolyze to form carboxylic acids.
- What is the product of the reaction of acid chlorides with ammonia?
- Amides (RCOCl + NH₃ → RCONH₂ + HCl).
- Which carboxylic acid derivative is hydrolyzed most easily?
- Acid chlorides, due to the presence of a highly electronegative Cl atom.
- Which reagent can reduce acid chlorides to primary alcohols?
- LiAlH₄ (Lithium Aluminium Hydride).
- What happens when esters react with aqueous NaOH?
- Saponification (Formation of carboxylate salt and alcohol).
- What is the product when anhydrides react with alcohols?
- Esters and carboxylic acids.
- What is the major product when esters react with Grignard reagents?
- Tertiary alcohols.
- What happens when amides are heated strongly?
- They form nitriles (RCONH₂ → RCN + H₂O).
Special Reactions of Carboxylic Acid Derivatives
- Which reaction converts esters to alcohols?
- Reduction using LiAlH₄.
- What is the product of the reaction of acid chlorides with Grignard reagents?
- Tertiary alcohols (via ketone intermediate).
- What happens when esters undergo hydrolysis in acidic medium?
- They form carboxylic acids and alcohols.
- Which reaction converts amides to amines?
- Hofmann degradation (Br₂ + NaOH).
- Which carboxylic acid derivative is used in peptide bond formation?
- Amides (-CONH- bond in proteins).
25 short question-answer on Benzene Diazonium Chloride (BDC)
Basic Concepts of Benzene Diazonium Chloride
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What is the molecular formula of benzene diazonium chloride?
- C₆H₅N₂Cl
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How is benzene diazonium chloride prepared?
- By reacting aniline (C₆H₅NH₂) with NaNO₂ and HCl at 0-5°C (Diazotization reaction).
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Why is diazotization carried out at low temperatures (0-5°C)?
- Because benzene diazonium chloride is unstable at higher temperatures and decomposes.
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What is the hybridization of the diazonium (-N₂⁺) group in benzene diazonium chloride?
- sp hybridized.
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Why is benzene diazonium chloride soluble in water?
- Due to its ionic nature.
What is the molecular formula of benzene diazonium chloride?
- C₆H₅N₂Cl
How is benzene diazonium chloride prepared?
- By reacting aniline (C₆H₅NH₂) with NaNO₂ and HCl at 0-5°C (Diazotization reaction).
Why is diazotization carried out at low temperatures (0-5°C)?
- Because benzene diazonium chloride is unstable at higher temperatures and decomposes.
What is the hybridization of the diazonium (-N₂⁺) group in benzene diazonium chloride?
- sp hybridized.
Why is benzene diazonium chloride soluble in water?
- Due to its ionic nature.
Physical and Chemical Properties
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Why is benzene diazonium chloride unstable?
- It readily decomposes to release nitrogen gas.
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What happens when benzene diazonium chloride is heated in the presence of water?
- Phenol (C₆H₅OH) is formed.
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What is the main gas evolved when benzene diazonium chloride decomposes?
- Nitrogen gas (N₂).
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What happens when benzene diazonium chloride reacts with CuCl?
- Chlorobenzene (C₆H₅Cl) is formed (Sandmeyer reaction).
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What is the role of CuBr in the reaction with benzene diazonium chloride?
- It replaces the -N₂⁺ group with -Br (Formation of bromobenzene).
Why is benzene diazonium chloride unstable?
- It readily decomposes to release nitrogen gas.
What happens when benzene diazonium chloride is heated in the presence of water?
- Phenol (C₆H₅OH) is formed.
What is the main gas evolved when benzene diazonium chloride decomposes?
- Nitrogen gas (N₂).
What happens when benzene diazonium chloride reacts with CuCl?
- Chlorobenzene (C₆H₅Cl) is formed (Sandmeyer reaction).
What is the role of CuBr in the reaction with benzene diazonium chloride?
Reactions of Benzene Diazonium Chloride
- What is formed when benzene diazonium chloride reacts with KI?
- Iodobenzene (C₆H₅I).
- What is the product of the reaction of benzene diazonium chloride with CuCN?
- Benzonitrile (C₆H₅CN).
- Which reaction converts benzene diazonium chloride to fluorobenzene?
- Balz-Schiemann reaction (Using HBF₄ and heat).
- What is the major product when benzene diazonium chloride reacts with H₃PO₂?
- Benzene (C₆H₆), by reduction.
- What happens when benzene diazonium chloride reacts with β-naphthol?
- An azo dye (Orange-red colored compound) is formed.
Special Reactions of Benzene Diazonium Chloride
- What type of reaction is involved in the formation of azo dyes?
- Coupling reaction with phenols or aromatic amines.
- What happens when benzene diazonium chloride reacts with aniline?
- Azo compound (C₆H₅-N=N-C₆H₄NH₂) is formed (Yellow to orange dye).
- Which reagent is used to replace the -N₂⁺ group with hydrogen?
- H₃PO₂ (Hypophosphorous acid).
- Which reaction is used to replace the -N₂⁺ group with a halogen?
- Sandmeyer reaction (For Cl, Br, CN) and Balz-Schiemann reaction (For F).
- What happens when benzene diazonium chloride is treated with ethanol?
- Benzene is formed as nitrogen gas is released.
Applications and Uses of Benzene Diazonium Chloride
- What is the industrial significance of benzene diazonium chloride?
- Used in dye synthesis (Azo dyes).
- Why is benzene diazonium chloride important in organic synthesis?
- It helps in introducing halogens, cyanide, and other functional groups into benzene.
- Which dye is formed when benzene diazonium chloride reacts with phenol?
- p-Hydroxyazobenzene (Orange azo dye).
- How is benzene diazonium chloride used to prepare phenyl hydrazine?
- By reduction using SnCl₂/HCl.
- Why is benzene diazonium chloride considered a good intermediate in organic synthesis?
- It allows multiple transformations without affecting the benzene ring.
25 short question-answer on Biomolecules
Carbohydrates
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What are biomolecules?
- Organic molecules essential for life, including carbohydrates, proteins, lipids, and nucleic acids.
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What is the general formula of carbohydrates?
- (CH₂O)ₙ
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What are the three main types of carbohydrates?
- Monosaccharides, disaccharides, and polysaccharides.
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Which monosaccharides form sucrose?
- Glucose and fructose.
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Which carbohydrate is the storage form of energy in animals?
- Glycogen.
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Which test is used to detect the presence of reducing sugars?
- Benedict’s test or Fehling’s test.
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What is the structural difference between starch and cellulose?
- Starch has α-glycosidic bonds, while cellulose has β-glycosidic bonds.
What are biomolecules?
- Organic molecules essential for life, including carbohydrates, proteins, lipids, and nucleic acids.
What is the general formula of carbohydrates?
- (CH₂O)ₙ
What are the three main types of carbohydrates?
- Monosaccharides, disaccharides, and polysaccharides.
Which monosaccharides form sucrose?
- Glucose and fructose.
Which carbohydrate is the storage form of energy in animals?
- Glycogen.
Which test is used to detect the presence of reducing sugars?
- Benedict’s test or Fehling’s test.
What is the structural difference between starch and cellulose?
- Starch has α-glycosidic bonds, while cellulose has β-glycosidic bonds.
Proteins and Amino Acids
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What are amino acids?
- Organic compounds containing both amino (-NH₂) and carboxyl (-COOH) functional groups.
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How many amino acids are commonly found in proteins?
- 20.
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What is a peptide bond?
- A covalent bond between the carboxyl group of one amino acid and the amino group of another.
- What are the two main types of proteins based on structure?
- Fibrous and globular proteins.
- What is the primary structure of a protein?
- The sequence of amino acids in a polypeptide chain.
- Which reagent is used in the Biuret test for proteins?
- Copper sulfate (CuSO₄).
- What happens when proteins are heated or exposed to extreme pH?
- They denature (lose their structure and function).
What are amino acids?
- Organic compounds containing both amino (-NH₂) and carboxyl (-COOH) functional groups.
How many amino acids are commonly found in proteins?
- 20.
What is a peptide bond?
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