Free NEET Chemistry multiple-choice questions on Carboxylic Acids. Attempt each question and reveal the answer with a full explanation.
What is the product of the reaction between salicylic acid and acetic anhydride in the presence of H 2SO 4 ? Aspirin Methyl salicylate Salicylaldehyde Acetophenone Arrange the following carboxylic acids in the decreasing order of their acid strength: (I) FCH 2COOH , (II) ClCH 2COOH , (III) BrCH 2COOH , (IV) ICH 2COOH . I > II > III > IV IV > III > II > I I > III > II > IV II > I > III > IV Which of the following reactions involves the treatment of the silver salt of a carboxylic acid with Br 2 in CCl 4 to form an alkyl bromide? Hunsdiecker reaction Finkelstein reaction Swarts reaction Wurtz reaction Nitration of benzoic acid with concentrated HNO 3 and H 2SO 4 yields: m-nitrobenzoic acid o-nitrobenzoic acid p-nitrobenzoic acid 2,4,6-trinitrobenzoic acid Methyl salicylate, also known as 'Oil of Wintergreen', is prepared by the reaction of salicylic acid with: Methanol in the presence of H 2SO 4 Acetic anhydride in the presence of H 2SO 4 Phenol in the presence of POCl 3 Sodium hydroxide and methyl iodide The preparation of Aspirin involves the reaction of Salicylic acid with: Acetic anhydride Methyl alcohol Acetyl chloride in presence of AlCl 3 Chloroform and NaOH The reaction R-CH 2-COOH [H 2O] Red P / Cl 2 R-CHCl-COOH is known as: Hell-Volhard-Zelinsky Reaction Reimer-Tiemann Reaction Rosenmund Reduction Hoffmann Bromamide Reaction Which of the following compounds reacts with NaHCO 3 to release CO 2 gas? Benzoic acid Phenol Benzyl alcohol Anisole The pK a of acetic acid is 4.76 and that of chloroacetic acid is 2.85 . This is due to: -I effect of Chlorine +I effect of Chlorine -M effect of Chlorine Hydrogen bonding Identify the product formed when calcium formate is subjected to dry distillation. Formaldehyde Acetaldehyde Acetone Formic acid The order of acid strength of the following is: (I) CH 3COOH , (II) ClCH 2COOH , (III) Cl 2CHCOOH , (IV) Cl 3CCOOH . IV > III > II > I I > II > III > IV IV > II > III > I III > IV > II > I When sodium acetate is heated with soda-lime ( NaOH + CaO ), the gas evolved is: Methane Ethane Carbon dioxide Hydrogen Salol is chemically known as: Phenyl salicylate Methyl salicylate Acetylsalicylic acid Ethyl salicylate Propanoic acid on treatment with P/Br 2 followed by hydrolysis gives 2-bromopropanoic acid. What is the name of this reaction? Hell-Volhard-Zelinsky reaction Hunsdiecker reaction Reimer-Tiemann reaction Hoffmann reaction Reaction of acetic acid with PCl 3 gives: CH 3COCl CH 2ClCOOH CHCl 2COOH CCl 3COOH Which of the following acids does not contain a carboxyl ( -COOH ) group? Picric acid Ethanoic acid Salicylic acid Phthalic acid Which of the following reagents can convert acetic acid into acetyl chloride? SOCl 2 Cl 2/P NaCl/HCl HCl/ZnCl 2 Among the following acids, the strongest acid is Cl3CCOOH NCCH2COOH O2NCH2COOH F3CCOOH If the rate of the reaction is fastest, then Z is OCOCH3 Cl NH2 OC2H5 Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable molecular mass. It is due to their More extensive association of carboxylic acid via van der Waals force of attraction Formation of carboxylate ion Formation of intramolecular H-bonding Formation of intermolecular H-bonding CH3CH2COO - Na + [Heat] NaOH,+? CH3CH3 + Na2CO3 . Consider the above reaction and identify the missing reagent/chemical. Red Phosphorus CaO DIBAL-H B2H6 RMgX + CO2 ->[dry ether] Y ->[H3O +] RCOOH What is Y in the above reaction? R3CO-Mg+X RCOO-X+ (RCOO)2Mg RCOO-Mg+X Identify the reagent that converts a carboxylic acid directly to an alcohol. LiAlH 4 NaBH 4 H 2 / Ni Sn / HCl The correct order of decreasing acidity of the following aliphatic acids is HCOOH > (CH3)3CCOOH > (CH3)2CHCOOH > CH3COOH (CH3)3CCOOH > (CH3)2CHCOOH > CH3COOH > HCOOH CH3COOH > (CH3)2CHCOOH > (CH3)3CCOOH > HCOOH HCOOH > CH3COOH > (CH3)2CHCOOH > (CH3)3CCOOH Reaction of an ethyl ester with excess of CH 3MgBr followed by hydrolysis gives: Tertiary alcohol Secondary alcohol Primary alcohol Ketone Which of the following reagents can separate a mixture of phenol and benzoic acid? NaHCO 3 NaOH Na 2CO 3 HCl Identify the correct order of reactivity of acid derivatives towards nucleophilic acyl substitution: Acyl chloride > Acid anhydride > Ester > Amide Amide > Ester > Acid anhydride > Acyl chloride Acyl chloride > Ester > Acid anhydride > Amide Acid anhydride > Acyl chloride > Ester > Amide Which of the following carboxylic acids does not form an acid chloride with PCl 5 ? Formic acid Acetic acid Benzoic acid Propionic acid What is the correct order of reactivity of the following towards nucleophilic acyl substitution? (I) RCOCl , (II) RCOOR' , (III) (RCO) 2O , (IV) RCONH 2 . I > III > II > IV I > II > III > IV IV > II > III > I III > I > II > IV Arrange the following in increasing order of acid strength: (I) Benzoic acid, (II) p-Nitrobenzoic acid, (III) p-Methoxybenzoic acid. III < I < II I < II < III II < I < III III < II < I Malonic acid ( HOOC-CH 2-COOH ) on heating at 150 C undergoes decarboxylation to give: Acetic acid Formic acid Oxalic acid Propanoic acid The reaction of benzoic acid with thionyl chloride ( SOCl 2 ) is preferred for preparing benzoyl chloride because: The by-products ( SO 2 and HCl ) are gases and escape easily The reaction is very fast The yield is 100 % No catalyst is required When benzoic acid reacts with hydrazoic acid ( HN 3 ) in the presence of concentrated H 2SO 4 , the product formed is: Aniline Benzamide Benzonitrile Nitrobenzene Which of the following reagents will convert propanoic acid into propan-1-ol? LiAlH 4 / ether NaBH 4 H 2 / Ni P / HI When glycerol is heated with oxalic acid at 110 C , the main organic product is: Formic acid Allyl alcohol Acrylic acid Glycerol oxalate Which of the following dicarboxylic acids yields a cyclic anhydride upon simple heating? Succinic acid Oxalic acid Malonic acid Adipic acid The most effective reagent for reducing a carboxylic acid to a primary alcohol, which does not reduce groups like -NO 2 or -Cl , is: B 2H 6 / THF LiAlH 4 / Ether NaBH 4 / Ethanol H 2 / Pd The catalytic hydrogenation of an ester using LiAlH 4 followed by hydrolysis yields: Two molecules of alcohols One molecule of acid and one molecule of alcohol One molecule of aldehyde One molecule of ketone Which of the following dicarboxylic acids on heating gives a six-membered cyclic anhydride? Glutaric acid Succinic acid Adipic acid Oxalic acid The conversion of R-COOH to R-CH 3 can be achieved using: HI / Red P LiAlH 4 NaBH 4 KMnO 4 Which of the following reagents can be used to distinguish between formic acid and acetic acid? Mercuric chloride ( HgCl 2 ) Sodium bicarbonate Litmus paper Neutral ferric chloride Which of the following will not undergo decarboxylation on simple heating? Succinic acid Malonic acid Oxalic acid Acetoacetic acid Which of the following compounds will undergo decarboxylation most easily on heating? Acetoacetic acid Malonic acid Phthalic acid Benzoic acid Benzoic acid reacts with ammonia to form 'A', which on heating gives 'B'. 'B' on treatment with Br 2 and KOH gives 'C'. Compound 'C' is: Aniline Benzamide Benzylamine Nitrobenzene Among the following, the strongest acid is: Cl 3CCOOH Cl 2CHCOOH ClCH 2COOH CH 3COOH Which of the following dicarboxylic acids, when heated with P 2O 5 , forms a stable five-membered cyclic anhydride? Succinic acid Adipic acid Malonic acid Oxalic acid The distillation of a mixture of calcium benzoate and calcium acetate results in the formation of: Acetophenone Benzophenone Acetaldehyde Benzaldehyde The self-condensation of two molecules of ethyl acetate in the presence of sodium ethoxide to form ethyl acetoacetate is known as: Claisen condensation Aldol condensation Cannizzaro reaction Dieckmann condensation Reduction of carboxylic acids to hydrocarbons ( -COOH -CH 3 ) can be achieved in a single step using: HI / Red P LiAlH 4 NaBH 4 H 2 / Pd Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable molecular mass. It is due to their: Formation of intermolecular hydrogen bonded dimers Formation of intramolecular hydrogen bonds High degree of ionization More polar nature of the C=O group Identify the correct order of acidity for the following benzoic acid derivatives: (I) Benzoic acid, (II) p -Toluic acid, (III) p -Nitrobenzoic acid. III > I > II I > II > III II > I > III III > II > I When m -chlorobenzoic acid is treated with SOCl 2 and then with NH 3 , the product formed is: m -Chlorobenzamide m -Chlorobenzonitrile m -Chloroaniline m -Chlorobenzyl amine When salicylic acid is heated with soda-lime, the product formed is: Phenol Benzene Catechol Benzoic acid In a set off reactions propionic acid yielded a compound D. CH3CH2COOH ->[SOCl2] B ->[NH3] C ->[KOH/Br2] D The structure of D would be:- CH3CH2CH2NH2 CH3CH2CONH2 CH2CH2NHCH3 CH3CH2NH2 Self condensation of two moles of ethyl acetate in presence of sodium ethoxide yields:- Ethyl butyrate Acetoacetic ester Methyl acetoacetate Ethyl propionate The reaction of carboxylic acids with alcohols in the presence of dry HCl gas or conc. H 2SO 4 to form esters is known as: Fischer esterification Schotten-Baumann reaction Gatterman reaction Hell-Volhard-Zelinsky reaction Propionic acid with Br2 / P yields a dibromo product, Its structure would be - CH3-CBr2-COOH CH2Br-CHBr-COOH CHBr2-CH2COOH CH2Br-CH2-COBr The major product of the following reaction is: Identify the suitable reagent for the following conversion. H2 /Pd-BaSO4 (i) LiAlH4 , (ii) H + / H2O (i) AlH(iBu)2 , (ii) H2O (i) NaBH4 , (ii) H + / H2O Which of the following acids has the lowest pK a value? o-Nitrobenzoic acid p-Nitrobenzoic acid Benzoic acid m-Nitrobenzoic acid Which of the following will undergo decarboxylation most readily on heating? Prop-2-enoic acid Ethanoic acid Propanedioic acid (Malonic acid) Butanoic acid The acidity of the following substituted benzoic acids follows the order (Ortho effect): o-nitrobenzoic acid > p-nitrobenzoic acid > Benzoic acid Benzoic acid > o-nitrobenzoic acid > p-nitrobenzoic acid p-nitrobenzoic acid > o-nitrobenzoic acid > Benzoic acid o-nitrobenzoic acid > Benzoic acid > p-nitrobenzoic acid The compound formed by the condensation of two molecules of Ethyl acetate in the presence of Sodium ethoxide is: Ethyl acetoacetate Acetoacetic acid Diethyl malonate Ethyl propionate Which of the following carboxylic acids is the strongest due to the 'Ortho Effect'? o-Nitrobenzoic acid p-Nitrobenzoic acid m-Nitrobenzoic acid Benzoic acid The reaction of a silver salt of a carboxylic acid with iodine ( I 2 ) in the ratio 2:1 (salt to iodine) to form an ester is known as: Simonini reaction Hunsdiecker reaction Birch reduction Etard reaction Which of the following carboxylic acids is the most acidic? o -Nitrobenzoic acid p -Nitrobenzoic acid m -Nitrobenzoic acid Benzoic acid Among the following carboxylic acids, which one is the strongest acid? F 3CCOOH Cl 3CCOOH Br 3CCOOH CH 3COOH A compound 'X' on treatment with LiAlH 4 gives 'Y'. 'Y' on treatment with PCl 5 gives 'Z'. 'Z' on treatment with alcoholic KOH gives propene. Compound 'X' is: Propanoic acid Ethanol Acetone Propanal Given below are two statements: Statement-I : Oxidation of p-nitrotoluene with acidic KMnO4 gives an acid that is stronger than benzoic acid. Statement-II : Reduction of p-nitrotoluene with Sn/HCl followed by neutralization gives an amine that is more basic than aniline. In light of the above statements, choose the most appropriate answer from the options given below. Both Statement-I and Statement-II are correct Both Statement-I and Statement-II are incorrect Statement-I is correct but Statement-II is incorrect Statement-I is incorrect but Statement-II is correct Which of the following acids will undergo the Hell-Volhard-Zelinsky (HVZ) reaction? CH 3CH 2COOH (CH 3) 3CCOOH C 6H 5COOH HCOOH Reaction of benzoic acid with PCl 5 gives: Benzoyl chloride Benzyl chloride Chlorobenzene Benzoyl perchlorate