Revisal (Past 13 Year) JEE Main (Carboxylic Acids & Its Derivatives) - JEE MCQ

Which of the following would not be a useful reaction for preparing isobutyric acid, (CH₃)₂CHCO₂H?

Two C₈H₉Br isomers form Grignard reagents which on carboxylation give isomeric carboxylic acids. Oxidation of each isomeric acid with hot KMnO₄ produces the same C₉H₆O₆ tricarboxylic acid. Which of the following compounds are the original isomeric bromides?

Which sequence of reactions would be best for the conversion of toluene into para-bromophenyiacetic acid? (NBS = N-bromosuccinimide)

Which of the following reagents are suitable for reducing an acyl chloride to an aldehyde?

I. LiAIH₄ in ether
II. NaBH₄ in fert-butanol
III. LiAIH(t - C₄H₉O)₃ in ether at - 78°C
IV. H₂ and Pd / BaSO₄ catalyst

What is the expected product from the double reaction drawn below?

Which of the following reactions is most likely to produce ethyl propanoate?

If diethyl amine is treated separately with the following derivatives of isobutyric acid, what order of reactivity is expected?

I. Isobutyronitrile (2-methylpropanenitrile)
II. Isobutyryl chloride (2-methylpropanoyl chloride)
III. Ethyl isobutyrate
IV. Isobutyric anhydride (2-methylpropanoic anhydride)

The C—NH₂ bond in acetamide is shorter than the C—NH₂, bond in ethylamine. Why?

Methyl esters of carboxylic acids, RCO₂CH₃, have somewhat higher molecular masses than 1°-amide, RCONH₂, derivatives of the same acid. However, the amides have much higher boiling points. What is responsible for this difference?

Ethyl acetate undergoes the follow ing sequence of reactions,

I. treatment with excess phenylmagnesium bromide in ether
II. heating with Cone. H₃PO₄
III. treatment B₂H₆ in ether, followed by alkaline H₂O₂
IV. treatment with Jones’ reagent (CrO₃ in aqueous acid + acetone)

Which of the following is the expected product? Note that C₆H₅ = phenyl

Which reactions would best accomplish in the following transformation ?

Adipic acid (hexanedioic acid) is converted to its diacid chloride by reaction with SOCI₂, and this then reacts with 2 equivalents of sodium azide in ether solution. Addition of cone. HCl, followed by heating, results in considerable gas evolution and the formation of a crystalline water soluble solid. What is this product? (addition of aq. NaOH to the solid produces a foul smelling liquid.)

2, 2-dimethyl-1 , 3-cyclohexanedione is refluxed several hours in an aqueous dioxane solution of sodium hydroxide (10%). The resulting solution is adjusted to pH = 5 by the addition of dilute HCl and then extracted with ether. What compound has been prepared by this procedure?

Which set of reaction conditions is best suited for the preparation of 5-oxo-hexanoic acid from 5-bromo-2-pentanone?

A C₇H₉N base reacts with sodium nitrite and hydrochloric acid at 0°C, giving a clear solution. On heating with KCN and Cu₂(CN)₂ a gas evolves, and continued heating with conc. HCl yields a C₈H₈O₄ crystalline acid. Heating this acid with aqueous KMnO₄ produces a C₈H₆O₄ product, which dehydrates on strong heating to give a crystalline C₈H₄O₃ com pound. What is the C₇H₉N base?

Which of the following acids does not decarboxylate on heating?

What is the major product of the following reaction?

Treatment of chiral ester I with one equivalent of LDA followed by allyl bromide II affords the alkylation product III.

Q. 

Which of the following statement is true?

What is the most likely product in the following reaction ?

Arrange the following esters in the increasing order of reactivity towards base catalysed hydrolysis reaction.

The compound given below can be acetylated in a similar manner to acetylation of hydroxy benzoic acid to give salicylate ester derivatives. Which of the following product would result upon acetylation of this compound with acetic anhydride ?

A C₅H₁₃N compound gives a base soluble derivative in the Hinsberg’s test. Which of the following best satisfy this condition?

Which of the following reagent cannot be used for differentiating propanamine from N-methyl butanamine?

Statement Type

Direction (Q. Nos. 27-30) This section is based on Statement I and Statement II. Select the correct answer from the codes given below.

Q. 

Statement I : Consider the following neutralisation reaction,

Statement II : — SO₃H is an electron withdrawing group, increases the acidity of — COOH.

Statement I : If one mole of the following compound is treated with one mole of NaOH, one mole of phenyl propanoate is formed.

Statement II : Phenoxide ion (C₆H₅O^-)has resonance stability.

Statement I : Acetyl chloride (CH₃COCI) undergoes faster nucleophilic substitution reaction (S_N2) than chloroethane.

Statement II : In acetyl chloride, the leaving group (—Cl) is in resonance with the carbonyl

Statement I : Ethyl acetoacetate (CH₃COCH₂COOC₂H₅) is very sparingly soluble in pure water and highly soluble in aqueous KOH solution.

Statement II : It’s methylenic (—CH₂—) hydrogen is sufficiently acidic, forms salt with KOH quantitatively.