Aldehydes, Ketones and Carboxylic Acids

Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable molecular mass. It is due to their

1. formation of intramolecular H-bonding
2. formation of carboxylate ion
3. more extensive association of carboxylic acid via van der Waals' forces of attraction
4. formation of intermolecular H-bonding

Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Consider the reactions, [figure] Identify A, X, Y and Z.

1. A-Methoxymethane, X-Ethanol, Y-Ethanoic acid, Z-Semicarbazide.
2. A-Ethanal, X-Ethanol, Y-But-2-enal, Z-Semicarbazone.
3. A-Ethanol, X-Acetaldehyde, Y-Butanone, Z-Hydrazone.
4. A-Methoxymethane, X-Ethanoic acid, Y-Acetate ion, Z-Hydrazine.

Which of the following reagents would distinguish cis-cyclopentane-1,2-diol from the trans-isomer?

1. MnO2
2. Aluminium isopropoxide
3. Acetone
4. Ozone

The product formed by the reaction of an aldehyde with a primary amine is

1. carboxylic acid
2. aromatic acid
3. Schiff's base
4. ketone

The correct order of the strengths of the carboxylic acids [figure] is

1. I > II > III
2. II > III > I
3. III > II > I
4. II > I > III

The correct structure of the product 'A' formed in the reaction [figure]

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Reaction of a carbonyl compound with one of the following reagents involves nucleophilic addition followed by elimination of water. The reagent is

1. hydrazine in presence of feebly acidic solution
2. hydrocyanic acid
3. sodium hydrogen sulphate
4. a Grignard reagent.

Which one of the following esters gets hydrolysed most easily under alkaline conditions?

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Treatment of cyclopentanone [figure] with methyl lithium gives which of the following species ?

1. Cyclopentanonyl radical
2. Cyclopentanonyl biradical
3. Cyclopentanonyl anion
4. Cyclopentanonyl cation

An organic compound 'X' having molecular formula C5H10O yields phenylhydrazone and gives negative response to the iodoform test and Tollens' test. It produces n-pentane on reduction. 'X' could be

1. 3-pentanone
2. n-amyl alcohol
3. pentanal
4. 2-pentanone

Which one is most reactive towards nucleophilic addition reaction?

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Reaction by which benzaldehyde cannot be prepared

1. [figure] + CO + HCl in presence of anhydrous AlCl3
2. [figure] + Zn/Hg and conc. HCl
3. [figure] + CrO2Cl2 in CS2 followed by H3O+
4. [figure] + H2 in presence of Pd-BaSO4

In the following reaction: HC CH [Hg2+]H2SO4 'P' Product 'P' will not give

1. Tollen's reagent test
2. Brady's reagent test
3. Victor Meyer test
4. Iodoform test

Consider the reaction : RCHO + NH2NH2 RCH = N - NH2 What sort of reaction is it?

1. Electrophilic addition-elimination reaction
2. Free radical addition-elimination reaction
3. Electrophilic substitution-elimination reaction
4. Nucleophilic addition-elimination reaction

Which of the following compounds will give a yellow precipitate with iodine and alkali?

1. Acetophenone
2. Methyl acetate
3. Acetamide
4. 2-Hydroxypropane

Consider the following reaction [figure] The product A is

1. C6H5CHO
2. C6H5OH
3. C6H5COCH3
4. C6H5Cl

In the following sequence of reactions CH3-Br KCNA H3O+B [ether]LiAlH4C the end product (C) is

1. acetone
2. methane
3. acetaldehyde
4. ethyl alcohol

CH3CHO and C6H5CH2CHO can be distinguished chemically by

1. Benedict's test
2. Iodoform test
3. Tollens' reagent test
4. Fehling's solution test

The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B), acetic acid (C) and formic acid (D) is

1. B > A > D > C
2. B > D > C > A
3. A > B > C > D
4. A > C > B > D

Predict the products in the given reaction. [figure]

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Acetone is treated with excess of ethanol in the presence of hydrochloric acid. The product obtained is

1. [figure]
2. [figure]
3. [figure]
4. [figure]

The order of reactivity of phenyl magnesium bromide (PhMgBr) with the following compounds: [figure]

1. III > II > I
2. II > I > III
3. I > III > II
4. I > II > III

Clemmensen reduction of a ketone is carried out in the presence of which of the following?

1. Glycol with KOH
2. Zn-Hg with HCl
3. LiAlH4
4. H2 and Pt as catalyst

Following compounds are given (i) CH3CH2OH (ii) CH3COCH3 (iii) CH3- CH3 |CHOH (iv) CH3OH Which of the above compound(s), on being warmed with iodine solution and NaOH, will give iodoform?

1. (i), (iii) and (iv)
2. Only (ii)
3. (i), (ii) and (iii)
4. (i) and (ii)

Which one of the following compounds will be most readily dehydrated?

1. [figure]
2. [figure]
3. [figure]
4. [figure]

In a set of reactions, ethylbenzene yielded a product D. [figure] D would be

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Which of the following reactions will not result in the formation of carbon-carbon bonds?

1. Reimer-Tiemann reaction
2. Cannizzaro reaction
3. Wurtz reaction
4. Friedel-Crafts acylation

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

1. CH3COOCH3
2. CH3CONH2
3. CH3COOCOCH3
4. CH3COCl

Propionic acid with Br2/P yields a dibromo product. Its structure would be

1. [figure]
2. CH2(Br)-CH2-COBr
3. [figure]
4. CH2(Br)-CH(Br)-COOH