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Organic Chemistry – Some Basic Principles and Techniques · Question 57

AIPMT 2007MCQMedium📈 Topic in 0% papers+4−1
1

Consider the following compounds (i) C6H5COCl (ii) [figure] (iii) [figure] (iv) [figure] The correct decreasing order of their reactivity towards hydrolysis is

  1. (i) > (ii) > (iii) > (iv)
  2. (iv) > (ii) > (i) > (iii)
  3. (ii) > (iv) > (i) > (iii)
  4. (ii) > (iv) > (iii) > (i)

Answer

(3) (ii) > (iv) > (i) > (iii)

Solution

Hydrolysis of an acyl chloride is a nucleophilic attack of H2O on the carbonyl carbon of –COCl.

⇒ Electron-withdrawing groups at the para position increase the positive charge on this carbon and increase the rate; electron-donating groups decrease it.

–NO2: strong –R and –I effect ⇒ most reactive (ii).

–CHO: –R and –I effect, weaker than –NO2 ⇒ (iv).

–H: reference ⇒ (i).

–CH3: +I effect and hyperconjugation ⇒ least reactive (iii).

∴ Order: (ii) > (iv) > (i) > (iii)

Answer: (3)

AIPMT 2007

Keep practising — Organic Chemistry – Some Basic Principles and Techniques

2

The general molecular formula, which represents the homologous series of alkanols is

  1. CnH2nO
  2. CnH2nO2
  3. CnH2n+2O
  4. CnH2n+1O
AIPMT 2006
3

The IUPAC name of [figure] is

  1. 1-chloro-1-oxo-2, 3-dimethylpentane
  2. 2-ethyl-3-methylbutanoyl chloride
  3. 2, 3-dimethylpentanoyl chloride
  4. 3, 4-dimethylpentanoyl chloride.
AIPMT 2006
4

The general molecular formula, which represents the homologous series of alkanols is

  1. CnH2n+2O
  2. CnH2nO2
  3. CnH2nO
  4. CnH2n+1O
AIPMT 2006
5

Names of some compounds are given. Which one is not in IUPAC system?

  1. CH3-CH2-CH2- CH2CH3 |CH- CH3 |CH-CH2CH3 3-Methyl-4-ethylheptane
  2. CH3- OH |CH- CH3 |CH-CH3 3-Methyl-2-butanol
  3. CH3-CH2- CH2 \|C- CH3 |CH-CH3 2-Ethyl-3-methylbut-1-ene
  4. CH3-C C-CH(CH3)2 4-Methyl-2-pentyne
AIPMT 2005
6

Which amongst the following is the most stable carbocation?

  1. CH3
  2. CH3 CH2
  3. CH3- CH3 | CH
  4. CH3- CH3 | CH3 | C
AIPMT 2005
7

Name of the compound given below is [figure]

  1. 4-ethyl-3-methyloctane
  2. 3-methyl-4-ethyloctane
  3. 2,3-diethylheptane
  4. 5-ethyl-6-methyloctane
AIPMT 2003
8

Which one of the following orders of acid strength is correct ?

  1. RCOOH > ROH > HOH > HC CH
  2. RCOOH > HOH > ROH > HC CH
  3. RCOOH > HOH > HC CH > ROH
  4. RCOOH > HC CH > HOH > ROH
AIPMT 2003
9

Which one of the following is a free-radical substitution reaction ?

  1. [figure]
  2. [figure]
  3. [figure]
  4. CH3CHO + HCN CH3CH(OH)CN
AIPMT 2003
10

IUPAC name of the following is CH2=CH-CH2-CH2-C CH

  1. 1-hexyne-5-ene
  2. 1,5-hexenyne
  3. 1-hexene-5-yne
  4. 1,5-hexynene
AIPMT 2002
11

CH2- O \|C-CH3 and CH2= O |C-CH3 are

  1. resonating structures
  2. tautomers
  3. geometrical isomers
  4. optical isomers
AIPMT 2002

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