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Organic Chemistry – Some Basic Principles and Techniques · Question 38

NEET 2013MCQMedium📈 Topic in 12% papers+4−1
1

Structure of the compound whose IUPAC name is 3-Ethyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid is

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

Answer

(4) [figure]

Solution

Parent chain: hex-3-en-5-ynoic acid ⇒ 6 C atoms, C-1 = -COOH, double bond C3=C4, triple bond C5≡C6.

Substituents: -OH on C-2, -C2H5 on C-3, -CH3 on C-4.

⇒ 6CH 5C- 4C(CH3)= 3C(C2H5)- 2CH(OH)- 1COOH

Only option (4) has the C3=C4 double bond with the ethyl group on C-3 and the methyl group on C-4 (options (1), (2) and (3) contain a terminal -CH=CH2 group instead).

Answer: (4)

NEET 2013

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2

The outer orbitals of C in ethene molecule can be considered to be hybridized to give three equivalent sp2 orbitals. The total number of sigma (σ) and pi (π) bonds in ethene molecule is

  1. 3 sigma (σ) and 2 pi (π) bonds
  2. 4 sigma (σ) and 1 pi (π) bonds
  3. 5 sigma (σ) and 1 pi (π) bonds
  4. 1 sigma (σ) and 2 pi (π) bonds
NEET 2013 (Karnataka)
3

Arrange the following in increasing order of stability 1. (CH3)2- C-CH2-CH3 2. (CH3)3- C 3. (CH3)2- CH 4. CH3- CH2 5. CH3

  1. 5 < 4 < 3 < 1 < 2
  2. 4 < 5 < 3 < 1 < 2
  3. 1 < 5 < 4 < 3 < 2
  4. 5 < 4 < 3 < 2 < 1
NEET 2013 (Karnataka)
4

What is the hybridisation state of benzyl carbonium ion? [figure]

  1. sp2
  2. spd2
  3. sp2d
  4. sp3
NEET 2013 (Karnataka)
5

Homolytic fission of the following alkanes forms free radicals CH3-CH3, CH3-CH2-CH3, (CH3)2CH-CH3, CH3-CH2-CH(CH3)2. Increasing order of stability of the radicals is

  1. (CH3)2 C-CH2CH3 < CH3- CH-CH3 < CH3- CH2 < (CH3)3 C
  2. CH3- CH2 < CH3- CH-CH3 < (CH3)2 C-CH2-CH3 < (CH3)3 C
  3. CH3- CH2 < CH3- CH-CH3 < (CH3)3 C < (CH3)2 C-CH2CH3
  4. (CH3)3 C < (CH3)2 C-CH2CH3 < CH3- CH-CH3 < CH3- CH2
NEET 2013 (Karnataka)
6

Which of the following chemical system is non aromatic?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET 2013 (Karnataka)
7

Which nomenclature is not according to IUPAC system?

  1. Br-CH2-CH=CH2 1-Bromoprop-2-ene
  2. [figure] 4-Bromo-2,4-dimethylhexane
  3. [figure] 2-Methyl-3-phenylpentane
  4. [figure] 5-Oxohexanoic acid
AIPMT 2012 (Prelims)
8

Which one of the following is most reactive towards electrophilic reagent?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2011 (Prelims)
9

The correct IUPAC name for the compound is [figure]

  1. 4-ethyl-3-propylhex-1-ene
  2. 3-ethyl-4-ethenylheptane
  3. 3-ethyl-4-propylhex-5-ene
  4. 3-(1-ethylpropyl)hex-1-ene
AIPMT 2011 (Prelims)
10

Which of the following species is not electrophilic in nature?

  1. Cl
  2. BH3
  3. H3 O
  4. NO2
AIPMT 2010 (Mains)
11

The IUPAC name of the compound CH3CH=CHC CH is

  1. pent-4-yn-2-ene
  2. pent-3-en-1-yne
  3. pent-2-en-4-yne
  4. pent-1-yn-3-ene
AIPMT 2010 (Mains)

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