Arrange the compounds of each set in ord | Class 12 Chemistry Chapter Haloalkanes and Haloarenes, Haloalkanes and Haloarenes NCERT Solutions

Question:

Arrange the compounds of each set in order of reactivity towards SN2 displacement:

(i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane

(ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 3-Bromo-2- methylbutane

(iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.

Answer:

(i)

An SN2 reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered, then the reactivity towards SN2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.

1-Bromopentane < 2-bromopentane < 2-Bromo-2-methylbutane

Hence, the increasing order of reactivity towards SN2 displacement is:

2-Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane

 

(ii)

Since steric hindrance in alkyl halides increases in the order of 1° < 2° < 3°, the increasing order of reactivity towards SN2 displacement is 3° < 2° < 1°.

Hence, the given set of compounds can be arranged in the increasing order of their reactivity towards SN2 displacement as:

2-Bromo-2-methylbutane < 2-Bromo-3-methylbutane < 1-Bromo-3-methylbutane

[2-Bromo-3-methylbutane is incorrectly given in NCERT]

 

(iii)

The steric hindrance to the nucleophile in the SN2 mechanism increases with a decrease in the distance of the substituents from the atom containing the leaving group. Further, the steric hindrance increases with an increase in the number of substituents. Therefore, the increasing order of steric hindrances in the given compounds is as below:

1-Bromobutane < 1-Bromo-3-methylbutane < 1-Bromo-2-methylbutane

< 1-Bromo-2, 2-dimethylpropane

Hence, the increasing order of reactivity of the given compounds towards SN2 displacement is:

1-Bromo-2, 2-dimethylpropane < 1-Bromo-2-methylbutane < 1-Bromo-3- methylbutane < 1-Bromobutane


< Previous Question

Next Question >

  • Popular questions of class 12 Chemistry

Study Tips for Answering NCERT Questions:

NCERT questions are designed to test your understanding of the concepts and theories discussed in the chapter. Here are some tips to help you answer NCERT questions effectively:

  • Read the question carefully and focus on the core concept being asked.
  • Reference examples and data from the chapter when answering questions about Haloalkanes and Haloarenes.
  • Review previous year question papers to get an idea of how such questions may be framed in exams.
  • Practice answering questions within the time limit to improve your speed and accuracy.
  • Discuss your answers with your teachers or peers to get feedback and improve your understanding.

Comments

  • Ihtesham ulhaq
  • 2019-02-07 12:55:16

Good job for stidentsr

  • Marcus
  • 2018-08-28 11:36:23

A useful information has been provided unto me, thank so much

Comment(s) on this Question

Welcome to the NCERT Solutions for Class 12 Chemistry - Chapter . This page offers a step-by-step solution to the specific question from Excercise 2 , Question 16: Arrange the compounds of each set in order of reactivity towards SN2 displacement: (i) 2-Bromo-2-....

Chapters for Class 12 Chemistry

Subjects for Class 12


Notice: Undefined index: pageType in /var/www/html/ss_beta/saralstudy/ss_new/web/template/common/class_sidebar.php on line 45

Students Also Read

Important links

Quick Links

Resources

Support