10.26 Arrange the compounds of each set in order of reactivity towards S N2 displacement: (i) 2- Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane (ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3-methylbutane (iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1- Bromo-2-methylbutane, 1-Bromo-3-methylbutane. 

The reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered (does not have any free space or very crowded), then the reactivity towards S_N2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.

• Bromopentane < 2-bromopentane < 2-Bromo-2-methylbutane. The structures are shown below:

Hence, the increasing order of reactivity towards S_N2 displacement is:

• Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane
• The stearic hinderance in alkyl halides increases in the order of 1° < 2 < 3, the increasing order of reactivity towards SN2 displacement is given as-

3° < 2 < 1.

The structures are given below:

Hence, the given set of compounds can be arranged in the in

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The reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered (does not have any free space or very crowded), then the reactivity towards S_N2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.

• Bromopentane < 2-bromopentane < 2-Bromo-2-methylbutane. The structures are shown below:

Hence, the increasing order of reactivity towards S_N2 displacement is:

• Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane
• The stearic hinderance in alkyl halides increases in the order of 1° < 2° < 3°, the increasing order of reactivity towards SN2 displacement is given as-

3° < 2° < 1°.

The structures are given below:

Hence, the given set of compounds can be arranged in the increasing order of their reactivity towards S_N2 displacement as:

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

• The stearic hinderance 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 stearic hinderance increases with an increase in the number of Therefore, the increasing order of steric hindrances in the given compounds is as below:

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

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

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<p>The reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered (does not have any free space or very crowded), then the reactivity towards S_N2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.</p><ul><li>Bromopentane &lt; 2-bromopentane &lt; 2-Bromo-2-methylbutane. The structures are shown below:</li></ul><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1690444972phpJob2O0_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1690444972phpJob2O0.jpeg" alt="" width="310" height="379"></picture></div></div><p>Hence, the increasing order of reactivity towards S_N2 displacement is:</p><ul><li>Bromo-2-methylbutane &lt; 2-Bromopentane &lt; 1-Bromopentane</li><li>The stearic hinderance in alkyl halides increases in the order of 1° &lt; 2° &lt; 3°, the increasing order of reactivity towards SN2 displacement is given as-</li></ul><p>3° &lt; 2° &lt; 1°.</p><p>The structures are given below:</p><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1690444972phpJob2O0_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1690444972phpJob2O0.jpeg" alt="" width="562" height="155"></picture></div></div><p>Hence, the given set of compounds can be arranged in the increasing order of their reactivity towards S_N2 displacement as:</p><p>2-Bromo-2-methylbutane &lt; 2-Bromo-3-methylbutane &lt; 1-Bromo-3-methylbutane</p><ul><li>The stearic hinderance 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 stearic hinderance increases with an increase in the number of Therefore, the increasing order of steric hindrances in the given compounds is as below:</li></ul><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1690445035phpc98oLp_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1690445035phpc98oLp.jpeg" alt="" width="" height=""></picture></div><div><p>Hence, the increasing order of reactivity of the given compounds towards SN2 displacement</p><p>1-Bromo-2, 2-dimethylpropane &lt; 1-Bromo-2-methylbutane &lt; 1-Bromo-3- methylbutane &lt; 1- Bromobutane</p></div></div>

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