Organic Chemistry

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22 Feb 2012 01:01:04 IST
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Nuclophilic substitution
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KOH soln hydrolyses CH3-CHCLCH2-CH3 and CH3-CH2-CH2-CH2-CL .Which is more easily hydrolysed



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Blazing goIITian

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22 Feb 2012 15:03:41 IST
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CH3-CH2-CH2-CH2-Cl is hydrolysed easily as the reaction is SN1 and primary halides react more easily than secondary.

New kid on the Block

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22 Feb 2012 17:28:03 IST
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I think in sn1 reaction the order of reactivity is 3degree>2>1. Am i correct?

dhilipan1995's Avatar

Cool goIITian

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22 Feb 2012 22:13:26 IST
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 Yes it is for tertiary  . The first one reacts faster according to Saidsef rule

Saytzeff's Rule

Saytzeff Rule implies that base-induced eliminations (E2) will lead predominantly to the olefin in which the double bond is more highly substituted, i.e. that the product distribution will be controlled by thermodynamics.

The use of sterically hindered bases raises the activation energy barrier for the pathway to the product predicted by Saytzeff's Rule. Thus, a sterically hindered base will preferentially react with the least hindered protons, and the product distribution will be controlled by kinetics.

 


Blazing goIITian

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23 Feb 2012 23:15:16 IST
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 Im sorry, it was SN2 i was talking about. In SN2 order of reactivity is 1 degree>2>3.

Madhusudan Chavan's Avatar

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24 Feb 2012 18:21:37 IST
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 A good nucleophile favours SN2 while a weak nucleophile favours SN1. In the given question we presume KOH is good nucleophile, so the reaction should be SN2. The decreasing relative reactivity of alkyl halides in SN2 follows the sequence 

Methyl halide > Primary > Secondary > Tertiary > Neopentyl halide.




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