neopentyl chloride + alcoholic Koh..??

Asked by priyanvada | 27th Jul, 2011, 02:31: AM

Expert Answer:

CH3-CH2-C(CH3)2Cl  +   OH-? CH3-CH2-C(CH3)2OH   +  Cl-
mecanism :  CH3-CH2-C(CH3)2Cl CH3-CH2-(CH3)2-C+   +     Cl-      slow
                              CH3-CH2-(CH3)2-C+     +    OH-   ?  CH3-CH2-C(CH3)2OH     fast step
the reaction occurs by SN1 mecanism .It occurs in two steps as shown above .In step one C-halogen bond undergoes slow cleavage.It is a reversible step
The carbocation formed in first step is very reactive  it readily reacts with a nucleophile , OH-  
obtained from alcoholic KOH and hence forms the alcohol.

Answered by  | 27th Jul, 2011, 03:50: PM

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