Question
a. Dichlorocarbene can be generated by heating chloroform with $\mathrm{HO}^{-}$. Propose a mechanism for the reaction.b. Dichlorocarbene can also be generated by heating sodium trichloroacetate. Propose a mechanism for the reaction.
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Mechanism for the reaction between chloroform and $\mathrm{HO}^{-}$ to generate dichlorocarbene: Show more…
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In addition to using $\mathrm{CHX}_{3}$ and base to synthesize dihalocarbenes (Section $24.4 \mathrm{~B}$ ), dichlorocarbene $\left(: \mathrm{CCl}_{2}\right)$ can be prepared by heating sodium trichloroacetate. Draw a stepwise mechanism for this reaction.
Dichlorocarbene can be generated by heating sodium trichloroacetate. Propose a mechanism for the reaction, and use curved arrows to indicate the movement of electrons in each step. What relationship does your mechanism bear to the base-induced elimination of HCl from chloroform?
In addition to using CHX$_3$ and base to synthesize dihalocarbenes (Section 26.4), dichlorocarbene (:CCl$_2$) can be prepared by heating sodium trichloroacetate. Draw a stepwise mechanism for this reaction.
Carbon-Carbon BondForming Reactions in Organic Synthesis
Metathesis
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