Two methods convert an alkyl halide into a carboxylic acid having one more carbon atom

Chapter 22, Problem 22.71

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Two methods convert an alkyl halide into a carboxylic acid having one more carbon atom. new CC bond R CN X X + + R CN R COOH (Section 22.18) H3O+ R M X + g R MgX R COOH (Section 20.14) [1] CO2 [2] H3O+ [1] [2] Depending on the structure of the alkyl halide, one or both of these methods may be employed. For each alkyl halide, write out a stepwise sequence that converts it to a carboxylic acid with one more carbon atom. If both methods work, draw both routes. If one method cannot be used, state why it cant. a. CH3Cl b. Br c. (CH3)3CCl d. HOCH2CH2CH2CH2Br

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