Reaction of pentanoyl chloride (CH3CH2CH2CH2COCl) with lithium dimethyl cuprate

Chapter 13, Problem 13.49

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Reaction of pentanoyl chloride (CH3CH2CH2CH2COCl) with lithium dimethyl cuprate [LiCu(CH3)2] forms a compound J that has a molecular ion in its mass spectrum at 100, as well as fragments at m/z = 85, 57, and 43 (base). The IR spectrum of J has strong peaks at 2962 and 1718 cm1. Propose a structure for J.

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