When reacts with two equivalents of CH3I, the following double sulfonium salt precipitates: (a) Give a curved-arrow

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When CHCHSCHCHCHCHreacts with two equivalents of CH3I, the following double sulfonium salt precipitates:CH3 T CH3 CH3CH S-CHCH-S-CHCH3 21- + +

(a) Give a curved-arrow mechanism for the formation of this salt.

(b) Upon closer examination, this compound is found to be a mixture of two isomers with melting points of 123–124 °C and 154 °C, respectively. Explain why two compounds of this structure are formed. What is the relationship between these isomers?

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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