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In: Chemistry

(Z)-hept-3-ene treated with iodomethylzinc iodide (must show wedges/dash and explain plz)

(Z)-hept-3-ene treated with iodomethylzinc iodide (must show wedges/dash and explain plz)

Solutions

Expert Solution

The reaction of (Z)-hept-3-ene with iodomethylzinc iodide generates a mixture of cis and trans-isomers of cyclopropane derivatives as shown below.

Explanation: In this reaction, carbene is the intermediate, which is generated by iodomethylzinc iodide. If the generated carbene is singlet (opposite spin), then direct interaction of the alkene with that carbene occurs to form a cis-isomer of cyclopropane derivative. If the generated carbene is triplet (same spin ), then spin inversion takes place at one of the carbons of alkene, followed by interaction with that carbene to form a trans-isomer of cyclopropane derivative.


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