Name the following oximes by the syn/anti system and assign the E/Z configuration to each :
(I) (II)
(III)

Question

Name the following oximes by the syn/anti system and assign the E/Z configuration to each : (I) (II) (III)

TestHub · Accepted Answer

For aldoximes, syn/anti describes the relation between the H of the CH=NOH carbon and the OH group. For E/Z : at nitrogen, OH outranks the lone pair; at carbon, the aryl group outranks H.

(I) H and OH on the same side $\to$ syn; OH and C₆H₅ on opposite sides $\to$ (E). Name : benzaldehyde syn-oxime, i.e. (E)-benzaldehyde oxime.

(II) H and OH on opposite sides $\to$ anti; OH and C₆H₅ on the same side $\to$ (Z). Name : benzaldehyde anti-oxime, i.e. (Z)-benzaldehyde oxime.

(III) CIP : p-CH₃C₆H₄- $>$ C₆H₅-; OH and the p-tolyl group lie on the same side $\to$ (Z). Name : (Z) p-tolyl phenyl ketoxime (syn with respect to the p-tolyl group).

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