Qa 18. Bromination of 5a-cholestan-3-one occurs at C-2 or C-4 to give 2 regioisomers. Two unsaturated ketones with lambdamax = 230 nm and lambdamax = 241 nm are yielded during dehydrobromination. Use Woodward-Fieser rules to distinguish between the two.

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Chapter18: Representative Metals, Metalloids, And Nonmetals
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Qa 18. Bromination of 5a-cholestan-3-one occurs at C-2 or C-4 to give 2 regioisomers. Two unsaturated ketones with lambdamax = 230 nm and lambdamax = 241 nm are yielded during dehydrobromination. Use Woodward-Fieser rules to distinguish between the two.

H'
Br₂
HOAC
Br,
O
H'
O
4
Br
Tunn
Transcribed Image Text:H' Br₂ HOAC Br, O H' O 4 Br Tunn
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