Organic reduction

What are A and B?

39 Answers

1
Aditya ·

Both wil reduce only =O,so A and B are same!

11
rkrish ·

@tapan....

wrt post #7

Ph--CH=CH--CH=O ----- LiAlH4 -------> (fatal for C=C) Ph--CH2--CH2--CH2--OH

BUT

Ph--CH=CH--CH=O ----- NaBH4 -------> (C=C is not affected) Ph--CH=CH--CH2--OH

21
tapanmast Vora ·

oh i wrote ulta.....

11
rkrish ·

Conjugated system

----- LiAlH4 ------>
R--CH=CH--CH=O R--CH=CH--CH2--OH (C=C is not affected)
----- NaBH4 ------>

BUT

----- LiAlH4 ------>
R--CH=CH--C--CH3 R-CH2--CH2--CH--CH3 (~100%)
|| ----- NaBH4 ------> |
O OH

21
tapanmast Vora ·

r u sure?

11
rkrish ·

YUP

In Conj.system with ketone NaBH4 doesnt protect C=C

1
ANKIT GOYAL ·

see LiAlH4 is an hardnuclophile, so it attacks on more nuclophilic site, so it will attack first on c=o and if taken in excess it will reduce double bond also,

and NaBH4 is a soft nuclophile so it will attack on double bond only and

33
Abhishek Priyam ·

39
Dr.House ·

well, LIAlH4 and NaBH4 never reduce alkenes or alkynes, because they reduce by giving H- ion, which can never approach double or triple bond

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