Organic reduction

oh ya , sorry. this seems to be an exception,.....????

NaBh4 educes double bond, written in Morrison and Boyd

Oh..!!..really??....coz in Arihant and other JEE buks, it's written wat i hav written[7]

[12][12][12]

IITians Prashikshan Kendra in Pune...

Ramlal is right

uff so much of confusion!

so what is the final say?

can some one come up with a summary of what reduces what?

According to me,

H2/Pt reduces evrything except COOH

NaBH4 reduces ald, ketone n acid chlorides

LiAlH4 reduces evrything except C=C

I've found this in many books and also on the net and even in my class notes. So, i wud stick to it.

just one thing Aditya

I found this reaction in BT material

C₆H₅-CH=CH-CHO→(LiAlH₄) C₆H₅CH₂CH₂-OH

It says in general (Li...) is unable to reduce double bond in conjugation with CO group However the double bond is reduced when a phenyl group is attached to the β carbon

more replies pls... still no consistent conclusion

Li Al H ₄ cannot reduce c = c bond. It can reduce only polar pie bonds. But Li Al H₄ can reduce c = c bonds only when the double bond is in conjugation with the benzene ring.

hmm...

but Sir taught in A = is reduced when conjugation is there.
and in fitg package it say only >=O in both cases.

Hey i got something

http://pubs.acs.org/doi/abs/10.1021/jo00829a039

It says in A both(= and >=O) 50-50%

CONJUGATN wid BENZENE

Ph-C=C-C=O

thn wid NaBH4 it gives

Ph-C-C-C-OH

as LiAlH₄ is strong reducing agent doesn't the double bond also get reduced?

NO, it reduces evrything except C=C

can u please tell me why?

also once show mechanism how it reduces others........

i think there exists keto-enol tautomerism