Organic Chemistry - dbt org..hoffman

1

rahul nair ·2010-03-02 07:12:15

c,d??
not fully sure

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Unicorn--- Extinct!! ·2010-03-02 07:14:04

b,d?

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madhumitha harishankar ·2010-03-02 07:32:17

I dont think b. Definitely D. What about a and C?

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39

Pritish Chakraborty ·2010-03-02 08:48:19

Yes C) is Hoffmann elimination. In C), loss of beta hydrogen occurs from least hindered area.
C, D for sure.

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24

eureka123 ·2010-03-02 09:53:24

ans given is a,c,d [7][12]

i marked only c,d [2]

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39

Pritish Chakraborty ·2010-03-02 09:55:35

A) mein Hoffmann too?
Oooo...I get it! Ester pyrolysis...of course its Hoffmann elimination! OAc likha tha so I didnt realise :D

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24

eureka123 ·2010-03-02 09:58:00

Ester pyrolysis ....[12]

is it similar to cope elimination then ??

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39

Pritish Chakraborty ·2010-03-02 10:02:00

Yes. By hydrogen bonding, a beta hydrogen syn to the double bonded oxygen forces an elimination in presence of heat.

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eureka123 ·2010-03-02 10:03:16

kk..thx all..and especially pritish. [1]

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39

Pritish Chakraborty ·2010-03-02 10:04:43

And ya one more thing...notice that CH₃ is attached to the beta carbon left of OAc...by Hoffmann rule, that beta hydrogen will be avoided. The beta hydrogens below will be used!

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24

eureka123 ·2010-03-02 18:46:20

didnt get u.....can u point it out with a figure ??? plzz

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39

Pritish Chakraborty ·2010-03-04 08:46:04

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Manmay kumar Mohanty ·2010-03-04 19:22:44

thnks pritish i got it too.

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eureka123 ·2010-03-04 19:54:36

thx again bro..

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