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[Post New]26 Jun 2008 14:43:20 IST
    Subject: GIve the product of the reaction.
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Utsav55 (253)

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GIve the product of the reaction.


 


CH3-NO2 +   ----->    ?


Also tell the intermediate and show the mechanism.
    
[Post New]26 Jun 2008 14:47:21 IST
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smarsh (258)

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i think the base will accept proton since the compound is acidic (due to no2 grp)


so product will be


ch2-no2(with a negative sign) and BH

CORRECT ME IF AM WRONG
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[Post New]26 Jun 2008 14:52:23 IST
    Subject: GIve the product of the reaction.
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So, what will be the intermediate here?
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[Post New]26 Jun 2008 14:59:24 IST
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smarsh (258)

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CH2NO2(WITH A NEGATIVE SIGN WILL BE INTERMEDIATE)
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[Post New]26 Jun 2008 21:50:08 IST
    Subject: GIve the product of the reaction.
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Utsav55 (253)

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Options are:



Carbocation

Carbonanion - not the answer

Carbene

OR something like that.
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[Post New]26 Jun 2008 22:37:39 IST
    Subject: Re:GIve the product of the reaction.
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iberis22 (575)

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Just like aldehydes and ketones, the alpha-hydrogen of nitro compounds are also acidic. So treatment with a base will lead to formation of a resonance stabilized carbanion..
Happines is like a butterfly;
the more you chase it,
the more it will elude you,
but if you turn you attention to other things,
it will come and sit softly on your shoulders...
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[Post New]26 Jun 2008 23:15:32 IST
    Subject: GIve the product of the reaction.
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gaurav_cheetah (47)

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i think that ch3-B will be formed bu sn2 reaction as hno2 is a good leaving group... a transition state will be formed and then hno2 will leave.
Agar aap 90 baar paap karoge to keval 45 baar hi pakde jaoge......batao
kyu????* *


b'cos.... sin90=cot 45
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[Post New]26 Jun 2008 23:15:50 IST
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gaurav_cheetah (47)

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Agar aap 90 baar paap karoge to keval 45 baar hi pakde jaoge......batao
kyu????* *


b'cos.... sin90=cot 45
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[Post New]27 Jun 2008 22:10:53 IST
    Subject: GIve the product of the reaction.
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Utsav55 (253)

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Nup, the carbonanion is not the answer.
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[Post New]27 Jun 2008 22:20:49 IST
    Subject: GIve the product of the reaction.
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gaurav_cheetah (47)

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is it a transition state then??
Agar aap 90 baar paap karoge to keval 45 baar hi pakde jaoge......batao
kyu????* *


b'cos.... sin90=cot 45
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[Post New]27 Jun 2008 22:25:20 IST
    Subject: GIve the product of the reaction.
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Utsav55 (253)

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nup, neither transition state.

The answer is Carbocation.
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[Post New]27 Jun 2008 22:31:52 IST
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arg121 (12)

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the product will be CH3B and NO2 with a negative charge..


the mechanism would be sn2


n the intermidiate wiil be a partial bond between B and C and C would have delta positive charge as electrons would be attracted NO2 as it will be leavin group...


correct me if im wrong
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[Post New]27 Jun 2008 22:33:54 IST
    Subject: GIve the product of the reaction.
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gaurav_cheetah (47)

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but primary amines do not favour an sn1 reaction. the carbocation will not be stable at all (primary carbocation)... am i wrong there??
Agar aap 90 baar paap karoge to keval 45 baar hi pakde jaoge......batao
kyu????* *


b'cos.... sin90=cot 45
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[Post New]28 Jun 2008 22:26:16 IST
    Subject: GIve the product of the reaction.
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Utsav55 (253)

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oh yup.
Your right.

Thanks
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