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Organic Chemistry

Blazing goIITian

Joined:	9 Oct 2008
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15 Jul 2009 01:07:45 IST

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Sodium Ethaoxide will support Sn1 or Sn2?

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What will CH₃CH₂O^-Na⁺ be treated as? If taken just as: CH₃CH₂O^- the reaction will prefer Sn2/ E2 and vice versa...
Please solve this now

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vnkt. swaroop

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15 Jul 2009 10:49:28 IST

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it suppeorts Sn1 due to high steric hindrance.

tellme whether i am correct or not?

reply is must.

Pritish Chakraborty

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15 Jul 2009 12:53:51 IST

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The substrate is secondary. The base is strong, notice the inductive effects of the alkyl groups connected to O^--

There is no stabilising factor for the negative charge. Thus the base is strong. If the base is strong, elimination is favoured on the secondary substrate. Thus E2 will occur. (Antiperiplanar conformation of H and the leaving group, Br, support E2)

Ankur

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15 Jul 2009 15:43:20 IST

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Vnkt. Swaroop's answer is right. but Swaroop the C on which halogen is attached is secondary. By steric hindrance, you mean the back side attack by tertiary group attached at beta carbon?

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