Question

What is the name of the compound `CH_3CH_2S(CH_3)_2` and How does the following reaction happen?

`CH_3CH_2S(CH_3)_2 + C_2H_5ONa ->CH_3 CH_2OC_2H_5 + H_2C=CH_2`
Where, substitution = `88%` and elimination = `12%` . The reaction takes place in presence of ethanol.

EDIT: Added missing product: `"S"("CH"_3)_2`
- Truong-Son

Answer 1

Here's what I get.

Explanation:

The nucleophile/base is ethoxide ion, `"CH"_3"CH"_2"O"^"-"`.

The substrate is the ethyldimethylsulfonium ion, `"CH"_3"CH"_2stackrelcolor(blue)("+")("S")("CH"_3)_2`

The positive charge on the `"S"` atom makes the dimethylsulfonium ion an excellent leaving group.

The `S"_text(N)2` displacement reaction

The ethoxide acts as a nucleophile and attacks the α-carbon.

The `"E2"` reaction

The ethoxide acts as a base and attacks the β hydrogen