Question

CH3CH2ONa ??? CH3CH2OH Br OH OH OH De on an or rega ang Look at the given reaction and select the most appropriate answer fro

Look at the given reaction and use the letter code corresponding to each compound in the blank to indicate the expected produ

Dropdown Menus:

1. methyl, primary (unhindered), primary (hindered), secondary, tertiary

2. poor, weakly basic, strongly basic (hindered), strongly basic (unhindered)

3. protic, aprotic

4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction

5. randomized, inverted, predictable but not inverted, unchanged

6. a planar carbocation intermediate, backside attack transition state, anti-periplanar transition state, other

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Answer #1

The base used ( sodium ethoxide in ethanol) is a very good one and it is also a very good neucleophile

So the substrate given will undergo E2 reaction (as the substrate contains beta hydrogen atoms and the base used is good one)

And it will also undergo SN2 reaction( very little) as the neucleophile is a good one and bromide is a good leaving group...

But the SN2 reaction is not as good as E2 as the reaction centre is secondary one and in the neucleophile. ( ethoxide) is so small also ( rate of SN2 reaction with the carbo center- methyl>primary> secondary> tertiary)

Si it will undergo E2 preferably more easily than SN2

So the E2 products will be the major and if SN2 product is obtained that will be in a very very small amount....

Not SN1 or E1 as the base/neucleophile is a very good one but for SN1 or E1 reaction the strong base or neucleophile is not a requirement as it is not involved in the rate determining step of those reactions....

Also the beta Hyde atoms are also in anti configuration with the leaving group bromide which an important requirment for E2 reaction....

Вр Br - CH3 CH EE 20- Halo alhane oft 62 CH3 Et © el product (major) moe subaliteked akend oduct (magar 1 more substituated a

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