Question

In: Chemistry

4A- under polar aprotic (NaI, acetone) conditions predict the outcomes of the first 6 alkyl halide...

4A- under polar aprotic (NaI, acetone) conditions predict the outcomes of the first 6 alkyl halide reactions

4B- under polar protic conditions (EtOH, Ag) predict the outcomes of the first 6 alkyl halide reactions (hint: hand draw the mechanisms, see if they make sense)

1) 1-Bromobutane

2) 2-Bromobutane

3) 2-Bromo-2-methylpropane

4) bromobenzene

5) 1-chlorobutane

6) 2-Chlorbutane

7) 2-Chloro-2-methylpropane

8) 1-Chloro-2-butene

Solutions

Expert Solution

sn1 mechanisum -

Stability order

3carbocatian > 2 carboaction > 1 carbocation

Rearrangement takes place

sN2 mechanisum

1 carbocation > 2 carbocation > 3 carbocation

No rearrangement.

Note :

3 carboaction always show sn1 mechanisum

1 carbocation always show sn2 mechanisum


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