[Organic Chemistry 1:College] Predict Major Product

[NY152]

Homework Statement

Predict the major product and type of reaction mechanism (E1/E2/SN1/SN2)

Homework Equations

The Attempt at a Solution

Could someone just double check my work for this? From top to bottom I got: E2, E1, SN1, E1

 

[DrDu]

Looks good, but you permuted the last two solutions in the graph.

 

[Zayan]

Homework Statement

Predict the major product and type of reaction mechanism (E1/E2/SN1/SN2)

Homework Equations

The Attempt at a Solution

Could someone just double check my work for this? From top to bottom I got: E2, E1, SN1, E1

I think it should be E2(strong base), E2(strong bulky base does E2 hoffman elimination ), E1 and Acid-base reaction followed by Sn1. The bottom two images are shifted tho

 

[chemisttree]

Why do continue to refer to E1/E2 eliminations involving alkyl halides as “Hoffman elimination”?

 

[Zayan]

Why do continue to refer to E1/E2 eliminations involving alkyl halides as “Hoffman elimination”?

The second option has tertbutoxide which is a bulky base, it is said to do E2 elimination to form the less stable alkene. Hence Hoffman elimination product is dominant over the zaitsev so it's also called Hoffman Elimination in various chem texts.

 

[chemisttree]

ONLY if the leaving group is a quaternary amine. There are no organic chemistry books that label alkyl halide reactions with strong bases as “Hoffman”.

 

[Zayan]

ONLY if the leaving group is a quaternary amine. There are no organic chemistry books that label alkyl halide reactions with strong bases as “Hoffman”.

By hoffman elimination, I simply mean that the product is a Hoffman product.

 

[Borek]

That's not a standard nomenclature and can be misleading and confusing.