Compound X, C7H15Cl, is a chiral product of the radical chlorination of 2-methylhexane.
Base-promoted E2 elimination of X gives a single product.
What is the structure of X?

Question

Compound X, C7H15Cl, is a chiral product of the radical chlorination of 2-methylhexane. 
Base-promoted E2 elimination of X gives a single product. 
What is the structure of X?

aaronq · Answer

so you start with|dw:1384136534774:dw|
draw the product

anonymous · Answer

??? I am not sure what product is this

aaronq · Answer

the most substituted product is observed |dw:1384137747296:dw|

aaronq · Answer

now for the elimination you need a hydrogen that is antiperiplanar to the Cl

anonymous · Answer

i see !! how will it make two products ?

aaronq · Answer

it won't, in the question they tell you that the elimination only makes 1 product. this is more or less how it happens

aaronq · Answer

can you figure it out?

anonymous · Answer

still not I spent around 4 hours trying to but couldn't

aaronq · Answer

did you read your book?

anonymous · Answer

yes, and there is nothing that explains that enought

anonymous · Answer

infact I don't understand what the question exactly wants

aaronq · Answer

The question wants the product FROM the elimination reaction. you need to be able to draw the newman projections

anonymous · Answer

can you please show me how to would you do it? so I can understand how to do the 2 other similar questions!!

aaronq · Answer

i think both of these are possible, but the second is less likely to occur |dw:1384141625332:dw|

abb0t · Answer

hoffman's rule.