[Aznhmonglor]

I know what happens in B and C but I am stuck on A. What does the NaOH do to the Br?

[azmanam]

Same thing it does in B... just a different regioisomer.  There's a rule governing these eliminations...

[Aznhmonglor]

Okay so I did what I did to B on A and got this but was not correct.



What did I do wrong? Was it because the NaOH cannot attack the carbon center which already has 4 bonds?

[azmanam]

oh.  then you got B wrong.  They're all eliminations.

[Aznhmonglor]

No I got B right. This is what B came out to being.

[azmanam]

then none of them give you the target product.  to get the target product, you must do an elimination.

[Aznhmonglor]

I am so sorry azman I forgot to include this part.

"Synthesizing terminal alkenes by the following routes is problematic because the terminal alkene shown in the box is only a minor product if formed at all."

So that does mean that all the reactions will not give me the target product thats what the professor wanted us to know. So for A would it eliminate the Br and form a double bond like so?

[azmanam]

imho, yes.  You miiiiight get some E1, but that will be the major pdt of A.

[azmanam]

start here:

http://www.cem.msu.edu/~reusch/VirtTxtJml/alhalrx3.htm#hal9

[Aznhmonglor]

Thanks much. I was correct.