Chemistry question on elimination/substitution

[Turtle]

Can anybody please help me with some chemistry?

1st question: How did they get rid of the 2 Br off the cyclohexane ring, and not just 1? It's like they did a double elimination or something?!

2nd question: Is the mechanism/structure I drew allowed?

The picture of my drawings is here: http://imgur.com/UbjvKdw


thanks 

[lzxnl]

Can anybody please help me with some chemistry?

1st question: How did they get rid of the 2 Br off the cyclohexane ring, and not just 1? It's like they did a double elimination or something?!

2nd question: Is the mechanism/structure I drew allowed?

The picture of my drawings is here: http://imgur.com/UbjvKdw


thanks 

How good a nucleophile is ethanoic acid? Like, it's not sterically hindered or anything? Besides, your reaction replaces an ethanoic acid leaving group with a bromide leaving group. I'm fairly sure bromide is a stronger base than ethanoic acid, so the reverse reaction would be more favoured.
Also, I'm not convinced it's an E1 reaction as it's a secondary carbocation, although I suppose it may be possible if conducted in ethanoic acid solvent.

From https://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/alhalrx4.htm , it seems to show that you can either eliminate two bromine atoms or hydrogen and bromine atoms, depending on which atoms are anti periplanar to each other. Although your first elimination reaction to form a vinyl halide should be perfectly acceptable. What subject is this and where the heck did you get the question from?

[Turtle]

Can anybody please help me with some chemistry?

1st question: How did they get rid of the 2 Br off the cyclohexane ring, and not just 1? It's like they did a double elimination or something?!

2nd question: Is the mechanism/structure I drew allowed?

The picture of my drawings is here: http://imgur.com/UbjvKdw


thanks 

This isn't a subject. I'm studying for the GAMSAT.

Thanks for the help!

[saints1996]

That's some really, really nice handwriting

[Turtle]

That's some really, really nice handwriting

Thanks haha!! 
It looks like a 5 year old's handwriting, but at least it's easy to read!

[Turtle]

Can anybody help me with these questions?
I have no idea how to get the right answer for both.
For the 2nd question, I missed out a bit. The leaving group was Br.

http://imgur.com/SgkPIzr

http://imgur.com/M33tmWe

[rery]

For the first question, tosylate is actually quite a good leaving group. In SN2 the nucleophile attacks the carbon on the opposite side from which the leaving group leaves, so if you have something blocking that side, you can't have SN2.

For the second question I'm not sure, would you be able to post the entire thing?