[portugal]

Reaction of compound A with Br2/H2O yields compound B, which upon treatment with conc. H2SO4 and heat gave compound C. Then rection of C with water/acid gave D. D has molecular formula C5H9BrO.
Then a test was done with C with Br2/CCl4 showing a colour chnage from red to clear and treatment of A with KMnO4 produces a symmetrical diacid.

What is compound A and C???

[Yggdrasil]

Hmm.  I'm not actually sure how to do this one.  I have a good idea about what's supposed to happen, but I can't think of an A such that oxidation of it with potassium permanganate produces a symmetrical diacid.

[Fry]

I was told in my second year o.chem course that adding potassium permanganate and a strong acid to an alkene oxidizes it all the way to a dicarboxylic acid.

[portugal]

I was told the same this year in first year chem but A is some kind of Pentene then???

[Fry]

I would think so

[Yggdrasil]

Ah, then I think I know what it is.  You are on the right track that A is a pentene.

[portugal]

I think its 2-pentene

[Yggdrasil]

Would oxidation of 2-pentene create a dicarboxylic acid?  A hint here would be to look at the formula for the product.  How many degrees of unsaturation are in D?

[portugal]

i forgot about the dicarboxylic acid so therefore it must be a dialkene then is that right??? then i am tottaly stuffed witht he position of the double bonds in the pentene??

[portugal]

s#*$, wrong answer i just put up in the last post i now thinks its a cyclopentene??

[Yggdrasil]

That's what I get.