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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: mrkitty on December 04, 2011, 01:01:43 AM

Title: Help with mechanism/chair confirmation
Post by: mrkitty on December 04, 2011, 01:01:43 AM

Hi there, I am new here. I am having problems understanding a question from a worksheet. I can do the mechanism for hydrobromination, but I am confused about how to put it into the two chair confirmations.

Title: Re: Help with mechanism/chair confirmation
Post by: fledarmus on December 04, 2011, 10:39:33 AM

Start with the first step then - which carbon of the alkene will be brominated?

Title: Re: Help with mechanism/chair confirmation
Post by: mrkitty on December 04, 2011, 02:41:02 PM

Ok, so I have been looking at just the mechanism for halogenation, because the mechanisms I have say that hydrohalogenation requires a halogen, bromine, to be bonded to an H. The reaction given in the question shows a Br2. Is this still hydrohalogenation?

Thanks for the reply

Title: Re: Help with mechanism/chair confirmation
Post by: mrkitty on December 04, 2011, 02:50:48 PM

Also, does the Cl bonded onto the alkene have any effect on the reaction/product?

Thanks again

Title: Re: Help with mechanism/chair confirmation
Post by: Dan on December 05, 2011, 04:00:10 AM

Quote from: bigk2113 on December 04, 2011, 02:41:02 PM

The reaction given in the question shows a Br2. Is this still hydrohalogenation?

There is a mistake in the question. The text refers to hydrobromination, but the conditions are for bromination - which is not the same thing.

I would assume the reagents are correct and the text has the mistake.

Title: Re: Help with mechanism/chair confirmation
Post by: fledarmus on December 05, 2011, 07:36:25 AM

heh - sorry, I was assuming just the opposite, that the text was correct and that water had been left out of the reagents.

Dan is correct - there is a mistake somewhere!