How Do You Synthesize 1-Methyl-2-Bromo-Cyclohexane from Methylcyclohexane?

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To synthesize 1-Methyl-2-Bromo-Cyclohexane from Methylcyclohexane, the key is to add bromine to the ortho position relative to the methyl group. The discussion highlights a lack of clarity on how to initiate the synthesis process. Participants suggest considering the reactions of olefins, which may provide insights into the synthesis pathway. The original poster is seeking guidance and has attached additional information for further context. Understanding olefin reactions could be crucial for finding a solution.
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I've been staring at these for a while now and I can't seem to get them. I would really appreciate anyone's help with these.

1. Methylcyclohexane -> 1-methyl,2-bromo-cyclohexane (bromine added to ortho carbon in respect to the methyl group). The main problem here is that I don't know where to start!

2, 3. The rest are in the attachment

Thanks!
 

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Have you been studying olefins? Think about the various reactions of olefins and how olefins can be made.
 
Did you find an answer?
 

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