Organic chemistry 2

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Organic Chem.pdfI am not the best with organic chemistry. Please help me!
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I am needing help answering these 2 organic chemistry homework questions. I am unsure of how to solve them.
Organic Chemistry

I have tried every way to do this product with no luck. The lab does not allow me to place OCH3 in the product so I can not figure a way around the lab settings to perform the task without it.

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Hi, Can someone help me with the following organic chemistry question regarding mechanisms? Thank you so much! I will give a thumbs up if it's answered well! Explain the product ratios obtained below. Your explanation should include the mechanism(s) for the rate-limiting step(s) of each reaction, and an approx. 100-word discussion. hv 86% 14% 1 - 2x Br2 hv <1% >99%