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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: rfang1 on January 02, 2017, 06:05:17 PM

Title: ANSWERED: Electrophilic Addition of Br2 to Diene
Post by: rfang1 on January 02, 2017, 06:05:17 PM

Hi! I was wondering if you could help me figure out (please see attachment): Which is the kinetic product? This is difficult for me to decide because with the bromonium ion, there is no actual carbocation intermediate. If I had used HBr instead of Br2, this would have been easier...a tertiary carbocation is obviously better. Thank you!

Title: Re: Electrophilic Addition of Br2 to Diene
Post by: AWK on January 02, 2017, 07:41:03 PM

http://www.chemtube3d.com/Electrophilic%20addition%20to%20alkenes%20-%20Electrophilic%20addition%20to%20dienes.html

Title: Re: ANSWERED: Electrophilic Addition of Br2 to Diene
Post by: orthoformate on January 06, 2017, 08:48:15 PM

Quote from: rfang1 on January 02, 2017, 06:05:17 PM

Hi! I was wondering if you could help me figure out (please see attachment): Which is the kinetic product? This is difficult for me to decide because with the bromonium ion, there is no actual carbocation intermediate. If I had used HBr instead of Br2, this would have been easier...a tertiary carbocation is obviously better. Thank you!

well, there would be an allylic and a tertiary carbocation. Which one is better?