CHEM 212 Lecture Notes - Lecture 10: 2Cc, Hydroboration, Sodium Borohydride

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Chem 212: introductory organic chemistry 1 lecture 10: addition to alkenes/alkynes. Things are change dramatically is a little peroxide is added to the reaction. Step 1--ro attack on h x, formation of ro h bond & x . Step 2--c=c attack on x , formation of c x bond and c . Step 3--c attack on h x, formation of c h and x (repeat from step2) The h (or any e+) adds to the carbon with the least hs already--to make the most stable free radical! Key features of hx (with roor) additions. Either side attack c=c can approach x from left or right & c can approach h x from left or right. Scrambling of configuration new sp3 carbons in product are racemic. Anti markovnikov addition regioselective, most stable c intermediate. We can also add weak acids to alkenes, but we will need a strong acid catalyst.