Chapter6_PartII_of_II_10-21-2011(1)

Chapter6_PartII_of_II_10-21-2011(1) - Which product is...

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Unformatted text preview: Which product is correct for this reaction? 1 2 3 4 5 6 4% 10% 61% 15% 0% 10% CH 3 COOOH O H 3 C H H CH 3 O H 3 C H CH 3 H O H H 3 C CH 3 H O H H 3 C H CH 3 A B C D 1. A 2. B 3. C 4. D 5. A & B 6. C & D Answer : 6. C&D Which product is correct for this reaction? 1 2 3 4 5 6 0% 2% 88% 9% 0% 1% CH 3 COOOH O H 3 C H H CH 3 O H 3 C H CH 3 H H H 3 C CH 3 H H H 3 C H CH 3 A B C D O O 1. A 2. B 3. C 4. D 5. A & C 6. B & D Answer : 6. B&D Which product is correct for this reaction? 1 2 3 4 10% 11% 28% 50% 1. A 2. B 3. C 4. D Answer : 4. D Do you want a review section by me? (It will have to be on Next Saturday Morning, say 9 AM.) 1 2 21% 79% 1. Yes 2. No OK, we will have one, but you need to prepare questions. Organic Chemistry CHE 275 Chapter 6 Part II of II Reactions of Alkenes: Addition Reactions + X + X 2 X X X X C C C C C C C C + H + H 2 O O OH OH + H—X + H—X + X + X 2 X X C C C C C C C C alkenes react with X alkenes react with X 2 to form vicinal dihalides to form vicinal dihalides alkenes react with X alkenes react with X 2 in water to give vicinal in water to give vicinal halohydrins halohydrins Cl Cl 2 anti anti addition: only product addition: only product H H 2 O O H H 2 C C CH CH 2 BrCH BrCH 2 CH CH 2 OH OH + + Br Br 2 H H 2 O O (70%) (70%) Examples H H H H OH OH Cl Cl H H H H Halohydrin Mechanism • Br 2 forms bromonium ion • Then water adds • Water is then deprotonated by a lone pair from another H 2 O • Why don't I use the Br- to deprotonate? CH 3 H 3 C CH 3 H 3 C Br + H H H O H Br 2 Br- CH 3 H 3 C H H Br HO H + CH 3 H 3 C H H Br HO H O H H 3 O + + Cl Cl 2 anti anti addition: only product addition: only product H H 2 O O H H 2 C C CH CH 2 BrCH BrCH 2 CH CH 2 OH OH + + Br Br 2 H H 2 O O (70%) (70%) Examples H H H H OH OH Cl Cl H H H H Cyclopentene + Cl 2 Chloronium ion Water attacks chloronium ion from side opposite carbon-chlorine bond...
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This note was uploaded on 02/15/2012 for the course ORGO 101 taught by Professor Staff during the Fall '11 term at Syracuse.

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Chapter6_PartII_of_II_10-21-2011(1) - Which product is...

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