CHE201B - Exam 3 2002

CHE201B - Exam 3 2002 - (I Write one example of each of the...

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R O R (I) Write one example of each of the following (3 pts each). (A) A ketone (B) A bromonium ion Br (C) An E -alkene CH 3 Cl H Cl (D) Diazomethane C N H H N (E) A peroxy carboxylic acid. R O O OR
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2 (F) A tetrasubstituted alkene C C R R R R (G) Cis -cyclooctene (H) An enol. OH (I) Dichlorocarbene Cl Cl (J) A reagent that will convert an alkene to a vicinal diol. KMnO 4 or OsO 4
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3 (II) (A) Write the letter of the compound or reagents from the previous page which can be used as an example of the following. (3 pts each) (I) (H) CH 3 CH 2 (G) Br CH 2 I 2 , Zn, CuCl H 2 , Ru(BINAP)Cl 2 i BH 3 ii, H 2 O 2 , HO - (F) (M) Br 2 , Cl - in carbon tetrachloride (L) H B (K) CH 3 SCH 3 (J) Na/NH 3 H 2 , Pd/BaSO 4 quinoline in CH 3 )H (N) (O) (i) (ii) H 2 O 2 N H (E) H F H F (D) H H F F (C) (B) O O Hg O O (A) N (1) The reagent or reagents that you would use to carry out anti- Markovnikov hydration of a triple bond. A (2) The reagent that you would use to carry out Markovnikov hydration of a double bond. B (3) A compound with a bridgehead double bond. J (4) An acetylide anion. H (5) The Simmons-Smith reagent E (6) A bulky base. L (7) The reagent or reagents that you would use to reduce an alkyne to a trans alkane.
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