Assignment_7_Answers - CHM 1321 Assignment 7 Answers Note:...

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CHM 1321 Assignment 7 Answers Note: Many synthesis questions have more than one answer. For most questions, only one possible solution is presented. If you are not sure if one of your answers is correct please check with your TA. In this assignment: - Alkene addition reactions - Synthesis 1. Predict the major product(s) of the following reactions and give a mechanism to account for its formation. H 3 PO 4 H 2 O +H B r a) b) C l c) 1-methylcyclohexene C l d) B r e) 1-methylcyclopentene H H Br Br H H Cl H H H H H Br Br H H H 2 O OH H H 2 O OH Note: For all answers, you can either assume HX will give H + and X - , or you can explicity show the breaking of the HX bond. The first method is used in answers here. H X H X For radical reactions, chain termination steps are not shown + +
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Assignment 7 Answers 2 H 3 PO 4 H 2 O HO H 3 PO 4 AIBN Δ AIBN Δ f) g) h) +H C l i) B r Ph H H H 2 O Ph OH H H 2 O Ph H H O H H H 2 O O NN CN 2 +N 2 Initiation: NC HC l + Cl Propagation l + 2 2 Initiation: HB r + Br Propagation r Br +
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Assignment 7 Answers 3 2. When 1, 3-butadiene reacts with HBr, a mixture of 3-bromo-1-butene and 1-bromo-2-butene is obtained. Propose a mechanism to account for this observation. HB r H +B r H H Br H Br Br H Br 3. Propose a mechanism to account for the following: H 3 PO 4 H 2 O OH + H H H 2 O OH H H 2 O H H 2 O
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Assignment 7 Answers 4 4. Predict the major products of the following transformations: a) b) +BH 3 product from part (a) after treatment with H 2 O 2 and NaOH 3 c) product from part (c) after treatment with H 2 O 2 and NaOH d) e) 3 product from part (e) after treatment with H 2 O 2 f) g) 1) BH 3 2) H 2 O 2 ,NaOH BH 2 OH 2 OH 2 OH OH H
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Assignment 7 Answers 5 5. Show how you could effect the following transformations: a) OH b) O c) OH d) Br e) HO O f) OH g) OH 1) Hg(OAc) 2 , H 2 O 2) NaBH 4 or H 2 O, H 1) Hg(OAc) 2 , EtOH 2) NaBH
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This note was uploaded on 01/25/2011 for the course SCIENCE CHM2120 taught by Professor Tonydurst during the Spring '08 term at University of Ottawa.

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Assignment_7_Answers - CHM 1321 Assignment 7 Answers Note:...

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