assignment 6 - CHM 1321 Assignment 6 1) Predict the major...

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1 CHM 1321 Assignment 6 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 HO H 3 PO 4 H 2 SO 4 + HBr a) b) + HCl c) 1-methylcyclohexene + HCl d) + HBr e) 1-methylcyclopentene f) g) h) + HCl AIBN i) + HBr AIBN Hint: The double bonds in the ring do not react, but do influence the reaction 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. 3) Propose a mechanism to account for the following: OH + H 3 PO 4 H 2 O 4) Predict the structures of products A and B in the following and give a mechanism to justify the formation of A . Hg(OAc) 2 CH 3 OH A NaBH 4 B
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2 5) Predict the products of the following reactions: H 2 O Cl EtOH a) + Hg(OAc) 2 b) the product from part (a) after treatment with NaBH 4 c) + Hg(OAc) 2 b) the product from part (c) after treatment with NaBH 4 6) Predict the major products of the following transformations:
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assignment 6 - CHM 1321 Assignment 6 1) Predict the major...

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