d). e). f). g). α= H2 catalytic Pd/C CH3CH2OH (1) Hg(OAc)2, CH3CH₂OH (2) NaBH4 Br2 Zn H₂O Identify the missing starting materials/ reagents/ products in the following reactions. Show the stereochemistry clearly in the structures, if any. If there is a major product, draw the structures of the major product with stereochemistry clearly indicated where applicable. Show only the diastereomers (you do not have to draw the pairs of enantiomers). If you believe that multiple products are formed in approximately equal amounts (hence neither is the major product), draw the structures of the products, and show the detailed mechanism of these reactions to justify the formation of the multiple products. If you believe no product is formed, explain why briefly. (6 mark for each, except f and g, which are 10 mark each) a). b). c). (E)-3-phenylprop-2-en-1-ol excess H2 catalytic Pd/C CH3CH2OH cat. OsO4, NMO CH2Cl2 BH3 THF H2O2, NaOH H3C HO

d). e). f). g). α= H2 catalytic Pd/C CH3CH2OH (1) Hg(OAc)2, CH3CH₂OH (2) NaBH4 Br2 Zn H₂O Identify the missing starting materials/ reagents/ products in the following reactions. Show the stereochemistry clearly in the structures, if any. If there is a major product, draw the structures of the major product with stereochemistry clearly indicated where applicable. Show only the diastereomers (you do not have to draw the pairs of enantiomers). If you believe that multiple products are formed in approximately equal amounts (hence neither is the major product), draw the structures of the products, and show the detailed mechanism of these reactions to justify the formation of the multiple products. If you believe no product is formed, explain why briefly. (6 mark for each, except f and g, which are 10 mark each) a). b). c). (E)-3-phenylprop-2-en-1-ol excess H2 catalytic Pd/C CH3CH2OH cat. OsO4, NMO CH2Cl2 BH3 THF H2O2, NaOH H3C HO

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 46CTQ

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