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27) Select the best set of reagents to accomplish the following transformation. OH ? a) i) H2CrO4; ii) CH3CH2CH2OH, H+, heat b) i) PCC/CH2Cl2; ii) CH3CH2CH2MgBr; iii) H3O+ c) i) H₂CrO4; ii) SOCl2, heat; iii) (CH3CH2CH2)2CuLi d) i) PCC/CH2Cl2; ii) CH3CH2CH=PPh3 28) Select the major product of the following series of reactions. 1) DIBALH, -78 °C 2) H₂O ? OCH3 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. OH H3C ང་ཡིག་, ? d) oi “Yłoch, “Yołem, “zhen hol OCH3 CH3 30) Select the best set of reagents to accomplish the following transformation. ? a) i) CH3CH2CH2MgBr; ii) H₂O c) CH3CH2CH=PPh3 b) CH3CH2CH2NH2, trace acid d) MCPBA

27) Select the best set of reagents to accomplish the following transformation. OH ? a) i) H2CrO4; ii) CH3CH2CH2OH, H+, heat b) i) PCC/CH2Cl2; ii) CH3CH2CH2MgBr; iii) H3O+ c) i) H₂CrO4; ii) SOCl2, heat; iii) (CH3CH2CH2)2CuLi d) i) PCC/CH2Cl2; ii) CH3CH2CH=PPh3 28) Select the major product of the following series of reactions. 1) DIBALH, -78 °C 2) H₂O ? OCH3 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. OH H3C ང་ཡིག་, ? d) oi “Yłoch, “Yołem, “zhen hol OCH3 CH3 30) Select the best set of reagents to accomplish the following transformation. ? a) i) CH3CH2CH2MgBr; ii) H₂O c) CH3CH2CH=PPh3 b) CH3CH2CH2NH2, trace acid d) MCPBA

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 7E
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Please do question 27) and explain/draw out the mechanism with the given reagents 

27) Select the best set of reagents to accomplish the following transformation. OH ? a) i) H2CrO4; ii) CH3CH2CH2OH, H+, heat b) i) PCC/CH2Cl2; ii) CH3CH2CH2MgBr; iii) H3O+ c) i) H₂CrO4; ii) SOCl2, heat; iii) (CH3CH2CH2)2CuLi d) i) PCC/CH2Cl2; ii) CH3CH2CH=PPh3 28) Select the major product of the following series of reactions. 1) DIBALH, -78 °C 2) H₂O ? OCH3 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. OH H3C ང་ཡིག་, ? d) oi “Yłoch, “Yołem, “zhen hol OCH3 CH3 30) Select the best set of reagents to accomplish the following transformation. ? a) i) CH3CH2CH2MgBr; ii) H₂O c) CH3CH2CH=PPh3 b) CH3CH2CH2NH2, trace acid d) MCPBA
Transcribed Image Text:27) Select the best set of reagents to accomplish the following transformation. OH ? a) i) H2CrO4; ii) CH3CH2CH2OH, H+, heat b) i) PCC/CH2Cl2; ii) CH3CH2CH2MgBr; iii) H3O+ c) i) H₂CrO4; ii) SOCl2, heat; iii) (CH3CH2CH2)2CuLi d) i) PCC/CH2Cl2; ii) CH3CH2CH=PPh3 28) Select the major product of the following series of reactions. 1) DIBALH, -78 °C 2) H₂O ? OCH3 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. OH H3C ང་ཡིག་, ? d) oi “Yłoch, “Yołem, “zhen hol OCH3 CH3 30) Select the best set of reagents to accomplish the following transformation. ? a) i) CH3CH2CH2MgBr; ii) H₂O c) CH3CH2CH=PPh3 b) CH3CH2CH2NH2, trace acid d) MCPBA
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