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. OCH3 1) DIBALH, -78 °C 2) H₂O 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. H,COCH OH ? ? “yula “yola «ple th OCH3 b) 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
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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Please do question 30 and 28 if possible. Explain the mechanism.

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.
OCH3
1) DIBALH, -78 °C
2) H₂O
3) CH3CH2MgBr
4) H3O+
OH
OH
29) Select the major product of the following reaction.
H,COCH
OH
?
?
“yula “yola «ple th
OCH3
b)
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. OCH3 1) DIBALH, -78 °C 2) H₂O 3) CH3CH2MgBr 4) H3O+ OH OH 29) Select the major product of the following reaction. H,COCH OH ? ? “yula “yola «ple th OCH3 b) 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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