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3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) Ph HBr 1 equiv b) NaH c) e) HO OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) TsCl, pyridine 2 NaNj он H3PO heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 2) OH HBr excess g) 3- H2SO4 h) HA Br B CI j) ONa CH3 1) MsCI, TEA 2) Ясно ONa 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral KO'Bu 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral нн 1) KI 2) NaN3 k) "al 1) NaH2 2) KO'Bu Br 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral بچه همد Br 23

3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) Ph HBr 1 equiv b) NaH c) e) HO OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) TsCl, pyridine 2 NaNj он H3PO heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 2) OH HBr excess g) 3- H2SO4 h) HA Br B CI j) ONa CH3 1) MsCI, TEA 2) Ясно ONa 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral KO'Bu 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral нн 1) KI 2) NaN3 k) "al 1) NaH2 2) KO'Bu Br 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral بچه همد Br 23

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 33E
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3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) Ph HBr 1 equiv b) NaH c) e) HO OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) TsCl, pyridine 2 NaNj он H3PO heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 2) OH HBr excess g) 3- H2SO4 h) HA Br B CI j) ONa CH3 1) MsCI, TEA 2) Ясно ONa 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral KO'Bu 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral нн 1) KI 2) NaN3 k) "al 1) NaH2 2) KO'Bu Br 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral بچه همد Br 23
Transcribed Image Text:3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) Ph HBr 1 equiv b) NaH c) e) HO OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) TsCl, pyridine 2 NaNj он H3PO heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 2) OH HBr excess g) 3- H2SO4 h) HA Br B CI j) ONa CH3 1) MsCI, TEA 2) Ясно ONa 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral KO'Bu 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral нн 1) KI 2) NaN3 k) "al 1) NaH2 2) KO'Bu Br 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral OH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral بچه همد Br 23
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