Question

Which of the following S$_N$2 reactions is the slowest? a) CH$_3$CH$_2$CHBrCH$_3$ + $^ominus$OH $ ightarrow$ CH$_3$CH$_2$CHOHCH$_3$ + Br$^ominus$ b) CH$_3$CH$_2$CHBrCH$_3$ + H$_2$O $ ightarrow$ CH$_3$CH$_2$CHOHCH$_3$ + HBr c) CH$_3$CH$_2$CH$_2$CH$_2$Br + $^ominus$OH $ ightarrow$ CH$_3$CH$_2$CH$_2$CH$_2$OH + Br$^ominus$ d) CH$_3$CH$_2$CH$_2$CH$_2$Br + H$_2$O $ ightarrow$ CH$_3$CH$_2$CH$_2$CH$_2$OH + HBr

          Which of the following S$_N$2 reactions is the slowest?
a) CH$_3$CH$_2$CHBrCH$_3$ + $^ominus$OH $
ightarrow$ CH$_3$CH$_2$CHOHCH$_3$ + Br$^ominus$
b) CH$_3$CH$_2$CHBrCH$_3$ + H$_2$O $
ightarrow$ CH$_3$CH$_2$CHOHCH$_3$ + HBr
c) CH$_3$CH$_2$CH$_2$CH$_2$Br + $^ominus$OH $
ightarrow$ CH$_3$CH$_2$CH$_2$CH$_2$OH + Br$^ominus$
d) CH$_3$CH$_2$CH$_2$CH$_2$Br + H$_2$O $
ightarrow$ CH$_3$CH$_2$CH$_2$CH$_2$OH + HBr

Which of the following SN2 reactions is the slowest?
a) CH3CH2CHBrCH3 + ^ominusOH ightarrow CH3CH2CHOHCH3 + Br^ominus
b) CH3CH2CHBrCH3 + H2O ightarrow CH3CH2CHOHCH3 + HBr
c) CH3CH2CH2CH2Br + ^ominusOH ightarrow CH3CH2CH2CH2OH + Br^ominus
d) CH3CH2CH2CH2Br + H2O ightarrow CH3CH2CH2CH2OH + HBr

Added by Edgar J.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Chareen Guzman

Step 1

Steric hindrance is the interference of bulky groups in a molecule, which slows down the reaction by making it difficult for the nucleophile to approach and attack the electrophilic carbon. In the given molecule, CH2CH2CHOHCHBr, the electrophilic carbon is the Show more…

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