How can (R)-2-butanol be converted to (R)-2-methylbutanenitrile? Select all that apply. O Select all that apply Treat (R)-2-butanol with methane sulfonyl chloride followed by treatment with sodium cyanide. Your answer Treat (R)-2-butanol with thionyl chloride and pyridine followed by treatment with sodium cyanide. Treat (R)-2-butanol with C sodium cyanide. Treat (S)-2-butanol with sodium D cyanide.

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HQ14.33 - Level 2
:=
X Answered - Incorrect • 2 attempts left
How can (R)-2-butanol be converted to
(R)-2-methylbutanenitrile? Select all that
apply.
O Select all that apply
Treat (R)-2-butanol with
methane sulfonyl chloride
followed by treatment with
sodium cyanide.
Your answer
Treat (R)-2-butanol with thionyl
chloride and pyridine followed
В
by treatment with sodium
cyanide.
Treat (R)-2-butanol with
C
sodium cyanide.
Treat (S)-2-butanol with sodium
D
cyanide.
Treat (R)-2-butanol with
phosphorus tribromide
E
followed by treatment with
sodium cyanide.
Transcribed Image Text:HQ14.33 - Level 2 := X Answered - Incorrect • 2 attempts left How can (R)-2-butanol be converted to (R)-2-methylbutanenitrile? Select all that apply. O Select all that apply Treat (R)-2-butanol with methane sulfonyl chloride followed by treatment with sodium cyanide. Your answer Treat (R)-2-butanol with thionyl chloride and pyridine followed В by treatment with sodium cyanide. Treat (R)-2-butanol with C sodium cyanide. Treat (S)-2-butanol with sodium D cyanide. Treat (R)-2-butanol with phosphorus tribromide E followed by treatment with sodium cyanide.
Treat (R)-2-butanol with
methane sulfonyl chloride
followed by treatment with
sodium cyanide.
Your answer
Treat (R)-2-butanol with thionyl
chloride and pyridine followed
В
by treatment with sodium
cyanide.
Treat (R)-2-butanol with
C
sodium cyanide.
Treat (S)-2-butanol with sodium
D
cyanide.
Treat (R)-2-butanol with
phosphorus tribromide
E
followed by treatment with
sodium cyanide.
O Hint
When converting the alcohol to a better
leaving group, consider if
stereochemistry is inverted or retained.
Transcribed Image Text:Treat (R)-2-butanol with methane sulfonyl chloride followed by treatment with sodium cyanide. Your answer Treat (R)-2-butanol with thionyl chloride and pyridine followed В by treatment with sodium cyanide. Treat (R)-2-butanol with C sodium cyanide. Treat (S)-2-butanol with sodium D cyanide. Treat (R)-2-butanol with phosphorus tribromide E followed by treatment with sodium cyanide. O Hint When converting the alcohol to a better leaving group, consider if stereochemistry is inverted or retained.
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