CH3 CH3 H BH2 BH2 H3C H2 CH2 H3C

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...
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[Review Topics]
(References)
2reg
CH3
CH3
1. BH3, THF
2. NaOH, H,О, Н.О2
2rec
H3C
CH2
H3C
2reg
Alkenes can be hydrated via the addition of borane to yield alcohols with non-Markovnikov regiochemistry. The boron atom is an
electrophile and thus follows Markovnikov's rule in adding to the carbon containing the most hydrogens. Oxidation of the alkylborane
with basic peroxide yields the product alcohol
2req
2req
Draw curved arrows to show the movement of electrons in this step of the mechanism.
2reg
Arrow-pushing Instructions
2reg
2reg
Visited
OR
OR
RO-B OH
2red
RO-B
OR
2reg
OR
2reg
2reg
Retry Entire Group
9 more proup attempis renaining
Submit Answer
8:41. PM
Transcribed Image Text:[Review Topics] (References) 2reg CH3 CH3 1. BH3, THF 2. NaOH, H,О, Н.О2 2rec H3C CH2 H3C 2reg Alkenes can be hydrated via the addition of borane to yield alcohols with non-Markovnikov regiochemistry. The boron atom is an electrophile and thus follows Markovnikov's rule in adding to the carbon containing the most hydrogens. Oxidation of the alkylborane with basic peroxide yields the product alcohol 2req 2req Draw curved arrows to show the movement of electrons in this step of the mechanism. 2reg Arrow-pushing Instructions 2reg 2reg Visited OR OR RO-B OH 2red RO-B OR 2reg OR 2reg 2reg Retry Entire Group 9 more proup attempis renaining Submit Answer 8:41. PM
[Review Topics]
[Reterences]
CH3
CH3
1. BH3, THF
2. NaOH, H2O, H2O2
OH
H3C
CH2
H3C
Alkenes can be hydrated via the addition of borane to yield alcohols with non-Markovnikov regiochemistry. The boron atom is an
electrophile and thus follows Markovnikov'S rule in adding to the carbon containing the most hydrogens. Oxidation of the alkylborane
with basic peroxide yields the product alcohol.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
CH3
CH3
H-BH2
BH2
H;C
CH2
H3C
H2
Ttefry Entre Groija
9 mēre group atiempts femaining
Stibmit Answer
Transcribed Image Text:[Review Topics] [Reterences] CH3 CH3 1. BH3, THF 2. NaOH, H2O, H2O2 OH H3C CH2 H3C Alkenes can be hydrated via the addition of borane to yield alcohols with non-Markovnikov regiochemistry. The boron atom is an electrophile and thus follows Markovnikov'S rule in adding to the carbon containing the most hydrogens. Oxidation of the alkylborane with basic peroxide yields the product alcohol. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 CH3 H-BH2 BH2 H;C CH2 H3C H2 Ttefry Entre Groija 9 mēre group atiempts femaining Stibmit Answer
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ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning