malo H3C H3C CH3 CH3 rrow-pushing Instru Br2, H3O+ H3C CH₂Br H3C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I₂, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism.

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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H3C
Arrow-pushing Instructions
NOC XT
H3C
H3C CH3
H3C CH3
Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I2, under acidic conditions.
Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops
after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen,
making the protonation less favorable.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
:OH
H3C CH3
CH3
Submit Answer
H
Br₂, H3O+
H₂O
H3C
H3C
:OH
H3C CH3
FCH₂
CH₂Br
Retry Entire Group 9 more group attempts remaining
H30
Transcribed Image Text:H3C Arrow-pushing Instructions NOC XT H3C H3C CH3 H3C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I2, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism. :OH H3C CH3 CH3 Submit Answer H Br₂, H3O+ H₂O H3C H3C :OH H3C CH3 FCH₂ CH₂Br Retry Entire Group 9 more group attempts remaining H30
H3C
Arrow-pushing Instructions
NA
H3C
H3 C
CH3
H3C CH3
Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I2, under acidic conditions.
Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops
after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen,
making the protonation less favorable.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
:OH
H3C CH3
Submit Answer
CH3
XT
FCH₂
Br₂, H3O+
Br-Br
H3C
H3C.
:OH
H3C CH3
CH₂Br
Retry Entire Group 9 more group attempts remaining
Br Br
Transcribed Image Text:H3C Arrow-pushing Instructions NA H3C H3 C CH3 H3C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br₂, or I2, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism. :OH H3C CH3 Submit Answer CH3 XT FCH₂ Br₂, H3O+ Br-Br H3C H3C. :OH H3C CH3 CH₂Br Retry Entire Group 9 more group attempts remaining Br Br
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