Why does acetone [ (CH3)2C=D0, dipole moment = 2.69 D] have a larger dipo %3D moment than phosgene [CI2C=0, dipole moment = 1.17 D] ? Note: electronegativities C = 2.5, CI = 3.2, O = 3.5, H = 2.2
Why does acetone [ (CH3)2C=D0, dipole moment = 2.69 D] have a larger dipo %3D moment than phosgene [CI2C=0, dipole moment = 1.17 D] ? Note: electronegativities C = 2.5, CI = 3.2, O = 3.5, H = 2.2
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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.11P
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HW14
![Why does acetone [ (CH3)2C=0, dipole moment = 2.69 D] have a larger dipole
%3D
moment than phosgene [Cl,C=0, dipole moment = 1.17 D] ?
Note: electronegativities C = 2.5, Cl = 3.2, O = 3.5, H = 2.2
Select one:
A. In phosgene, the resultant of the C-CI bond dipole moments is
opposite to and partially cancels the C=O dipole moment. In acetone,
the resultant of the C-H bond dipole moments (although small) adds
to the C=0 dipole moment.
B. Phosgene has a tetrahedral geometry while acetone possesses a
trigonal geometry.
C. The C-H bond dipole moments of acetone are greater in magnitude
than C-CI bond dipole moments of phosgene.
D. In phosgene the C-CI bond dipoles cancel out each other.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa7b7ae93-49f4-4302-b4e6-fcebec551689%2F50e11aa8-c40b-4939-aa0f-b6c2b577fe17%2Fqdz042a_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Why does acetone [ (CH3)2C=0, dipole moment = 2.69 D] have a larger dipole
%3D
moment than phosgene [Cl,C=0, dipole moment = 1.17 D] ?
Note: electronegativities C = 2.5, Cl = 3.2, O = 3.5, H = 2.2
Select one:
A. In phosgene, the resultant of the C-CI bond dipole moments is
opposite to and partially cancels the C=O dipole moment. In acetone,
the resultant of the C-H bond dipole moments (although small) adds
to the C=0 dipole moment.
B. Phosgene has a tetrahedral geometry while acetone possesses a
trigonal geometry.
C. The C-H bond dipole moments of acetone are greater in magnitude
than C-CI bond dipole moments of phosgene.
D. In phosgene the C-CI bond dipoles cancel out each other.
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