For the 3d molecular structure of allene, how come there is no wedge and dash on the right side? The explanation given by the textbook does not make sense to me. If there are two double bonds, why does one side have to be perpendicular to the other?

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter3: Chemical Bonds
Section: Chapter Questions
Problem 3.125P
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For the 3d molecular structure of allene, how come there is no wedge and dash on the right side? The explanation given by the textbook does not make sense to me. If there are two double bonds, why does one side have to be perpendicular to the other?

 

 

1-20 Carbon-2 is sp hybridized. If the p orbitals making the pi bond between C-1 and C-2 are in the plane
of the paper (putting the hydrogens in front of and behind the paper), then the other p orbital on C-2 must
be perpendicular to the plane of the paper, making the pi bond between C-2 and C-3 perpendicular to the
paper. This necessarily places the hydrogens on C-3 in the plane of the paper. (Models will surely help.)
H
H,
2
EC=C
H
3
model of
H.
perpendicular ri bonds
sp
14
Transcribed Image Text:1-20 Carbon-2 is sp hybridized. If the p orbitals making the pi bond between C-1 and C-2 are in the plane of the paper (putting the hydrogens in front of and behind the paper), then the other p orbital on C-2 must be perpendicular to the plane of the paper, making the pi bond between C-2 and C-3 perpendicular to the paper. This necessarily places the hydrogens on C-3 in the plane of the paper. (Models will surely help.) H H, 2 EC=C H 3 model of H. perpendicular ri bonds sp 14
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