(a) What are the C— C— C bond angles in diamond?(b) What are they in graphite (in one sheet)? (c) Whatatomic orbitals are involved in the stacking of graphitesheets with each other? The solid wedges in the figure indicate bonds from carbonthat come out of the plane of the page; the dashed wedgesindicate bonds that lie behind the plane of the page.(a) What is the hybridization of orbitals at each carbonatom? What angles do you expect between the bonds?(b) Now imagine that the polymer is polypropylenerather than polyethylene. Draw structures for polypropylenein which (i) the CH3 groups all lie on thesame side of the plane of the paper (this form is calledisotactic polypropylene), (ii) the CH3 groups lie on alternatingsides of the plane (syndiotactic polypropylene),or (iii) the CH3 groups are randomly distributedon either side (atactic polypropylene). Which of theseforms would you expect to have the highest crystallinityand melting point, and which the lowest? Explainin terms of intermolecular interactions and molecularshapes.(c) Polypropylene fibers have been employed in athleticwear. The product is said to be superior to cotton orpolyester clothing in wicking moisture away from thebody through the fabric to the outside. Explain thedifference between polypropylene and polyester or cotton(which has many ¬OH groups along the molecularchain) in terms of intermolecular interactions withwater.

Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter10: Molecular Structure And Bonding Theories
Section: Chapter Questions
Problem 10.126QE
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(a) What are the C— C— C bond angles in diamond?
(b) What are they in graphite (in one sheet)? (c) What
atomic orbitals are involved in the stacking of graphite
sheets with each other?

The solid wedges in the figure indicate bonds from carbon
that come out of the plane of the page; the dashed wedges
indicate bonds that lie behind the plane of the page.
(a) What is the hybridization of orbitals at each carbon
atom? What angles do you expect between the bonds?
(b) Now imagine that the polymer is polypropylene
rather than polyethylene. Draw structures for polypropylene
in which (i) the CH3 groups all lie on the
same side of the plane of the paper (this form is called
isotactic polypropylene), (ii) the CH3 groups lie on alternating
sides of the plane (syndiotactic polypropylene),
or (iii) the CH3 groups are randomly distributed
on either side (atactic polypropylene). Which of these
forms would you expect to have the highest crystallinity
and melting point, and which the lowest? Explain
in terms of intermolecular interactions and molecular
shapes.
(c) Polypropylene fibers have been employed in athletic
wear. The product is said to be superior to cotton or
polyester clothing in wicking moisture away from the
body through the fabric to the outside. Explain the
difference between polypropylene and polyester or cotton
(which has many ¬OH groups along the molecular
chain) in terms of intermolecular interactions with
water.

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