OH H 4. Pseudoephedrine (Sudafed, PSE) is a sympathomimetic drug of the phenethylamine and amphetamine chemical classes. It may be used as a nasal/sinus decongestant, as a stimulant, or as a wakefulness-promoting agent in higher doses. Given the structure of PSE (right): a. Draw a Newman projection that results from viewing down C1-C2, as indicated by the arrow. (6) b. Draw the highest energy Newman projection and comment on what makes this conformation thermodynamically unstable relative to other conformations. (5) Consult the lowest energy conformation about the C1-C2 bond axis to postulate a key IMF that helps to stabilize the lowest energy conformation. Indicate this IMF on your Newman projection in part (a). (5) c.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter6: Alkanes & Alkenes
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OH H
4. Pseudoephedrine (Sudafed, PSE) is a sympathomimetic drug of
the phenethylamine and amphetamine chemical classes. It may
be used as a nasal/sinus decongestant, as a stimulant, or as
a wakefulness-promoting agent in higher doses. Given the
structure of PSE (right):
a. Draw a Newman projection that results from viewing down
C1-C2, as indicated by the arrow. (6)
b.
c.
Draw the highest energy Newman projection and comment on what makes this
conformation thermodynamically unstable relative to other conformations. (5)
Consult the lowest energy conformation about the C1-C2 bond axis to postulate a
key IMF that helps to stabilize the lowest energy conformation. Indicate this IMF on
your Newman projection in part (a). (5)
Transcribed Image Text:OH H 4. Pseudoephedrine (Sudafed, PSE) is a sympathomimetic drug of the phenethylamine and amphetamine chemical classes. It may be used as a nasal/sinus decongestant, as a stimulant, or as a wakefulness-promoting agent in higher doses. Given the structure of PSE (right): a. Draw a Newman projection that results from viewing down C1-C2, as indicated by the arrow. (6) b. c. Draw the highest energy Newman projection and comment on what makes this conformation thermodynamically unstable relative to other conformations. (5) Consult the lowest energy conformation about the C1-C2 bond axis to postulate a key IMF that helps to stabilize the lowest energy conformation. Indicate this IMF on your Newman projection in part (a). (5)
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