PRACTICE PROBLEM 2.2The compounds in each part below have the same (or similar) molecular weights. Whichcompound in cach part would you expect to have the higher boiling point? Explain youranswers.(a)OH or(c)OH or HO(b) (CHN orA factor (in addition to polarity and hydrogen bonding) that affects the melting pointof many organic compounds is the compactness and rigidity of their individual molecules.• Molecules that are symmetrical generally have abnormally high melting points. sert-Buryl alcohol, for example, has a much higher melting point than the other isomericalcohols shown here:OHOHtert-Butyl alcohol(mp 25 "C)Butyl alcohol(mp -00 "C)Isobutyl alcohol sec-Butyl alcohol(mp 108 C)(mp-114 C)о о

The compounds in each part below have the same (or similar) molecular weights. Which compound in cach part would you expect to have the higher boiling point? Explain your answers. (a) OH or (c) HO or (b) (CHN or

The compounds in each part below have the same (or similar) molecular weights. Which compound in cach part would you expect to have the higher boiling point? Explain your answers. (a) OH or (c) HO or (b) (CHN or

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 32AP

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Question

PRACTICE PROBLEM 2.2
The compounds in each part below have the same (or similar) molecular weights. Which
compound in cach part would you expect to have the higher boiling point? Explain your
answers.
(a)
OH or
(c)
OH or HO
(b) (CHN or
A factor (in addition to polarity and hydrogen bonding) that affects the melting point
of many organic compounds is the compactness and rigidity of their individual molecules.
• Molecules that are symmetrical generally have abnormally high melting points. sert-
Buryl alcohol, for example, has a much higher melting point than the other isomeric
alcohols shown here:
OH
OH
tert-Butyl alcohol
(mp 25 "C)
Butyl alcohol
(mp -00 "C)
Isobutyl alcohol sec-Butyl alcohol
(mp 108 C)
(mp-114 C)
о о

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