i) In Table 1 (column 3) determine the number of 1H NMR peaks (ignore splitting) that you would expect for each of the above (hint: the no. of different proton environments) and ii) (column 4) predict the simple splitting pattern for each type of proton.

Principles of Instrumental Analysis
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Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
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Chapter16: An Introduction To Infrared Spectrometry
Section: Chapter Questions
Problem 16.12QAP
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Q2. i) In Table 1 (column 3) determine the number of 1H NMR peaks (ignore splitting) that you would expect for each of the above (hint: the no. of different proton environments) and ii) (column 4) predict the simple splitting pattern for each type of proton.

Structural
Isomers of
butanol
1-butanol
(Example)
2-butanol
2-methyl-1-
propanol
tert-butanol
HO
HO
OH
OH
Structure
(Ctrl) -
No. of
expected ¹H
NMR peaks
(Total 1
mark)
5
Expected splitting
patterns of ¹H NMR
peaks
(i.e. singlet(s),
doublet(d), multiplet(m)
etc.,)
(Total 2 marks)
CH3CH2CH2CH2-OH br(s)
CH3CH2CH2CH2-OH (t)
CH3CH2CH2CH2-OH (m)
CH3CH2CH2CH2-OH (m)
CH3CH2CH2CH2-OH (t)
Note: the CH3CH2CH2CH2-OH
hydrogen atom rapidly
exchanges and as a
consequence, ignore coupling to
this atom.
Transcribed Image Text:Structural Isomers of butanol 1-butanol (Example) 2-butanol 2-methyl-1- propanol tert-butanol HO HO OH OH Structure (Ctrl) - No. of expected ¹H NMR peaks (Total 1 mark) 5 Expected splitting patterns of ¹H NMR peaks (i.e. singlet(s), doublet(d), multiplet(m) etc.,) (Total 2 marks) CH3CH2CH2CH2-OH br(s) CH3CH2CH2CH2-OH (t) CH3CH2CH2CH2-OH (m) CH3CH2CH2CH2-OH (m) CH3CH2CH2CH2-OH (t) Note: the CH3CH2CH2CH2-OH hydrogen atom rapidly exchanges and as a consequence, ignore coupling to this atom.
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