Br Chemical Formula: C7H7BrO degrees of unsaturation: O Br unique 13C signals: degrees of unsaturation: degrees of unsaturation: Chemical Formula: C10H1804 unique 13C signals: degrees of unsaturation: Chemical Formula: C18H12Br2 degrees of unsaturation: unique 13C signals: O Chemical Formula: C7H1204 unique 13C signals: Chemical Formula: C8H12 unique 13C signals: S S. Br degrees of unsaturation: Chemical Formula: C8H4OS2 unique 13C signals: EXAMPLE PART 1: To receive credit, all handwriting must be CLEAR, NEAT, and CLEAN! Fill in the boxes below for each molecule, as demonstrated in the EXAMPLE. i) Draw ALL protons. ii) Label equivalent protons with the same subscript letter, in alphabetical order from left to right or clockwise on the structure when possible (as demonstrated in RED in the EXAMPLE). iii) Indicate splitting by s-singlet, d-doublet, t-triplet, q-quartet, dd-double-of-doublets, m=multiplet, AND an arrow pointing to ONE of the protons (as demonstrated in the EXAMPLE). That is, no need for multiple arrows to equivalent protons. Assume no long-range splitting from interactions of four bonds or greater. iv) For each molecule indicate the degrees of unsaturation and the number of unique signals in the 13C NMR spectrum. This entire assignment is to be completed independently. HA- HA HB HB He He HA на Не Не Не Не На Chemical Formula: CH₁402 degrees of unsaturation: о unique 13C signals: 3 degrees of unsaturation: N Chemical Formula: C6H15N unique 13C signals: degrees of unsaturation: Chemical Formula: C6H9D3O3 unique 13C signals: F F F F F F F F degrees of unsaturation: Chemical Formula: C5H1002 unique 13C signals: degrees of unsaturation: Chemical Formula: C14F10 unique 13C signals: CD3 ןד F LL F 1

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 56GP: Long-range coupling between protons more than two carbon atoms apart is sometimes observed when ...
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Br
Chemical Formula: C7H7BrO
degrees of
unsaturation:
O
Br
unique 13C
signals:
degrees of
unsaturation:
degrees of
unsaturation:
Chemical Formula: C10H1804
unique 13C
signals:
degrees of
unsaturation:
Chemical Formula: C18H12Br2
degrees of
unsaturation:
unique 13C
signals:
O
Chemical Formula: C7H1204
unique 13C
signals:
Chemical Formula: C8H12
unique 13C
signals:
S
S.
Br
degrees of
unsaturation:
Chemical Formula: C8H4OS2
unique 13C
signals:
Transcribed Image Text:Br Chemical Formula: C7H7BrO degrees of unsaturation: O Br unique 13C signals: degrees of unsaturation: degrees of unsaturation: Chemical Formula: C10H1804 unique 13C signals: degrees of unsaturation: Chemical Formula: C18H12Br2 degrees of unsaturation: unique 13C signals: O Chemical Formula: C7H1204 unique 13C signals: Chemical Formula: C8H12 unique 13C signals: S S. Br degrees of unsaturation: Chemical Formula: C8H4OS2 unique 13C signals:
EXAMPLE
PART 1:
To receive credit, all handwriting must be CLEAR, NEAT, and
CLEAN! Fill in the boxes below for each molecule, as demonstrated
in the EXAMPLE.
i) Draw ALL protons.
ii) Label equivalent protons with the same subscript letter, in
alphabetical order from left to right or clockwise on the structure
when possible (as demonstrated in RED in the EXAMPLE).
iii) Indicate splitting by s-singlet, d-doublet, t-triplet, q-quartet,
dd-double-of-doublets, m=multiplet, AND an arrow pointing to
ONE of the protons (as demonstrated in the EXAMPLE). That
is, no need for multiple arrows to equivalent protons. Assume no
long-range splitting from interactions of four bonds or greater.
iv) For each molecule indicate the degrees of unsaturation and the
number of unique signals in the 13C NMR spectrum. This entire
assignment is to be completed independently.
HA-
HA
HB HB He He
HA
на
Не Не Не Не
На
Chemical Formula: CH₁402
degrees of
unsaturation:
о
unique 13C
signals:
3
degrees of
unsaturation:
N
Chemical Formula: C6H15N
unique 13C
signals:
degrees of
unsaturation:
Chemical Formula: C6H9D3O3
unique 13C
signals:
F
F
F
F
F
F
F F
degrees of
unsaturation:
Chemical Formula: C5H1002
unique 13C
signals:
degrees of
unsaturation:
Chemical Formula: C14F10
unique 13C
signals:
CD3
ןד
F
LL
F
1
Transcribed Image Text:EXAMPLE PART 1: To receive credit, all handwriting must be CLEAR, NEAT, and CLEAN! Fill in the boxes below for each molecule, as demonstrated in the EXAMPLE. i) Draw ALL protons. ii) Label equivalent protons with the same subscript letter, in alphabetical order from left to right or clockwise on the structure when possible (as demonstrated in RED in the EXAMPLE). iii) Indicate splitting by s-singlet, d-doublet, t-triplet, q-quartet, dd-double-of-doublets, m=multiplet, AND an arrow pointing to ONE of the protons (as demonstrated in the EXAMPLE). That is, no need for multiple arrows to equivalent protons. Assume no long-range splitting from interactions of four bonds or greater. iv) For each molecule indicate the degrees of unsaturation and the number of unique signals in the 13C NMR spectrum. This entire assignment is to be completed independently. HA- HA HB HB He He HA на Не Не Не Не На Chemical Formula: CH₁402 degrees of unsaturation: о unique 13C signals: 3 degrees of unsaturation: N Chemical Formula: C6H15N unique 13C signals: degrees of unsaturation: Chemical Formula: C6H9D3O3 unique 13C signals: F F F F F F F F degrees of unsaturation: Chemical Formula: C5H1002 unique 13C signals: degrees of unsaturation: Chemical Formula: C14F10 unique 13C signals: CD3 ןד F LL F 1
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