Transcript Chapter 14 quiz - Ventura College

Organic Chemistry, 6th edition
Paula Yurkanis Bruice
Chapter 14
NMR Spectroscopy
Brian L. Groh
Minnesota State University, Mankato
Mankato, MN
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.4
How many 1H NMR resonances would be
expected for the following compound?
O
A.
B.
C.
D.
E.
3
4
5
6
8
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
How many 1H NMR resonances would be
expected for the following compound?
14.4
Ha
Ha
Ha
Hb
Hc
Ha
Hd
Ha
He
Ha
Hd
He
O
A.
B.
C.
D.
E.
3
4
5
6
8
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.7
Which of the following protons gives a 1H
NMR signal at 4.6 ppm?
2
3
H
H
4
H 3C
1
CH2
O
5
CH3
A.
B.
C.
D.
E.
1
2
3
4
5
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.7
Which of the following protons gives a 1H
NMR signal at 4.6 ppm?
2
3
H
H
4
H 3C
1
CH2
O
5
CH3
A.
B.
C.
D.
E.
1 – 2.4 ppm
2 – 6.8 ppm
3 – 7.2 ppm
4 – 4.6 ppm
5 – 3.2 ppm
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.10 Predict the splitting pattern for:
a b
c
Cl-CH2-CH2-O-CH3
In order of protons a, b, c:
A.
B.
C.
D.
E.
Doublet, doublet, singlet
Multiplet, triplet, singlet (the Cl splits “a”)
Triplet, multiplet, triplet
Triplet, triplet, singlet
All singlets (they are so similar)
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.10 Predict the splitting pattern for:
a b
c
Cl-CH2-CH2-O-CH3
In order of protons a, b, c:
A.
B.
C.
D.
E.
Doublet, doublet, singlet
Multiplet, triplet, singlet (the Cl splits “a”)
Triplet, multiplet, triplet
The N+1 rule is
obeyed. No splitting is
Triplet, triplet, singlet
observed between
All singlets (they are so similar)
protons “b” and “c”.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.10 Which of the following pure compounds would
fit the splitting pattern and shift of the 1H NMR
spectrum?
A.
B.
C.
D.
E.
Br-CH2CH3
Cl-CH2CH2-Br
Br-CH(CH3)2
Cl2CHCH2-Br
HO-CH2CH3
water
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.10 Which of the following pure compounds would
fit the splitting pattern and shift of the 1H NMR
spectrum?
Pure “E”
would show
additional
splitting.
A.
B.
C.
D.
E.
Br-CH2CH3
Cl-CH2CH2-Br
Br-CH(CH3)2
Cl2CHCH2-Br
HO-CH2CH3
water
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.11
Which of the following compounds best fits
the 1H NMR spectrum?
O
C H 2C H 3
O C H 2C H 3
A
D
O C H 2C H 3
C H 2C H 3
B
E
C H 2C H 3
multiplet
C H 2C H 3
N
C
C H 2C H 3
quartet
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
triplet
14.11
Which of the following compounds best fits
the 1H NMR spectrum?
O
C H 2C H 3
O C H 2C H 3
A
D
O C H 2C H 3
Only “D” has the
correct CH2 shift and
integral ratios.
C H 2C H 3
B
E
C H 2C H 3
multiplet
C H 2C H 3
N
C
C H 2C H 3
quartet
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
triplet
14.19 How many
13C
resonances are expected from
this compound?
O
O
A.
B.
C.
D.
E.
5
7
8
10
11
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
14.19 How many
13C
resonances are expected from
this compound?
1
1
2
3
4
5
6
4
O
7
5
8
O
A.
B.
C.
D.
E.
5
7
8
10
11
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.