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Chemical Shift

Total questions: 20

Worksheet time: 28mins

Name
Class
Date
1.

Which of the following deuterated solvents is able to show anisotropic shift over the protons of a given molecule?

a)

CDCl3

b)

C6D6

c)

D2O

d)

Deuterated methylene chloride

2.

The chemical shift of an active NMR nucleus depends on the following properties:

a)

Only inductive effects

b)

Only mesomeric effects

c)

Only anisotropic effects

d)

All the mentioned effects

3.

The chemical shift of an active NMR nucleous is higher...

a)

When using a 300 MHz instrument

b)

When using a 500 MHz instrument

c)

When using a 100 MHz instrument

d)

Chemical shift does not depend on the magnetic field of the instrument

4.

When running a 1HNMR experiment, the most used reference is...

a)

Water

b)

Tetramethylsilane

c)

Trimethylsilane

d)

Chlorotrimethylsilane

5.

In a 1HNMR spectrum, a peak with a chemical shift of 10 ppm is said to be...

a)

Deshielded

b)

All the two proposed answers

c)

At Downfield

d)

Non of the two proposed answers

6.

In a 1HNMR spectrum, a peak at low frequency is said to be...

a)

Deshielded

b)

All the two proposed answers

c)

Shielded

d)

Non of the two proposed answers

7.

The chemical shift (300 MHz, CDCl3) of the 1Hs of MeCl is lower (3.05 ppm) than for methylene chloride (5.30 ppm) due to anisotropic effects

a)

False

b)

True

8.

The chemical shift (300 MHz, CDCl3) of the 1Hs of benzene is 7.26 ppm. This is only due to the inductive effect of the sp2 C hybridization of the ring.

a)

False

b)

True

9.

Ortho 1Hs of anisole (300 MHz, CDCl3) are more shielded (6.30 ppm) than meta ones (7.26 ppm) mainly due to...

a)

Anisotropic effects

b)

Resonance effects

c)

The use of CDCl3 as solvent

d)

Inductive effects

10.

The chemical shift of the ortho 1Hs of aniline (300 MHz, CDCl3) appear at lower frequencies than those in anisole.

a)

True

b)

False

11.

In toluene, all the protons suffer resonance at the same frequency

a)

False

b)

True

12.

How many different triplets does ethyl acetate show in its 1HNMR spectrum (300 MHz, CDCl3)?

a)

2

b)

1

c)

0

d)

4

13.

How many different singlets does methyl acetate show in its 1HNMR spectrum (300 MHz, CDCl3)?

a)

2

b)

1

c)

0

d)

3

14.

How many different triplets does 1,2-ethanediol show in its 1HNMR spectrum (300 MHz, CDCl3)?

a)

2

b)

1

c)

0

d)

3

15.

The reduction of 2-pentyne yields a compound which shows, among others, two NMR absorptions around 6 ppm in the 1HNMR spectrum (300 MHz, CDCl3). Which reagent has been used to reduce 2-pentyne?

a)

H2O2

b)

Lindlar's catalyst

c)

H2, Pd/C

d)

NaBH4

16.

The reduction of 2-pentyne yields a compound which shows only aliphatic peaks below 2 ppm in the 1HNMR spectrum (300 MHz, CDCl3). Which reagent has been used to reduce 2-pentyne?

a)

PtO2

b)

Lindlar's catalyst

c)

H2, Pd/C

d)

Na/NH3

17.

The reaction of 1-chloropropane with a methanolic solution of sodium methoxide (NaOMe) yields, as a major product, a compound which does not show relevant absorptions over 5.5 ppm in the 1HNMR spectrum (300 MHz, CDCl3). What process has taken place when running this reaction?

a)

Unimolecular elimination (E1)

b)

Biimolecular elimination (E2)

c)

Unimolecular nucleophilic substitution (SN1)

d)

Bimolecular nucleophilic substitution (SN2)

18.

How many residual peaks does show CDCl3 (99.9% D)?

a)

1

b)

2

c)

0

d)

3

19.

How many residual peaks does show CD2Cl2 (99.9% D)?

a)

1

b)

0

c)

2

d)

3

20.

How many residual peaks does show pyridine-d5 (99.9% D)?

a)

1

b)

0

c)

2

d)

3