Lab Final

Question 1

A triplet and a quartet in the same NMR spectrum suggest that ________ is present

Answer 1

an ethyl group

Question 2

A tall doublet and a small multiplet of greater than or equal to 7 spikes in the same spectrum suggests __________

Answer 2

an isopropyl group

Question 3

sp3 hybridized C-H stretches have a spike ________.

Answer 3

just below 3000 cm-1

Question 4

sp2 hybridized (double bond) C-H stretches have a spike _______

Answer 4

just above 3000 cm-1

Question 5

sp hybridized (triple bond) C-H stretches have a spike _____________

Answer 5

around 3300 cm-1 (sharp)

Question 6

Aldehydes have a C=O stretch around

Answer 6

1725 cm-1

Question 7

aldehydes have __ C-H stretches at

Answer 7

2
2820 cm-1
2720 cm-1

Question 8

the C=O stretch of ketones is around

Answer 8

1710 cm-1

Question 9

Carboxylic acids have a C=O stretch around

Answer 9

1710 cm-1

Question 10

carboxylic acids have _______ O-H stretch around

Answer 10

a broad

2500-3500 cm-1

Question 11

The C=O stretch of an ester occurs around

Answer 11

1725 cm-1

Question 12

Amides have C=O stretches between

Answer 12

1630 -1660 cm-1

Question 13

O-H stretches of alcohols have broad spikes with ________ centered around _____________

Answer 13

rounded tip

3300 cm-1

Question 14

Primary amines and amides have an N-H spike

Answer 14

with two spikes around 3400 cm-1 and 3500 cm-1

Question 15

secondary amines and amides have an N-H spike

Answer 15

around 3350 cm-1

Question 16

Alkyne stretch (C triple bond C) is around________

Answer 16

2100 cm-1

Question 17

Nitrile stretch (C triple bond N) is around

Answer 17

2400 cm-1

Question 18

methyl (Carbon three hydrogen bonds) has a shift of

Answer 18

0.9

Question 19

methylene (carbon two hydrogen bonds) has a shift of

Answer 19

1.3

Question 20

methine (carbon one hydrogen bond) has a shift of

Answer 20

1.4

Question 21

methyl ketone has a shift of

Answer 21

2.1

Question 22

acetylenic (carbon triple bond carbon) has a shift of

Answer 22

2.5

Question 23

carbon bonded to a halogen or oxygen has a shift of

Answer 23

3-4

Question 24

vinylics have a shift of

Answer 24

5-6

Question 25

allylics have a shift of

Answer 25

1.7

Question 26

aromatics have a shift of

Answer 26

7.2

Question 27

benzylics have a shift of

Answer 27

2.3

Question 28

aldehydes have a shift of

Answer 28

9-10

Question 29

carboxylic acids have a shift of

Answer 29

10-12

Question 30

alcohols have a shift of

Answer 30

about 2-5

Question 31

phenols have a shift of

Answer 31

about 4-7

Question 32

amines have a shift of

Answer 32

about 1.5-4

Question 33

What solvent was used to synthesize benzopinacolone from benzopinacol

Answer 33

glacial acetic acid in the presence of iodine

Question 34

What solvent was used to synthesize cyclohexene from cyclohexanol?

Answer 34

Phosphoric acid in the presence of sulfuric acid

Question 35

What solvent was used to synthesize n-butyl bromide from butanol

Answer 35

sulfuric acid in the presence of sodium bromide

Question 36

If DOU is 4 or greater, and number of carbons is six or greater, __________ is suggested

Answer 36

a benzene ring