Chemistry Chapter 26 1 Which one of the following is a complex lipid

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subject Textbook Organic Chemistry 1st Edition
subject Authors David R. Klein
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Chapter Twenty Six
1.
Which one of the following is a complex lipid?
A)
steroids
B)
terpenes
C)
waxes
D)
prostaglandins
E)
none of these
2.
Which one of the following is a simple lipid?
A)
steroids
B)
triglycerides
C)
phoshpholipids
D)
waxes
E)
oils
3.
Which one of the following is a complex lipid?
A)
cortisone
B)
vitamin A
C)
prostaglandins
D)
progestin
E)
tripalmitin
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4.
Which one of the following is a simple lipid?
O
O
CH2OC(CH2)16CH3
CHOC(CH2)16CH3
CH2OPOCH2CH2N(CH3)3
O
O
O
HO
H
H
H
H
CH2OC(CH2)14CH3
CHOC(CH2)14CH3
CH2OC(CH2)14CH3
O
O
O
CH3(CH2)10OSO Na
O
O
Androsterone
lecithin tripalmitin
sodium lauryl sulfate
A)
lecithin
B)
tripalmitin
C)
sodium lauryl sulfate
D)
androsterone
E)
none of these
5.
______lipids do not undergo hydrolysis in presence of aqueous acid or base.
6.
______lipids undergo hydrolysis in presence of aqueous acid or base.
7.
Which of the following is a correct description of waxes?
A)
long chain esters
B)
long chain ethers
C)
long chain anhydrides
D)
long chain fatty acids
E)
long chain alcohols
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8.
Which of the following is a structure of wax?
CH3(CH2)14COCH2(CH2)28CH3
O
CH3(CH2)20COCH2CH2CH3
O
CH3(CH2)14CH2OH
CH2OC(CH2)12CH3
CHOCCH2)12CH3
CH2OC(CH2)12CH3
O
O
O
III II
IV
V
CH3(CH2)14CNHCH2(CH2)28CH3
O
A)
I
B)
II
C)
III
D)
IV
E)
V
9.
When beeswax was treated with aqueous NaOH, it produced the following two
products. Provide the structure of beeswax.
+ CH3(CH2)28CH2OH
sodium palmitate
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10.
Predict the product(s) when spermaceti is treated with aqueous NaOH.
CH3(CH2)14COCH2(CH2)14CH3
O
NaOH/H2O
11.
The following compound is best classified as a(n) _________.
CH2OCCH2(CH2)16CH3
CHOCCH2(CH2)16CH3
CH2OCCH2(CH2)16CH3
O
O
O
A)
simple lipid
B)
fat
C)
cephalin
D)
wax
E)
oil
12.
The following compound is best classified as a(n) _________.
CH3(CH2)14CH=CH(CH2)6COH
O
A)
simple lipid
B)
unsaturated triglyceride
C)
unsaturated fatty acid
D)
fat
E)
wax
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13.
The following compound is best classified as a(n) _________.
CH3(CH2)14COH
O
A)
simple lipid
B)
saturated triglyceride
C)
saturated fatty acid
D)
fat
E)
wax
14.
Arrange the following compounds in decreasing order of melting point.
CH3(CH2)14COH
O
CH3(CH2)10COH
O
CH3(CH2)18COH
O
CH3(CH2)16COH
O
III III IV
A)
II>I>IV>III
B)
III>IV>I>II
C)
IV>I>II>III
D)
III>II>IV>I
E)
none of these
15.
Which one of the following fatty acids has the highest melting point?
A)
stearic acid
B)
palmitic acid
C)
lauric acid
D)
arachidic acid
E)
none of these
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16.
Which one of the following fatty acids has the lowest melting point?
A)
stearic acid
B)
palmitic acid
C)
lauric acid
D)
arachidic acid
E)
none of these
17.
Which one of the following fatty acids has the highest melting point?
A)
oleic acid
B)
linoleic acid
C)
palmitoleic acid
D)
arachidonic acid
E)
none of these
18.
Which one of the following fatty acids has the lowest melting point?
A)
oleic acid
B)
linoleic acid
C)
palmitoleic acid
D)
arachidonic acid
E)
none of these
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19.
Which one of the following has the highest melting point?
CH2OC(CH2)7CH=CH(CH2)7CH3
CHOC(CH2)7CH=CH(CH2)7CH3
CH2OC(CH2)7CH=CH(CH2)7CH3
O
O
O
CH2OC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
CHOC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
CH2OC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
O
O
O
CH2OC(CH2)7CH=CH(CH2)5CH3
CHOC(CH2)7CH=CH(CH2)5CH3
CH2OC(CH2)7CH=CH(CH2)5CH3
O
O
O
triolein trilinolein tripalmitolein
CH2OC(CH2)12CH3
CHOC(CH2)12CH3
CH2OC(CH2)12CH3
O
O
O
trimyrsitin
A)
triolein
B)
trilinolein
C)
tripalmitolein
D)
trimyrisitin
E)
none of these
20.
Which one of the following has the lowest melting point?
CH2OC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
CHOC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
CH2OC(CH2)7CH=CHCH2CH=CH(CH2)4CH3
O
O
O
CH2OC(CH2)10CH3
CHOC(CH2)10CH3
CH2OC(CH2)10CH3
O
O
O
CH2OC(CH2)16CH3
CHOC(CH2)16CH3
CH2OC(CH2)16CH3
O
O
O
trilinolein
trilaurin tristearin
CH2OC(CH2)7CH=CH(CH2)5CH3
CHOC(CH2)7CH=CH(CH2)5CH3
CH2OC(CH2)7CH=CH(CH2)5CH3
O
O
O
tripalmitolein
A)
trilaurin
B)
tristearin
C)
trilinolein
D)
tripalmitolein
E)
none of these
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21.
Which one of the following is classified as fat?
A)
triolein
B)
trilinolein
C)
tripalmitolein
D)
triarchadin
E)
none of these
22.
Which one of the following is classified as oil?
A)
trilaurin
B)
trilinolein
C)
tripalmitin
D)
triarchadin
E)
none of these
23.
Which of the following fatty acid(s) is not present in natural fats and oils?
A)
octadecanoic acid
B)
heptadecanoic acid
C)
hexadecanoic acid
D)
octadeca-9,12-dienoic acid
E)
none of these
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24.
Which of the following reagent(s) would convert palmitoleic acid to palmitic acid?
A)
NaBH4/CH3OH
B)
1. LiAlH4, 2. H2O
C)
NaOH/H2O heat
D)
H2/Ni
E)
A & B
25.
Which one of the following fatty acids is produced when oleic acid is hydrogenated?
CH3(CH2)7CH=CH(CH2)7COH
O
hydrogenation
A)
palmitic acid
B)
lauric acid
C)
myrsitic acid
D)
arachidic acid
E)
stearic acid
26.
Predict the product for the following reaction.
CH2OC(CH2)7CH=CH(CH2)7CH3
CHOC(CH2)7CH=CH(CH2)5CH3
CH2OC(CH2)7CH=CH(CH2)7CH3
O
OH2/Ni
pressure
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27.
Predict the product for the following reaction.
CH2OC(CH2)7CH=CH(CH2)3CH=CH(CH2)2CH3
CHOC(CH2)7CH=CH(CH2)5CH3
CH2OC(CH2)7CH=CH(CH2)3CH=CH(CH2)2CH3
O
O
OH2/Ni
pressure
excess
28.
How many isomers (including stereoisomers) are possible for a triacylglyceride that
contains two palmitic acid residues and one stearic acid residue?
A)
1
B)
2
C)
3
D)
4
E)
5
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29.
How many isomers are possible for a triacylglyceride that contains one palmitic acid
residue, one arachidic acid residue and one stearic acid residue?
A)
3
B)
6
C)
9
D)
12
E)
15
30.
In the presence of molecular oxygen, saturated triglycerides undergo autooxidation to
yield hydroperoxides.
A)
true
B)
false
31.
The interior of a micelle is ______, where as the exterior is _______.
A)
hydrophilic, hydrophobic
B)
hydrophilic, hydrophilic
C)
hydrophobic, hydrophobic
D)
hydrophobic, hydrophilic
32.
Reaction of triglycerides with a base is ________ reaction.
A)
an esterification
B)
a transesterification
C)
a saponification
D)
an autooxidation
E)
A & B
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33.
Predict the product(s) for the following reaction.
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
O
O
NaOH excess
34.
Predict the product(s) for the following reaction.
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
O
O
H3O+ excess
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35.
An optically active triglyceride produced two palmitic acid residues and one oleic acid
residue, when heated in the presence of acid. Provide the structure(s) for this
triglyceride.
O
O
CH2OC(CH2)16CH3
CHOC(CH2)14CH3
CH2OC(CH2)16CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)7CH=CH(CH2)7CH3
CH2OC(CH2)14CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)14CH3
CH2OC(CH2)7CH=CH(CH2)7CH3
OIII III IV
A)
I
B)
II
C)
III
D)
IV
E)
B & C
36.
An optically inactive triglyceride produced two palmitic acid residues and one oleic acid
residue, when heated in the presence of acid. Provide the structure(s) for this
triglyceride.
O
O
CH2OC(CH2)16CH3
CHOC(CH2)14CH3
CH2OC(CH2)16CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)7CH=CH(CH2)7CH3
CH2OC(CH2)14CH3
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)14CH3
CH2OC(CH2)7CH=CH(CH2)7CH3
OIII III IV
A)
I
B)
II
C)
III
D)
IV
E)
B & C
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37.
A triglyceride produced a linoleic acid residue, a palmitoleic acid residue and an oleic
acid residue, when heated in the presence of acid. Provide one of the possible structures
for this triglyceride.
38.
Provide the structure of an optically active triglyceride that produced two myrsitic acid
residues and an oleic acid residue when heated in the presence of acid.
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39.
Predict the product(s) for the following reaction.
O
O
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
H2SO4
excess
CH3CH2OH
40.
Predict the product(s) for the following reaction.
H2SO4
excess
(CH3)2CHOH
CH2OC(CH2)14CH3
CHOC(CH2)14CH3
CH2OC(CH2)14CH3
O
O
O
41.
Which of the following is a detergent?
CH3(CH2)14CONa
O
CH3(CH2)15OSONa
O
O
CH3(CH2)14CO
O
Ca
I II III
HOCH2CHOHCH2OH
CH3(CH2)14COH
O
IV IV
2
A)
I
B)
II
C)
III
D)
IV
E)
V
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42.
Phospholipids that contain ethanolamine are called_____.
A)
lecithins
B)
phosphatidyl serines
C)
plasmalogens
D)
cephalins
E)
A & D
43.
Phospholipids that contain choline are called_____.
A)
lecithins
B)
phosphatidyl serines
C)
plasmalogens
D)
cephalins
E)
A & D
44.
Which one of the following is a structure of a phosphatidic acid?
O
O
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OP(OH)2
O
O
O
CH2OC(CH2)14CH3
CHOC(CH2)16CH3
CH2OC(CH2)14CH3
O
O
CH2OC(CH2)14CH3
CHOH
CH2OP(OH)2
O
CH2OH
CHOH
CH2OP(OH)2
O
I II III IV
A)
I
B)
II
C)
III
D)
IV
E)
none of these
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45.
Which of the following lipids would produce two fatty acid residues along with
ethanolamine on hydrolysis?
A)
cephalins
B)
phosphatidyl serines
C)
triolein
D)
lecithins
E)
Both A) and C)
46.
Provide the structure of the cephalin that would produce two oleic acid residues on
hydrolysis?
47.
Provide the structure of the lecithin that would produce two stearic acid residues on
hydrolysis?

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