1)
Which of these alkyl halides cannot be used to prepare amines using Gabriel synthesis?
A)
1-bromopentane
B)
1-bromo-3-methylbutane
C)
2-bromo-3-methylpentane
D)
1-bromo-2,3-dimethylbutane
E)
2-bromo-2,3-dimethylbutane

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2)
The secondary structure of a protein is due to ________ between amino acid residues.
A)
hydrophobic interactions
B)
hydrogen bonding
C)
salt bridges
D)
disulfide linkage
E)
none of these

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3)
Which of the following compound(s) is a glycoside?

A)
I
B)
II
C)
II & III
D)
III & IV
E)
II, III & IV

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4)
What is the IUPAC name for the following compound?

A)
sec-butyl ethanoate
B)
ethyl-3-methylpentanoate
C)
3-methylbutyl ethanoate
D)
ethyl 3-methylbutanoate
E)
none of these

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5)
What is the difference between a nucleoside and a nucleotide?
A)
nucleotide is a phosphorylated nucleoside
B)
nucleoside is a phosphorylated nucleotide
C)
nucleotide is a deoxynucleoside
D)
nucleoside is a deoxynucleotide
E)
none of these

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6)
Which of the following monomer pairs are required to make the following polymer?

A)
propene & acrylonitrile
B)
isoprene & acrylonitrile
C)
ethylene & acrylonitrile
D)
isobutylene & acrylonitrile
E)
none of these

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7)
Provide the structure of the reactant in the following reaction.

A)
cyclohexanone
B)
cyclohexanecarbaldehyde
C)
cyclohexylpropanone
D)
3-cyclohexylpropanal

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8)
Polyesters are classified as as __________.
A)
homopolymers
B)
block copolymers
C)
graft copolymers
D)
alternating copolymers
E)
random copolymers

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9)
Which amino acid is produced from the following reaction sequence?

A)
alanine
B)
valine
C)
leucine
D)
isoleucine
E)
none of these

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10)
Predict the product when cyclohexanone reacts with aqueous sodium hydroxide at 1000C.

A)
I
B)
II
C)
III
D)
IV
E)
none of these

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11)
Which of the following is (are) D-aldopentose(s)?

A)
I
B)
II
C)
III
D)
IV
E)
I & V

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12)
Barbitol, used as sedative, is synthesized from diethyl-2,2-diethyl malonate (A) and urea(B). Provide the structure for Barbitol.

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13)
Predict the product for the following reaction


A)
I
B)
II
C)
III
D)
IV
E)
V

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14)
Provide the reactant(s) that would give the following aldol condensation product.


A)
I
B)
II
C)
III
D)
IV
E)
V

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15)
Predict the major product for the following reaction.

A)
I
B)
II
C)
III
D)
IV
E)
V

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16)
Which one of the following monomers will produce poly(vinyl chloride)?

A)
I
B)
II
C)
III
D)
IV
E)
none of these

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17)
Arrange the following compounds in decreasing (strongest to weakest) order of basicity.

A)
I>III>II>IV
B)
II>III>I>IV
C)
IV>II>I>III
D)
IV>III>II>I
E)
II>I>IV>III

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18)
Predict the product of the following reaction sequence.


A)
I
B)
II
C)
III
D)
IV
E)
V

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19)
Which of the following polymers are classified as thermoplastics?
A)
PVC
B)
PET
C)
LDPE
D)
HDPE
E)
all of these

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20)
In a-amino acids the amino and carboxylic acid groups are separated by ____,
A)
two carbon atoms
B)
one carbon atom
C)
peptide linkage
D)
amide linkage
E)
none of these

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21)
Predict the product(s) for the following reaction.


A)
I
B)
II
C)
III
D)
IV
E)
V

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22)
The melt transition temperature (Tm), is the temperature at which the ________ regions of the polymers become ________.
A)
crystalline, amorphous
B)
amorphous, hard
C)
crystalline, hard
D)
non-crystalline, soft
E)
none of these

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23)
Which one of the following compounds is most acidic?
A)
ethyl acetoacetate
B)
2-butanone
C)
ethyl pentanoate
D)
1-butanol
E)
3-pentanone

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24)
Which of the following amino acids is achiral?
A)
alanine
B)
leucine
C)
glycine
D)
phenylalanine
E)
none of these

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25)
A compound with formula C5H10O shows two singlets, in the 1H NMR spectrum. Which one of the following is a possible structure for this compound?
A)

B)

C)

D)

E)

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26)
Provide the structure of the enolate when acetophenone is treated with strong base.

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27)
Provide the reagents necessary to carry out the following conversion.

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28)
Draw a bond-line structure for the tetrapetide Ala-Ser-Cys-Phe.

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29)
Predict the major product for the following reaction and provide a curved arrow mechanism for the formation of the product.

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30)
Provide the structure for 3-ethylbenzonitrile.

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31)
Provide the reagents necessary to prepare phenylalanine using a Strecker synthesis.

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