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(CHEM111)[2004](f)final~2906^_15315.pdf
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CHEM111 FINAL EXAM (Fall 2004)

Name: Key (English) (Chinese)
Student ID No.
Problem Value Score.
1 2 3 4 5 6 7 8 9 10 72 19.5 43.5 40 60 60 25 50 40 40

...............
Total 450
Note: This is a close-book examination. You are required to answer ALL questions. Please write answers on the exam. Use blank space as scratch paper. Maximum time is 180 min.
1. Multiple choices. There is only one correct answer for each of the following questions, unless stated otherwise. (72 pts)
(1). The correct IUPAC name for the following molecule is: ( D )
A. Ethoxy ethane;
B. Ether;
C. Diethyl ether;
D. Ethyl ethyl ether;
E. Diethyl oxide.
(2). The correct IUPAC name for the following molecule is: ( C )
A. Methyl methyl thiol ether
B. Methylthiomethane;
C. Methyl methyl sulfide; H3C
D. Methyl thiol ether;
E. Dimethyl sulfide.
(3). The correct IUPAC name for the following molecule is: ( A )


OH
A. o-Mercaptophenol;
B. 2-Thiolphenol;

SH
C. o-thiolphenol;
D. o-sulfyrylphenol;
E. o-hydroxy thiolphenol.


(4). The correct IUPAC name for the following molecule is: ( B )
A. Epoxide;
B. 1, 2-Epoxyethane;
C. Ethylene epoxide;
D. Ethylene oxide; H2C
E. Ethyl epoxide.
(5). The correct IUPAC name for the following molecule is: ( B )
A. Hexenyl methyl ether;
B. 1-Methoxycyclohexene;
C. Cyclohexenylmethane

O
D. Hexenyl methyl oxide;
E. None of above.

CH3
(6). The correct IUPAC name for the following molecule is: ( A )
A. Ethanol;
B. Alcohol;
C. Ethyl alcohol;
CH3CH2OH
D. Hydroxyethane;
E. Ethyl hydroxide.
(7). The correct IUPAC name for the following molecule is: ( B )
A. Ethylthiol
B. Ethanethiol
C. Ethyl sulfide; CH3CH2SH
D. Mercaptoethane;
E. Thiolethane.
(8). Which of following statement is correct about the molecule shown below: ( A )
A. A meso compound;
B. Optically active because it contains chiral centers;
C. Optically inactive because it does not contain any chiral centers;
D. There is not a plane of symmetry for the structure;
E. It does not have stereoisomers.
HO HO

OH
(9). For the following reaction, from which prochiral side of the carbon-3 in the starting material does the hydroxyl group (OH-) attack? ( C )
A. pro-R side;
HO OH O
H
B. pro-S side;
Crotonase
C. si face;



2 O H3C
D. re face; H3C 3
O
E. None of the above.
H 3S-hydroxybutyrate



(10). For the following conversion, which prochiral proton at carbon-2 in the propanoate is exchanged ? ( B )
OO
A. pro-R proton;
Enzyme
B. pro-S proton; H3C
H3C O
C. si proton;
O
D2O/H2O
D. re proton;

HH
DH
E. None of the above.



(11). Which of the following statements is correct about the outcome of the shown reaction:
( A )
O

HO CH3
1. CH3CH2MgBr

2. H3O+

H3C H
CH3
A. Two diasteromers are formed;
B. A racemic mixture is formed;
C. Achiral compounds