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Organic Chemistry I
2423
Amantadine-
B. 2
C. 1
D. +2
____5.Which one of the following IUPAC name does not represent an acceptable
name of propanol, C3H8O?
A. 1-Propaanol
C. 3-Propanol
B. 2-Propanol
D. All of them
____6. Which is the correct order of decreasing bond polarity? (Consider the
electronegativities of the halogens.)
A. H-F < H-Cl > H-Br > H-I
C. H-F > H-Cl < H-Br < H-I
____ 7. Which of the following conformation is the most stable conformation of butane, view the
molecule from the central carbons?
CH3
CH3
CH3
CH3
CH3
II
III
A. I only
B. II only
CH3
C. III only
D. all of these
A. I only
III
II
B. II only
C. I and II
B. n-pentane
D. None of these
B. pentane
C. nonane
D. butane
C3H8 + 5 O2
C3H8 + 3 O2
C3H8 + 3.5 O2
C3H8 + 4.5 O2
3 CO2 + 4 H2O
3 CO2 + 3 H2O
3 CO + 4 H2O
3 CO2 + 3 H2O
D. none of these
____15. Which of the following molecules can have Gauche interaction during rotation between C2 and C3.
A. Ethane
B. n-Butane
C. n-Propane
D. All of them
____16. An axial methyl group in cyclohexane suffers from what disadvantage?
A. one 1,3-diaxial interactions
C. two 1,3-diaxial interactions
____17. Among the following pairs of isomers, identify the pair of constitutional
isomers.
A. 2-Methlpentane and n-Hexane
B. 2-Methylbutane and n-Pentane
C. Ethanol and Diethylether
D. 1,2-Dimethylbutane and 2,2-dimethylbutane
E) All of them
____18. How many tertiary hydrogen atoms are there in Cl-CH2-C(CH3)2-CH(CH3)-C(CH3)3?
A. 6
B.3
C. 2
D. 1
____19. Consider the structure of trans-1,2-dimethylcyclohexane. Which statement
is fully correct?
A. Trans methyl groups favor chair and both are equatorial.
B. Trans methyl groups favor chair and both are axial.
C. Trans methyl groups favor the plane conformation.
D. Trans methyl groups favor chair and are axial and equatorial.
____20. Which statement is written incorrectly?
A. Acetic acid (pKa =4.73) is stronger acid than water(pKa =15.75).
B. The conjugate acid to (CH3)3N: is (CH3)3NH+.
C. An electron pair donor substance considers being a Lewis acid.
D. The stronger the acid, the lower the pKa value
PART II- Show your work (8 points each)
21. Name the Structures
CH3CH2
_______________________________
CH3
__________________________________
5-ethyl-4-isopropyldecane
22. Draw all the possible resonances (at least two) for the following compound:
CH3
..
23. Identify the functional groups in the following compound and name each functional group.
CO - O - CH2 -CH3
O - CH = CH3
24. Complete the following reactions and write the possible products.
C6H14
+ O2
CH4
Cl2
25. Draw possible Newman projections and saw horse projections of nButane and indicate the most stable
conformer
CH2CH3
CH3
22.
CH3
..
CH3
CH3
..
23.
CO - O - CH2 - CH3
ester
alkene
aromatic
O - CH = CH2
ether
12CO2 + 14H2O
CH3Cl + HCl
..