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Organic Chemistry Exam

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Chem 2010 Exam-1 study Guide.
1. (9) Which of the following compounds are constitutional isomers of each other?
A.
E.
I and II
All of these
B.
III and IV
C.
II and III
D. I and IV
2. 19.What is the formal charge on oxygen in the following structure?
A.
2-
B.
1-
C.
2+
D.
1+
E.
0 Answer: D
3. 39.
Draw the Lewis structure for –CH2CN including formal charges?
4. 46.
What is the correct order of increasing electronegativity for Rb, F and O?
A. Rb < F < O B.
E. None of these
Rb < O < F
Answer: B
C. O < F < Rb
D.
F < Rb < O
5. 57.
Which of the following compounds have both polar covalent and ionic
bonds?
A.
E.
NH4Br
B.
None of these.
H2O2
Answer: A
C.
HCN
D.
H2S
6. 60.
For NaSCH3, identify each bond as polar covalent, nonpolar covalent or
ionic.
Answer:
7. 68.
Which of the following represents the ground state electron configuration
for phosphorous?
A.
D.
1s2 2s2 2p6 3s1 3p4
1s2 2s2 2p6 3s2 3p2
B.
E.
1s2 2s2 2p6 3s2 3p4
1s2 2s2 2p6 3s2 3p5
C.
1s2 2s2 2p6 3s2 3p3
Answer: C
Practice more other element, ions, anions electronic configuration from the
periodic table.
8. 102. What is the hybridization state of the carbon (I) atom in the following
compound?
A.
sp B. sp2 C.sp3 D. sp3d E.
sp3d2
Answer: B
9. 107. What is the correct order of hybridization state for the numbered carbon
atoms in the following compound?
A.
D.
I = sp3, II = sp2, III = sp B. I = sp2, II = sp, III = sp2 C. I = sp, II = sp2, III = sp3
I = sp, II = sp2, III = sp E. I = sp2, II = sp3, III = sp2
Answer: C
10. 111. The C—C sigma bond in ethyne (H—CC—H) results from the overlap of
which orbitals?
A.
sp–sp B.
sp–sp3 C.
sp2–sp2
D. sp–s
E.
p–p
Answer: A
11. 118. Which of the following best describes the orbitals involved in the formation
of the C=O bond in acetone, shown below?
 = Csp 2 – Osp 2 and  = Csp 2 − Osp 2
A.
 = Csp 2 – Osp 2 and  = C p − O p
B.
 = Csp 3 – Osp 2 and  = C p − O p
C.
 = C p – O p and  = Csp 2 − Osp 2
 D.
 = Csp – Osp and  = C p − O p
 E.
 Answer: B


12. 135. Which of the following compounds have trigonal planar molecular
geometry?
A.
B.
C.
D.
E.
I, II and III
II and III
III and V
V only
All of these
Answer: C
13. 151. What are the hybridization state, molecular geometry and approximate
bond angle for the methyl cation, CH3+?
A.
B.
C.
D.
E.
sp2, tetrahedral, 1090
sp2, trigonal planar, 1200
sp3, tetrahedral, 109.50
sp3, trigonal pyramidal, 1200
sp2, trigonal pyramidal, 1800
Answer: B
14. 153. Draw the Lewis structure for SOCl2 and predict the hybridization state,
molecular geometry and approximate bond angle around the central atom.
Answer:
sp3, trigonal pyramidal, 1070
15. 173. What is the strongest intermolecular force present in the following
compound?
A.
B.
C.
D.
E.
ion-dipole interactions
London dispersion forces
dipole-dipole interactions
hydrogen bonding
covalent bonding
Answer: D
16. 174. What is the strongest intermolecular force present in the following
compound?
A.
B.
C.
D.
E.
ion-dipole interactions
London dispersion forces
dipole-dipole interactions
hydrogen bonding
covalent bonding
Answer: C
17. 179.
A.
CH3Cl
18. 184.
Which of the following compounds have the lowest boiling point?
B.
CH2Cl2
C. CH4 D.
CHCl3
E.
CCl4
Answer: C
Which of the following compounds has a higher boiling point? Explain why.
Answer:
Compound II has a higher boiling point than compound I. Compound II has
larger surface area that allows for stronger fleeting dipole-dipole interactions between
molecules.
---------------------------------------------------------------------------------------------------------Chapter -2
19. 2.
A.
I
Answer: E
Which of the following compounds have a molecular formula of C2H6O?
B.
II
C.
III
D.
IV
E.
Both I and III
20.
A.
C.
E.
4. Which of the following is the correct condensed structure for the following
compound?
CH3CHOHCH2CHClCH3 B.
(CH3)2CHOHCH2CH2Cl D.
CH3C2H4CH3OHCl Answer: B
CH3CHOH(CH2)2CHClCH3
HOCH3CHCH2CH2CH3CHCl
21. 6.
Which of the following is the correct condensed structure for the following
compound?
A.
C.
E.
CH3C2(CH2)3C(CH3)3
(CH3)3C2(CH2)3CH3
CH3CC(CH2)3C(CH3)3
B.
D.
CH3CC(CH2)3C(CH3)2CH3
CH3C≡C(CH2)3C(CH3)3
Answer: D
22. 15.
Answer:
Draw the Lewis structure for CH3C≡C(CH2)3C(CH3)3.
23. 36.
Which of the following
CH3C≡C(CH2)2CH(CH3)2?
A.
I
Answer: D
24. 43.
B.
II
C.
III
D.
is
the
IV
correct
E.
bond-line
structure
None of these
Provide a condensed structure for the following compound.
Answer: (CH3)3CCH2CH(CH2CH3)(CH2)2CH(CH3)CH2CH3
25.
A.
D.
61. What functional group(s) is (are) present in the following compound?
ketone and alkene B.
aldehyde and alkyne
26. 109.
ketone and alkyneC.
E.
ester and alkene
aldehyde and alkene
Answer: C
Which of the following pairs are resonance structures of each other?
for
A.
I
Answer: C
27. 114.
A.
I
Answer: A
B.
II
C.
III
D.
IV
E.
None of these
Which of the following violates the rules for curved arrows?
B.
II
C.
III
D.
IV
E.
none of these
28. 134. Which of the following is/are correct resonance structure(s) for compound
A?
A.
I and II
I and IV
B.
II and III
Answer: D
C.
III and IV
D.
I, II and III
E.
29. 166. For the following compound what is the hybridization state and molecular
geometry at each oxygen and nitrogen atom.
Answer:
30.
31.
32.
33.
34.
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