Chapter 1 Chapter 1

MULTIPLE CHOICE QUESTIONS Part 1: Struktur, Bindning Topic: Lewis Structures, Formal Charges
(Answers on page 14) 5. Listed below are electron dot formulas for several simple molecules and ions. All
valence electrons are shown; however, electrical charges have been omitted deliberately.

Topic: Atomic Orbitals, Molecular Orbitals Hybridization H H H H

.. .. .. ..
H : Be : H H:B:H H:N:H H:N:H H:O:H
.. .. .. ..
1. When the 1s orbitals of two hydrogen atoms combine to form a hydrogen molecule,
H H
how many molecular orbitals are formed?
A) 1 I II III IV V
B) 2
C) 3 Which of the structures actually bear(s) a positive charge?
D) 4 A) I
E) 5 B) II
C) III
D) III & V
2. When the ls orbitals of two hydrogen atoms combine to form a hydrogen molecule, E) IV & V
which molecular orbitals are formed?
A) One bonding molecular orbital only
B) Two bonding molecular orbitals 6. What is the formal charge on oxygen in the following structure?
C) One bonding molecular orbital and one antibonding molecular orbital ..
H3C O CH3
D) Two antibonding molecular orbitals
E) Three bonding molecular orbitals CH3
A) +2
B) +1
3. The following electron configuration represents _______. C) 0
D) -1
E) -2
1s 2sp3 2sp3 2sp3 2sp3
A) the ground state of boron.
B) the sp3 hybridized state of carbon. 7. In which structure(s) below does the oxygen have a formal charge of +1?
C) the sp3 hybridized state of nitrogen. .. .. ..
..
D) the ground state of carbon. H O H H O: H C O H H3C O CH3
E) an excited state of carbon. ..
H H CH3
s
I II III IV
4. Identify the atomic orbitals in the C-C sigma bond in ethyne. A) I only
A) (2sp2, 2sp2) B) II only
B) (2sp3, 2sp3) C) I and III
C) (2sp, 2sp) D) I and IV
D) (2p, 2p) E) I, III, and IV
E) (2sp, 1s)

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 Chapter 1 Chapter 1

8. Which structure(s) contain(s) an oxygen that bears a formal charge of +1? Topic: Lewis Structures, Formal Charges
.. ..
:O :O 11. Which of the following is an ion with a single negative charge?
..
.. .. .. .. A) H3C O :
H C : O C O: H3C O H H3C O CH3 C .. .. ....
B) : O N O :
:O : : : : O
.. H CH3
O
.. ..: .. ..
C) : O:
I II III IV V ..
:O N
A) I and II :O..:
B) III and IV D) All of these
C) V E) None of these
D) II
E) I and V
12. Which is NOT a correct Lewis structure?
..
A) H N F :
9. Which of the following molecules or ions has a nitrogen with a formal charge of -1? ..
(Charges on ions have been omitted.) H
..
A) : N H B) H
..
H H C F:
.. ..
B) H N H
.H. ..
C) H O O H
H .. . .. .
..
C) H N CH3 D) :O H
..
H
H
.. .O. B
D) H3C N CH3 :O.. H
E) None of these
H
E) H3C C N:

13. Listed below are electron dot formulas for several simple molecules and ions. All
valence electrons are shown; however, electrical charges have been omitted deliberately.
10. In which structure(s) below does nitrogen have a formal charge of +1?
.. H .. .. .. ..
H3C N H3C N H N H H H H
CH2 .. .OH
. H3C NH2 H3C N CH3
.. .. .. ..
H
H : Be : H H:B:H H:N:H H:N:H H:O:H
H CH3 .. .. .. ..
I II III IV V H H
I II III IV V
A) I
B) II and IV Which of the structures is negatively charged?
C) III and V A) I
D) I and V
B) II
E) V C) III
D) IV
E) V

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 Chapter 1 Chapter 1

Topic: Lewis Structures, Formal Charges Topic: Lewis Structures, Formal Charges Molecular Geometry

14. Which compound contains a nitrogen atom with a formal positive charge? 17. Expansion of the valence shell to accommodate more than eight electrons is possible
with:
H
N A) Fluorine
N N B) Nitrogen
C) Carbon
D) Sulfur
I II III E) Beryllium

A) I 18. Based on VSEPR theory, which of the following would have a trigonal planar shape?
B) II A) CH3)3N
C) III B) HCN
D) More than one of the above C) NH4+
E) None of the above D) CH3!
E) CH3+

15. In which of these cases does the central atom have a zero formal charge?
A) HFH 19. What shape does the methyl cation, CH3+, have?
B) H A) Octahedral
H3C O CH3 B) Tetrahedral
C) F C) Trigonal planar
D) Linear
F B F
E) Trigonal pyramidal
F
D) H 20. What bond angle is associated with a tetrahedral molecule?
H3C N CH3 A) 120
B) 109.5
H
CH3 C) 180
E)
D) 90
H3C C CH3 E) 45
CH3
21. What would be the spatial arrangement of the atoms of the methyl anion, :CH3-?
A) Octahedral
16. The formal charge on sulfur in sulfuric acid is: B) Tetrahedral
O C) Trigonal planar
D) Linear
H O S O H
E) Trigonal pyramidal
O
A) 0 22. Which of these structures would be a perfectly regular tetrahedron?
B) -1 A) CH3Br
C) +1 B) CH2Br2
D) -2 C) CHBr3
E) +2 D) CBr4
E) More than one of these

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 Chapter 1 Chapter 1

Topic: Periodic Properties, Electronegativity Topic: Atomic Orbitals, Bonding

23. Select the most electronegative element. 28. Which of these substances contains both covalent and ionic bonds?
A) H A) NH4Cl
B) O B) H2O2
C) N C) CH4
D) B D) HCN
E) C E) H2S

Topic: Atomic Orbitals, Hybridization Topic: Atomic Orbitals, Periodic Trends, Electronegativity
3
24. In which molecule is the central atom sp hybridized? 29. The greatest degree of ionic character is anticipated for the bond between:
A) CH4 A) H and C
B) NH3 B) H and Cl
C) H2O C) C and Cl
D) All of these D) H and Br
E) None of these E) Br and Cl

25. Which compound has the shortest carbon-carbon bond(s)? Topic: Atomic Orbitals, Hybridization
A) CH3CH3
B) CH2=CH2 30. Which molecule contains an sp-hybridized carbon?
C) HC"CH A) HCN
D) CH3CH2CH3 B) CH2=CH2
E) All carbon-carbon bonds are the same length. C) CH3Cl
D) H
26. Which of the following contains an sp2-hybridized carbon? C O
A) CH4 H
B) CH3:! E) CH3CH3
C) CH3CH3
D) CH3+ Topic: Atomic Orbitals, Lewis structures, Resonance
E) HC"CH
31. Which of the structures below is not expected to contribute to the CO2 resonance
27. Which is the shortest of the carbon-carbon single bonds indicated by arrows in the hybrid?
following compounds? A)
O C O
A) B) O C O
H3C CH3
C) O C O
B) D)
O C O
H3C C CH E)
C) CH2 O C O

H3C CH
D)
HC C C CH
E) H2C
HC C CH

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 Chapter 1 Chapter 1

Topic: Atomic Orbitals, Lewis Structures, Resonance Topic: General

36. Credit for the first synthesis of an organic compound from an inorganic precursor is
32. Which of the following pairs are NOT resonance structures? usually given to:
A) A) Berzelius

:
B) Arrhenius

:
H 3C O N O : and H 3C O N O :
: C) Kekule

:
B) .. D) Wohler
:

:
O C O .. and O C O
..

..
.. E) Lewis

C) Topic: Isomerism

.
..
.
O
37. CH3CH2OCH2CH3 and CH3CH2CH2CH2OH are examples of what are now termed:
:

:
:

H 3C O N O : and H 3C N
A) Structural isomers
:

..
..
B) Resonance structures

:
D) Each of these pairs represents resonance structures. C) Functional isomers
E) None of these pairs represents resonance structures. D) Empirical isomers
E) Constitutional isomers
Topic: Empirical and Molecular Formulas
Topic: Hybridization
33. What is the empirical formula for cyclohexane? (Its molecular formula is C6H12.) 38. What is the approximate hybridization state of the oxygen molecule in ethanol,
A) CH C2H5OH?
B) CH2 A) sp
C) C2H4 B) sp2
D) C6H6 C) sp3
E) C2H2 D) p3
E) d2sp3
34. A compound consists only of carbon, hydrogen and oxygen. Elemental analysis gave:
C, 70.5%, H, 13.8%. The molecular weight of the compound was found to be 103 +/- 3. Topic: Lewis structures, Hybridization
What is the molecular formula for the compound? 39. Which molecule has a non-linear structure (i.e., for which molecule are the nuclei not in
A) C6H12O a straight line)?
B) C5H12O2 A) O=C=O
C) C3H2O4 B) HOH
D) C3H6O3 C) HCl
E) C6H14O D) HC"N
E) HC"CH
Topic: Isomerism
Topic: Isomerism
35. Which of the following is a set of constitutional isomers? 40. Which of the following structures represent compounds that are constitutional isomers
Br of each other?

Br Br Br

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

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 Chapter 1 Chapter 1

Topic: Isomerism Topic: Isomerism

41. Which compound is not an isomer of the others? 44. Which of the following represent a pair of constitutional isomers?
A)
O OH and
OH O B) CH3CH=CH2 and CH2=CHCH3
I II III IV C) Br Br
A) I Br H
H and Br
B) II
C) III H H
D) IV D) Br Br
E) All of the above are isomers of each other. H and H
Br H
H Br
42. Consider the following: E) More than one of these

CH3CH2CH=CHCH2CH3 CH3CH2CH2CH2CH=CH2
I II 45. Cis-trans: isomerism is possible only in the case of:
A) CH2=CBr2
CH3CH=CHCH2CH2CH3 CH2=CHCH2CH2CH2CH3 B) CH2=CHBr
III IV C) BrCH=CHBr
D) Br2C=CHBr
Which two structures represent the same compound? E) Br2C=CBr2
A) I and II
B) II and III
C) I and III Topic: Atomic Orbitals, Hybridization, Bonding
D) II and IV
E) None of these 46. Identify the atomic orbitals involved in the C-2---C-3 sigma bond (indicated by an
arrow) in the following molecule:
1
43. Consider the following: 4 2
6
CH3CH2CH2CH=CHCH2CH2CH3 CH3CH2CH2CH2CH2CH2CH=CH2 7 5 3
I II A) sp2, sp2
B) sp2, sp
CH3CH2CH=CHCH2CH2CH2CH3 CH2=CHCH2CH2CH2CH2CH2CH3 C) sp2, sp3
III IV D) sp3, sp2
Which structures can exist as cis-trAns: isomers? E) sp, sp2
A) I and II
B) I and III Topic: Molecular Geometry
C) I and IV
D) II and III 47. Based on the VSEPR theory, which of the following would have a tetrahedral
E) I alone arrangement of electrons around the central atom?
A) BH3
B) NO2 !
C) SiH4
D) CO3 2!
E) SO3

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 Chapter 1 Chapter 1

Topic: Periodic Trends, Electronegativity

48. Select the least electronegative element

Svar: Part 1: Struktur, Bindning
A) P
Frga Svar Rtt/Fel Kpmmentar
B) N 1 B
C) Mg 2 C
D) Si 3 C
E) K 4 C
5 E
6 B
Topic: Atomic Orbitals, Hybridization 7 E
8 B
49. In which molecule(s) can the molecular geometry be attributed to an sp2 hybridized 9 A
10 A
central atom?
11 D
A) PBr3
12 A
B) CH4 13 B
C) CHCl3 14 D
D) HNO2 15 E
E) None of the above has an sp2 hybridized central atom 16 A
17 D
18 E
Topic: Bonding, Atomic Orbitals, Hybridization 19 C
20 B
50. Which molecule has the shortest carbon-carbon single bond? 21 E
22 D
23 B
24 D
25 C
I II III 26 D
27 D
28 A
29 B
30 A
IV V 31 D
A) I 32 C
B) II 33 B
34 E
C) III
35 E
D) IV 36 D
E) V 37 E
38 C
39 B
40 C
41 A
42 D
43 B
44 E
45 C
46 E
47 C
48 E
49 D
50 E

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