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Which of the following bonds is the most polar?


A) O-H
B) C-H
C) C-C
D) H-H

E) A) and B)
F) None of the above

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Which of the following compounds is a ketone?


A) CH3CH2COOH
B) CH3CH2CHO
C) CH3CH2CH2OH
D) CH3COCH3

E) A) and C)
F) A) and B)

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Which atomic orbitals overlap to form the carbon-carbon σ\sigma molecular bonding orbital of ethyne, HC \equiv CH?


A) C2p + C2p
B) C2sp + C2sp
C) C2sp2 + C2sp2
D) C2sp3 + C2sp3

E) None of the above
F) A) and C)

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Draw bond-line structures of all of the aldehydes that have the formula C5H10O.

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Which of the following is a primary (1 \circ ) alcohol?  Which of the following is a primary (1<sup> \circ </sup>)  alcohol?   A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) All of the above
F) A) and B)

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Which of the following is an carboxylic ester? Which of the following is an carboxylic ester?   A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and D)
F) B) and D)

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How many electrons are there in the valence shell of the carbon atom of a methyl cation, CH3+?


A) 4
B) 5
C) 6
D) 7

E) A) and C)
F) C) and D)

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Provide a neatly drawn figure to show the atomic orbitals that overlap to form each of the bonds in ethene (ethylene, H2C=CH2). Label each bond (e.g., C-H σ\sigma bond) and indicate which atomic orbitals contribute to this bond (e.g., C 2sp3 + H 1s).

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Which of the following statements is not true regarding resonance structures?


A) Each resonance structure is in rapid equilibrium with all of the other structures
B) The resonance structures may have different energies
C) All resonance structures must have the same arrangement of atoms
D) All resonance structures must have the same number of electrons

E) A) and B)
F) None of the above

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Which of the following statements is not true regarding resonance structures?


A) All resonance structures must have the same number of electrons
B) Each atom in all of the resonance structures must have a complete shell of valence electrons
C) All resonance structures must have the same arrangement of atoms
D) All resonance structures must be valid Lewis structures

E) A) and B)
F) A) and C)

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Which atomic orbitals overlap to form the C=O bond of acetone, (CH3) 2C=O?


A) C 2sp3 + O 2sp2
B) C 2sp2 + O 2p
C) C 2sp2 + O 2sp2
D) C 2sp3 + O 2sp

E) C) and D)
F) All of the above

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Which of the following species possesses a formal charge?


A) CCl4
B) SiCl4
C) AlCl4
D) PCl3

E) A) and D)
F) C) and D)

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The hybridization on the numbered carbon atoms in the following compound would be Carbon 1 sp3 and Carbon 2 sp2. The hybridization on the numbered carbon atoms in the following compound would be Carbon 1 sp<sup>3</sup> and Carbon 2 sp<sup>2</sup>.

A) True
B) False

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Which of the following elements has the highest electronegativity?


A) C
B) P
C) Si
D) Cl

E) A) and D)
F) A) and C)

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What is the approximate value of the length of the C=C bond in ethane, CH2=CH2?


A) 121 pm
B) 134 pm
C) 142 pm
D) 154 pm

E) None of the above
F) A) and B)

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Which of the following statements is not true about the carbonate anion, CO32-?


A) All of the oxygen atoms bear the same amount of charge
B) All of the carbon-oxygen bonds are the same length
C) The carbon atom bears the negative charge
D) It is basic

E) A) and B)
F) A) and C)

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Provide a neatly drawn figure to show the atomic orbitals that overlap to form each of the bonds in ethyne (acetylene, HC \equiv CH). Label each bond (e.g., C-H σ\sigma bond) and indicate which atomic orbitals contribute to this bond (e.g., C 2sp3 + H 1s).

Correct Answer

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What is the approximate C-C-C bond angle in propyne, HC \equiv CCH3?


A) 90 \circ
B) 109 \circ
C) 120 \circ
D) 180 \circ

E) A) and D)
F) A) and C)

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The curved arrows in the resonance structure for the acetate ion shown below The curved arrows in the resonance structure for the acetate ion shown below   indicate the following alternative resonance structure for the acetate ion.  indicate the following alternative resonance structure for the acetate ion. The curved arrows in the resonance structure for the acetate ion shown below   indicate the following alternative resonance structure for the acetate ion.

A) True
B) False

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Which of the following bonds has the smallest dipole moment?


A) C-N
B) C-O
C) C-F
D) O-H

E) A) and B)
F) All of the above

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