Deck 1: Covalent Bonding and Shapes of Molecules
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Deck 1: Covalent Bonding and Shapes of Molecules
1
Which of the following is a tertiary amine?
A)CH3CH2N(CH3)2
B)(CH3)3CNH2
C)CH3CH2NHCH3
D)CH3CH2NHCH(CH3)2
A)CH3CH2N(CH3)2
B)(CH3)3CNH2
C)CH3CH2NHCH3
D)CH3CH2NHCH(CH3)2
CH3CH2N(CH3)2
2
What is the ground-state electronic configuration of a sodium cation (sodium: atomic number 11)?
A)1s22s22p63s1
B)1s22s22p53s1
C)1s22s22p6
D)1s22s22p63s2
A)1s22s22p63s1
B)1s22s22p53s1
C)1s22s22p6
D)1s22s22p63s2
1s22s22p6
3
What is the ground-state electronic configuration of a nitrogen atom (nitrogen: atomic number 7)?
A)1s22s12p4
B)1s22s22p3
C)1s12s12p5
D)1s22s22p2
A)1s22s12p4
B)1s22s22p3
C)1s12s12p5
D)1s22s22p2
1s22s22p3
4
Which of the following is a tertiary alcohol?
A)CH3CH2OCH3
B)(CH3)3COH
C)(CH3)2CHOH
What is the correct assignment of the na
A)CH3CH2OCH3
B)(CH3)3COH
C)(CH3)2CHOH
What is the correct assignment of the na
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5
Which of the following species possesses a formal charge?
A)CCl4
B)SiCl4
C)AlCl4
D)PCl3
A)CCl4
B)SiCl4
C)AlCl4
D)PCl3
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6
Which of the following compounds is a ketone?
A)CH3CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3COCH3
A)CH3CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3COCH3
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7
Which of the following species possesses a formal charge?
A)BH3
B)BH4
C)CCl4
D)H2S
A)BH3
B)BH4
C)CCl4
D)H2S
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8
Which of the following compounds is a carboxylic ester?
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2COOCH3
D)CH3CH2COCH3
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2COOCH3
D)CH3CH2COCH3
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9
Which of the following species has an atom that has an unfilled valence shell of electrons?
A)molecular hydrogen, H2
B)hydroxide anion, HO-
C)boron trifluoride, BF3
D)water, H2O
A)molecular hydrogen, H2
B)hydroxide anion, HO-
C)boron trifluoride, BF3
D)water, H2O
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10
Which of the following is a primary amine?
A)CH3CH2NHCH3
B)CH3CH2NHCH(CH3)2
C)CH3CH2N(CH3)2
D)(CH3)3CNH2
A)CH3CH2NHCH3
B)CH3CH2NHCH(CH3)2
C)CH3CH2N(CH3)2
D)(CH3)3CNH2
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11
What is the ground-state electronic configuration of a fluoride anion (fluorine: atomic number 9)?
A)1s22s22p2
B)1s22s22p5
C)1s22s22p6
D)1s22s22p7
A)1s22s22p2
B)1s22s22p5
C)1s22s22p6
D)1s22s22p7
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12
Which of the following compounds is an alcohol?
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2CH2OH
D)CH3CH2CHO
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2CH2OH
D)CH3CH2CHO
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13
Which of the following compounds is a ketone?
A)CH3CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3COCH3
A)CH3CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3COCH3
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14
Which of the following compounds is an aldehyde?
A)CH3CH2CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3CH2COCH3
A)CH3CH2CH2COOH
B)CH3CH2CHO
C)CH3CH2CH2OH
D)CH3CH2COCH3
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15
Which of the following is trigonal planar?
A)boron trifluoride, BF3
B)methyl anion, CH3-
C)methane, CH4
D)ammonia, NH3
A)boron trifluoride, BF3
B)methyl anion, CH3-
C)methane, CH4
D)ammonia, NH3
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16
Which of the following species has an atom that has an unfilled valence shell of electrons?
A)molecular bromine, Br2
B)fluoride anion, F-
C)ammonia, NH3
D)aluminum trichloride, AlCl3
A)molecular bromine, Br2
B)fluoride anion, F-
C)ammonia, NH3
D)aluminum trichloride, AlCl3
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17
How many electrons can the shell with a principal quantum number of 2 hold?
A)1
B)2
C)4
D)8
A)1
B)2
C)4
D)8
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18
How many electrons can the shell with a principal quantum number of 1 hold?
A)1
B)2
C)4
D)8
A)1
B)2
C)4
D)8
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19
What is the ground-state electronic configuration of a fluorine atom (fluorine: atomic number 9)?
A)1s12s12p7
B)1s22s22p5
C)1s22s22p6
D)1s02s22p7
A)1s12s12p7
B)1s22s22p5
C)1s22s22p6
D)1s02s22p7
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20
Which of the following compounds is a carboxylic acid?
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2CH2OH
D)CH3CH2CHO
A)CH3CH2COOH
B)CH3CH2OCH3
C)CH3CH2CH2OH
D)CH3CH2CHO
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21
Which of the following bonds has the smallest dipole moment?
A)Li-Cl
B)C-H
C)O-H
D)H-Cl
A)Li-Cl
B)C-H
C)O-H
D)H-Cl
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22
Which of the following bonds is a polar covalent bond?
A)Na-Cl
B)C-Cl
C)C-H
D)Cl-Cl
A)Na-Cl
B)C-Cl
C)C-H
D)Cl-Cl
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23
Which of the following bonds has the smallest dipole moment?
A)C-N
B)C-O
C)C-F
D)O-H
A)C-N
B)C-O
C)C-F
D)O-H
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24
What is the approximate C-C-C bond angle in propyne, HC CCH3?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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25
Which of the following molecules has a molecular dipole moment?
A)H2O
B)CO2
C)HC CH
D)Cl2
A)H2O
B)CO2
C)HC CH
D)Cl2
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26
Which of the following is an ionic bond?
A)F-F
B)C-H
C)Li-O
D)C-N
A)F-F
B)C-H
C)Li-O
D)C-N
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27
Which of the following molecules has a molecular dipole moment? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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28
What is the approximate H-C-O bond angle in formaldehyde, H2C=O?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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29
Which of the following molecules has a molecular dipole moment?
A)CO2
B)BF3
C)NH3
D)CH4
A)CO2
B)BF3
C)NH3
D)CH4
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30
What is the approximate C-C-C bond angle in propene, CH3CH=CH2?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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31
Which of the following bonds is a polar covalent bond?
A)Na-F
B)C-H
C)C-O
D)Cl-Cl
A)Na-F
B)C-H
C)C-O
D)Cl-Cl
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32
Which of the following molecules is not linear?
A)H2O
B)CO2
C)HC CH
D)Cl2
A)H2O
B)CO2
C)HC CH
D)Cl2
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33
Which of the following is an ionic bond?
A)Br-Br
B)C-Cl
C)C-S
D)Na-O
A)Br-Br
B)C-Cl
C)C-S
D)Na-O
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34
Which of the following molecules has a molecular dipole moment? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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35
Which of the following elements has the highest electronegativity?
A)N
B)C
C)O
D)S
A)N
B)C
C)O
D)S
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36
Which of the following elements has the highest electronegativity?
A)C
B)P
C)Si
D)Cl
A)C
B)P
C)Si
D)Cl
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37
Which of the following best represents the shape of the 2s atomic orbital of carbon? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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38
Which of the following bonds is the most polar?
A)F-F
B)H-F
C)C-H
D)C-Si
A)F-F
B)H-F
C)C-H
D)C-Si
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39
What is the approximate value of the H-C-H bond angles in methane, CH4?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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40
Which of the following bonds is the most polar?
A)O-H
B)C-H
C)C-C
D)H-H
A)O-H
B)C-H
C)C-C
D)H-H
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41
What is the approximate value of the H-C-H bond angles in a methyl anion, CH3-?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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42
How many electrons are there in the valence shell of the nitrogen atom of ammonia?
A)4
B)5
C)6
D)8
A)4
B)5
C)6
D)8
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43
Which of the following best represents an sp2 hybridized atomic orbital of carbon which overlaps with the 1s atomic orbital of hydrogen to form a C-H bonding molecular orbital in ethene, H2C=CH2 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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44
How many electrons are there in the valence shell of the carbon atom of the methyl anion, CH3-?
A)2
B)4
C)6
D)8
A)2
B)4
C)6
D)8
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45
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
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
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46
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
A)C 2sp3 + O 2sp2
B)C 2sp2 + O 2p
C)C 2sp2 + O 2sp2
D)C 2sp3 + O 2sp
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47
Which of the following best represents the shape of a 2p atomic orbital of carbon? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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48
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
A)4
B)5
C)6
D)7
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49
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
A)121 pm
B)134 pm
C)142 pm
D)154 pm
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50
How many electrons are there in the valence shell of the oxygen atom of water?
A)2
B)4
C)6
D)8
A)2
B)4
C)6
D)8
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51
What is the approximate value of the H-C-H bond angles in a methyl cation, CH3+?
A)90
B)109
C)120
D)180
A)90
B)109
C)120
D)180
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52
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
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
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53
Which of the following statements is not true about the acetate anion, CH3CO2-?
A)The oxygen atoms bear the same amount of charge
B)The two carbon-oxygen bonds are the same length
C)The carbon atom bears the negative charge
D)It is basic
A)The oxygen atoms bear the same amount of charge
B)The two carbon-oxygen bonds are the same length
C)The carbon atom bears the negative charge
D)It is basic
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54
Rank the following in order of decreasing importance as a contributing resonance structure to the molecular structure of acetone, CH3COCH3 (more important > less important) 
A)1 > 2 > 3
B)1 > 3 > 2
C)2 > 1 > 3
D)3 > 1 > 2

A)1 > 2 > 3
B)1 > 3 > 2
C)2 > 1 > 3
D)3 > 1 > 2
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55
Which of the following best represents an sp3 hybridized atomic orbital containing the lone pair of electrons of ammonia, NH3? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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56
What is the approximate value of the length of the C C bond in ethyne, HC CH?
A)121 pm
B)134 pm
C)142 pm
D)154 pm
A)121 pm
B)134 pm
C)142 pm
D)154 pm
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57
Which of the following resonance structures is the least important contributor to the resonance hybrid of the acetate anion, CH3COO-? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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58
Which atomic orbitals overlap to form the C-O bond of dimethyl ether, (CH3)2O?
A)C 2sp3 + O 2sp2
B)C 2sp2 + O 2p
C)C 2sp2 + O 2sp2
D)C 2sp3 + O 2sp3
A)C 2sp3 + O 2sp2
B)C 2sp2 + O 2p
C)C 2sp2 + O 2sp2
D)C 2sp3 + O 2sp3
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59
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
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
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60
Which atomic orbitals overlap to form the carbon-hydrogen bonding molecular orbitals of ethane, CH3CH3?
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
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61
Overlap of the two atomic orbitals as shown could result in the formation of a bond.


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62
Which of the following is an carboxylic ester? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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63
Which of the following resonance structures makes the largest contribution to the structure of [H2CCHO]-? ![<strong>Which of the following resonance structures makes the largest contribution to the structure of [H<sub>2</sub>CCHO]<sup>-</sup>? </strong> A)1 B)2 C)3 D)4](https://storage.examlex.com/TB1813/11ea7d75_f5d8_c126_b9bd_8bc12cf070dc_TB1813_00_TB1813_00.jpg)
A)1
B)2
C)3
D)4
![<strong>Which of the following resonance structures makes the largest contribution to the structure of [H<sub>2</sub>CCHO]<sup>-</sup>? </strong> A)1 B)2 C)3 D)4](https://storage.examlex.com/TB1813/11ea7d75_f5d8_c126_b9bd_8bc12cf070dc_TB1813_00_TB1813_00.jpg)
A)1
B)2
C)3
D)4
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64
What is the approximate strength of the C-C bond of ethane?
A)376 kJ/mol (90 kcal./mol)
B)422 kJ/mol (101 kcal./mol)
C)556 kJ/mol (133 kcal./mol)
D)727 kJ/mol (174 kcal./mol)
A)376 kJ/mol (90 kcal./mol)
B)422 kJ/mol (101 kcal./mol)
C)556 kJ/mol (133 kcal./mol)
D)727 kJ/mol (174 kcal./mol)
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65
Which of the following shows curved arrows that correctly accounts for the differences between the two structures? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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66
Which of the following statements is not true?
A)The sp3C-H bond of an alkane is weaker than the spC-H bond of an alkyne.
B)The carbon-carbon triple bond of an alkyne is shorter than the carbon-carbon bond of alkenes.
C)The carbon-carbon triple bond of an alkene is exactly three times as strong as a carbon-carbon single bond of an alkane.
D)The sp3C-H bond of an alkane is longer than the spC-H bond of an alkyne.
A)The sp3C-H bond of an alkane is weaker than the spC-H bond of an alkyne.
B)The carbon-carbon triple bond of an alkyne is shorter than the carbon-carbon bond of alkenes.
C)The carbon-carbon triple bond of an alkene is exactly three times as strong as a carbon-carbon single bond of an alkane.
D)The sp3C-H bond of an alkane is longer than the spC-H bond of an alkyne.
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67
Which of the following is a secondary (2 ) amine? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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68
The following two structural formulas represent isomers.



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69
Which atomic orbitals overlap to form the carbon-carbon molecular bonding orbital of ethyne, HC CH?
A)C2p + C2p
B)C2sp + C2sp
C)C2sp2 + C2sp2
D)C2sp3 + C2sp3
A)C2p + C2p
B)C2sp + C2sp
C)C2sp2 + C2sp2
D)C2sp3 + C2sp3
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70
Which atomic orbitals overlap to form the carbon-carbon and bonding molecular orbitals of ethene, H2C=CH2?
A)C2sp3 + C2sp3, and C2p + C2p
B)C2sp2 + C2sp2, and C2sp2 + C2sp2
C)C2sp2 + C2sp2, and C2p + C2p
D)C2sp3 + C2sp3, and C2sp2 + C2sp2
A)C2sp3 + C2sp3, and C2p + C2p
B)C2sp2 + C2sp2, and C2sp2 + C2sp2
C)C2sp2 + C2sp2, and C2p + C2p
D)C2sp3 + C2sp3, and C2sp2 + C2sp2
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71
Which of the following is a primary (1 ) amine? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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72
Which atomic orbitals overlap to form the carbon-hydrogen bonding molecular orbitals of ethyne, HC CH?
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
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73
Consider the following molecular model.
The condensed structural formula would be 


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74
Which atomic orbitals overlap to form the carbon-hydrogen bonding molecular orbitals of ethene, H2C=CH2?
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
A)C2p + H1s
B)C2sp + H1s
C)C2sp2 + H1s
D)C2sp3 + H1s
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75
Which of the following is a primary (1 ) alcohol? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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76
Which of the circled bonds is the strongest? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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77
The hybridization on the numbered carbon atoms in the following compound would be Carbon 1 sp3 and Carbon 2 sp2. 

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78
Which of the following is/are tetrahedral?
1)methane, CH4
2)methyl carbocation, CH3+
3)methyl carbanion, CH3-
4)methyl radical, CH3-
A)only 1 and 2
B)only 1 and 3
C)only 1 and 4
D)only 2 and 3
1)methane, CH4
2)methyl carbocation, CH3+
3)methyl carbanion, CH3-
4)methyl radical, CH3-
A)only 1 and 2
B)only 1 and 3
C)only 1 and 4
D)only 2 and 3
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79
Which of the following is a tertiary (3 ) alcohol? 
A)1
B)2
C)3
D)4

A)1
B)2
C)3
D)4
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80
Consider the following structural formula.
The following is a resonance structure. 


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