Deck 2: Anatomy of an Organic Molecule
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Deck 2: Anatomy of an Organic Molecule
1
A molecule contains only carbon and hydrogen atoms,a single ring,and two ð bonds.Which of the following represents its possible formula?
A)C10H16
B)C12H18
C)C9H18
D)C11H16
A)C10H16
B)C12H18
C)C9H18
D)C11H16
C10H16
2
What is the IUPAC name of the following molecule? 
A)7-ethyl-3-methyl-5-isopropylnonane
B)3-ethyl-7-methyl-5-isopropylnonane
C)7-ethyl-5-isopropyl-3-methylnonane
D)3-ethyl-5-isopropyl-7-methylnonane

A)7-ethyl-3-methyl-5-isopropylnonane
B)3-ethyl-7-methyl-5-isopropylnonane
C)7-ethyl-5-isopropyl-3-methylnonane
D)3-ethyl-5-isopropyl-7-methylnonane
3-ethyl-5-isopropyl-7-methylnonane
3
What is the general formula for a saturated alkane?
A)CnH2n+2
B)CnH2n
C)CnH2n-2
D)CnHn
A)CnH2n+2
B)CnH2n
C)CnH2n-2
D)CnHn
CnH2n+2
4
Which of the following molecules contains both a hydrogen bond donor and a hydrogen bond acceptor?
A)
B)
C)
D)
A)

B)

C)

D)

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5
Which of the following molecules CANNOT act as a hydrogen bond acceptor?
A)
B)
C)
D)
A)

B)

C)

D)

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6
What is the IUPAC name of the following molecule? 
A)6-carboxy-5-methylhexan-2-one
B)1-carboxy-2-methylhexan-5-one
C)2-methyl-5-oxohexanoic acid
D)5-methyl-2-oxohexanoic acid

A)6-carboxy-5-methylhexan-2-one
B)1-carboxy-2-methylhexan-5-one
C)2-methyl-5-oxohexanoic acid
D)5-methyl-2-oxohexanoic acid
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7
What describes the following functional group? 
A)anhydride
B)ether
C)acetal
D)ester

A)anhydride
B)ether
C)acetal
D)ester
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8
Which functional group is NOT present in the structure of heroin shown below? 
A)amine
B)ester
C)ether
D)acid anhydride

A)amine
B)ester
C)ether
D)acid anhydride
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9
Which functional group is present in the structure of heroin shown below? 
A)amide
B)acid anhydride
C)alkene
D)ether

A)amide
B)acid anhydride
C)alkene
D)ether
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10
What describes the following functional group? 
A)nitro
B)nitrile
C)amine
D)amide

A)nitro
B)nitrile
C)amine
D)amide
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11
Which of the following best describes the molecules shown below? 
A)I is more soluble in water and has a higher melting point than II.
B)I is less soluble in water and has a higher melting point than II.
C)I is more soluble in water and has a lower melting point than II.
D)I is less soluble in water and has a lower melting point than II.

A)I is more soluble in water and has a higher melting point than II.
B)I is less soluble in water and has a higher melting point than II.
C)I is more soluble in water and has a lower melting point than II.
D)I is less soluble in water and has a lower melting point than II.
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12
What describes the following functional group? 
A)anhydride
B)hemiacetal
C)acetal
D)hydrate

A)anhydride
B)hemiacetal
C)acetal
D)hydrate
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13
What describes the following functional group? 
A)nitro
B)nitrile
C)amine
D)amide

A)nitro
B)nitrile
C)amine
D)amide
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14
A linear hydrocarbon contains two sp hybridized carbons and four sp2 hybridized carbons.Which of the following represents its possible formula?
A)C9H14
B)C9H16
C)C10H14
D)C10H12
A)C9H14
B)C9H16
C)C10H14
D)C10H12
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15
Which of the following best describes the molecules shown below? 
A)I has stronger London dispersion forces and a higher boiling point than II.
B)I has weaker London dispersion forces and a higher boiling point than II.
C)I has stronger London dispersion forces and a lower boiling point than II.
D)I has weaker London dispersion forces and a lower boiling point than II.

A)I has stronger London dispersion forces and a higher boiling point than II.
B)I has weaker London dispersion forces and a higher boiling point than II.
C)I has stronger London dispersion forces and a lower boiling point than II.
D)I has weaker London dispersion forces and a lower boiling point than II.
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16
What is the IUPAC name of the following molecule? 
A)3,6-diethyl-2,5-dimethyloctane
B)3,6-diethyl-4,7-dimethyloctane
C)6-ethyl-3-isopropyl-5-dimethyloctane
D)3-ethyl-6-isopropyl-4-dimethyloctane

A)3,6-diethyl-2,5-dimethyloctane
B)3,6-diethyl-4,7-dimethyloctane
C)6-ethyl-3-isopropyl-5-dimethyloctane
D)3-ethyl-6-isopropyl-4-dimethyloctane
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17
Which of the following formulas represents an unsaturated molecule.
A)C10H22O
B)C7H12F2Cl2
C)C5H10OBr2
D)C8H18N2
A)C10H22O
B)C7H12F2Cl2
C)C5H10OBr2
D)C8H18N2
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18
Which of the following best describes a functional group?
A)It is a part of a molecule that contains ð bonds.
B)It is a part of a molecule that contains heteroatoms.
C)It is a part of a molecule that contains ð bonds and/or heteroatoms.
D)It is a part of a molecule that contains ð bonds and heteroatoms.
A)It is a part of a molecule that contains ð bonds.
B)It is a part of a molecule that contains heteroatoms.
C)It is a part of a molecule that contains ð bonds and/or heteroatoms.
D)It is a part of a molecule that contains ð bonds and heteroatoms.
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19
What is the IUPAC name of the following molecule? 
A)5-methylhexan-2-one
B)5-methylhexan-2-al
C)2-methylhexan-5-one
D)2-methylhexan-5-al

A)5-methylhexan-2-one
B)5-methylhexan-2-al
C)2-methylhexan-5-one
D)2-methylhexan-5-al
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20
What is the IUPAC name of the following molecule? 
A)pent-1-en-3-yne
B)pent-3-yne-1-ene
C)pent-3-en-1-yne
D)pent-1-yne-3-ene

A)pent-1-en-3-yne
B)pent-3-yne-1-ene
C)pent-3-en-1-yne
D)pent-1-yne-3-ene
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21
Which of the following best describes the solvent methanol?
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
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22
Which of the following best describes the solvent dimethylforamide (DMF)shown below? 
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic

A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
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23
How many hydrogen bond accepting pairs of electrons does the molecule of penicillin (shown below)contain? 
A)6
B)7
C)10
D)12

A)6
B)7
C)10
D)12
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24
Which of the following best describes the molecule of heroin shown below? 
A)H-bond donor
B)H-bond acceptor
C)both H-bond donor and H-bond acceptor
D)neither a H-bond donor or a H-bond acceptor

A)H-bond donor
B)H-bond acceptor
C)both H-bond donor and H-bond acceptor
D)neither a H-bond donor or a H-bond acceptor
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25
How many hydrogen bond donors does the molecule of penicillin (shown below)contain? 
A)0
B)1
C)2
D)4

A)0
B)1
C)2
D)4
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26
Which of the following best describes the solvent diethyl ether?
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
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27
How many hydrogen bond accepting pairs of electrons does the molecule of heroin (shown below)contain? 
A)1
B)5
C)6
D)11

A)1
B)5
C)6
D)11
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28
Which functional group is NOT present in the molecule of penicillin shown below? 
A)amide
B)benzene
C)carboxylic acid
D)ketone

A)amide
B)benzene
C)carboxylic acid
D)ketone
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29
What is the strongest intermolecular force that the molecule shown below is capable of making? 
A)London dispersion
B)electrostatics
C)dipole-dipole
D)hydrogen bonding

A)London dispersion
B)electrostatics
C)dipole-dipole
D)hydrogen bonding
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30
Rank the following in terms of increasing solubility in water (least to most). 
A)I,II,III
B)III,II,I
C)II,I,III
D)III,I,II

A)I,II,III
B)III,II,I
C)II,I,III
D)III,I,II
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31
Which statement best describes the two molecules shown below? 
A)I has a higher melting point and higher solubility in water than II.
B)I has a higher melting point and lower solubility in water than II.
C)I has a lower melting point and higher solubility in water than II.
D)I has a lower melting point and lower solubility in water than II.

A)I has a higher melting point and higher solubility in water than II.
B)I has a higher melting point and lower solubility in water than II.
C)I has a lower melting point and higher solubility in water than II.
D)I has a lower melting point and lower solubility in water than II.
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32
How many ð bonds can be found in the structure of penicillin shown below? 
A)2
B)3
C)5
D)6

A)2
B)3
C)5
D)6
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33
Which of the following best describes the solvent dimethylsulfoxide (DMSO)shown below? 
A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic

A)polar and protic
B)polar and aprotic
C)non-polar and protic
D)non-polar and aprotic
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34
Which functional group is present in the molecule of penicillin shown below? 
A)amine
B)ketone
C)carboxylic acid
D)alcohol

A)amine
B)ketone
C)carboxylic acid
D)alcohol
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35
Which functional group has the highest priority using IUPAC naming?
A)ketone
B)alkene
C)ether
D)carboxylic acid
A)ketone
B)alkene
C)ether
D)carboxylic acid
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36
How many hydrogen bond donor sites does the molecule of heroin (shown below)contain? 
A)0
B)1
C)6
D)7

A)0
B)1
C)6
D)7
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37
Which of the following represents the strongest intermolecular force?
A)London dispersion
B)electrostatics
C)dipole-dipole
D)hydrogen bonding
A)London dispersion
B)electrostatics
C)dipole-dipole
D)hydrogen bonding
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38
What intermolecular force is possible in the following molecule of heroin,shown below? 
A)London dispersion
B)London forces and dipole-dipole
C)dipole-dipole and electrostatic
D)London dispersion and electrostatic

A)London dispersion
B)London forces and dipole-dipole
C)dipole-dipole and electrostatic
D)London dispersion and electrostatic
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39
Which of the following would be least soluble in water?
A)
B)
C)
D)
A)

B)

C)

D)

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40
Rank the following in terms of increasing boiling point (least to most). 
A)III,I,II
B)II,I,III
C)I,II,III
D)I,III,II

A)III,I,II
B)II,I,III
C)I,II,III
D)I,III,II
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41
Acetonitrile is a polar protic solvent.
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42
London dispersion is the principle intermolecular force among alkenes.
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43
In order to be a hydrogen bond acceptor,an atom needs to have a lone pair of electrons.
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44
Methanol is a polar protic solvent.
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45
Ketones have a prefix of oxy- when naming using IUPAC rules.
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46
Ketones can act as hydrogen bond donors.
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47
What is the IUPAC name of the compound shown below? 
A)1-chloro-2-methylcyclohexan-2-ol
B)2-chloro-1-methylcyclohexan-5-ol
C)4-chloro-5-methylcyclohexanol
D)4-chloro-3-methylcyclohexanol

A)1-chloro-2-methylcyclohexan-2-ol
B)2-chloro-1-methylcyclohexan-5-ol
C)4-chloro-5-methylcyclohexanol
D)4-chloro-3-methylcyclohexanol
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48
A nitrile bond contains two ð bonds.
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49
The stronger the intermolecular forces,the higher the melting point.
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50
Aldehydes have a suffix of -al when naming using IUPAC rules.
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51
Diethyl ether is a non-polar solvent.
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52
Which of the following molecules would be expected to have the largest melting point?
A)
B)
C)
D)
A)

B)

C)

D)

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53
What is the IUPAC name of the compound shown below? 
A)1-ethyl-2,4-dimethyl-5-chloro-cyclohexane
B)5-chloro-1-ethyl-2,4-dimethylcyclohexane
C)1-chloro-5-ethyl-2,4-dimethylcyclohexane
D)1-chloro-2,4-dimethyl-5-ethylcyclohexane

A)1-ethyl-2,4-dimethyl-5-chloro-cyclohexane
B)5-chloro-1-ethyl-2,4-dimethylcyclohexane
C)1-chloro-5-ethyl-2,4-dimethylcyclohexane
D)1-chloro-2,4-dimethyl-5-ethylcyclohexane
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54
But- is a prefix that represents three carbons.
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55
Branched hydrocarbons are capable of more London dispersion forces than linear hydrocarbons with the same number of carbons.
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56
Branched hydrocarbons have higher boiling points than linear hydrocarbons with the same number of carbons.
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57
Substituents on an organic molecule are named in alphabetical order using IUPAC rules.
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58
Which of the following would be most soluble in water?
A)
B)
C)
D)
A)

B)

C)

D)

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59
Branched hydrocarbons are less soluble in water than linear hydrocarbons of similar size.
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60
What is the IUPAC name of the compound shown below? 
A)1-ethyl-3-isopropyl-4-methylcyclopentane
B)4-ethyl-1-isopropyl-2-methylcyclopentane
C)1-isopropyl-2-methyl-4-ethylcyclopentane
D)4-ethyl-2-methyl-1-isopropylcyclopentane

A)1-ethyl-3-isopropyl-4-methylcyclopentane
B)4-ethyl-1-isopropyl-2-methylcyclopentane
C)1-isopropyl-2-methyl-4-ethylcyclopentane
D)4-ethyl-2-methyl-1-isopropylcyclopentane
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61
A molecule that dissolves in water is known as _______________ .
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62
A molecule that is hydrophobic is expected to be insoluble in water.
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63
Linear hydrocarbons are capable of stronger London dispersion than similarly sized branched hydrocarbons.
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64
The prefix for a ketone is _______________ .
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65
Solubility is governed by the type and strength of the intermolecular interactions between solvent and solute.
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66
Dipole-dipole interactions involve the attraction of full formal charges.
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67
Alcohols are more polar than carboxylic acids.
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68
Secondary amines can act as hydrogen bond donors only.
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69
Quaternary amines are capable of electrostatic interactions.
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70
Esters are capable of acting as hydrogen bond _______________ .
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71
The suffix for an aldehyde is _______________ .
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72
A carbon-nitrogen triple bond is identified as a(n)_______________ functional group.
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73
Electrostatic interactions are stronger than hydrogen bonds.
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74
Ethers contain an oxygen atom with one ó bond and one ð bond.
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75
Nitrobenzene has a chemical formula of _______________ .
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76
DMF is known as a(n)_______________ solvent.
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77
The term _______________ translates to water fearing and represents most alkanes.
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78
Cyclic organic compounds are more soluble in water than linear organic compounds of similar size.
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79
4-bromo-2-methylhexanoic acid has a formula of _______________ .
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80
The general formula of a saturated hydrocarbon is_______________ .
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