Deck 23: Organic Chemistry

Question 1

The compounds 2,3-dimethylbutane and 2-methylpentane are

A)functional isomers.
B)structural isomers.
C)unrelated.
D)geometric isomers.
E)enantiomers.

Answer 1

structural isomers.

Question 2

Equal masses of each of the following are reacted with an excess of dioxygen.Which would form the greatest amount of carbon dioxide?

A)neopentane
B)n-pentane
C)isopentane
D)Two of these would form equal amounts.
E)All of these would form equal amounts.

Answer 2

All of these would form equal amounts.

Question 3

All of the following molecules except _________ make up a homologous series.

A)CH₃C H₂CH₂CH₂CH₂CH₃
B)CH₃CH₂CH₃
C)CH₃CH₂CH₂CH₃
D)CH₃CH₂CH₂CH₂CH₃
E)CH₃CHCHCH₃

Answer 3

CH₃CHCHCH₃

Question 4

Four of the following compounds are structural isomers.Which one is not?

A)
B)
C)
D)
E)

Question 5

What is the composition of crude oil?

A)mostly unsaturated hydrocarbons having 5-12 carbons per molecule
B)mostly hydrocarbons,but the precise composition varies widely depending on location
C)mostly aromatic hydrocarbons
D)mostly saturated hydrocarbons having 5-12 carbons per molecule
E)mostly saturated hydrocarbons having 12-20 carbons per molecule

Question 6

What is the molecular formula of a straight-chain alkene with 8 carbon atoms?

A)C₈ H₁₄
B)C₈ H₂₀
C)C₈ H₁₈
D)C₈ H₁₆
E)C₈ H₈

Question 7

Which of the following is a possible product of the chlorination of butane in the presence of light?

A)C₄H₉Cl₂
B)C₄H₆Cl₂
C)C₄H₁₀Cl₂
D)C₄H₉Cl
E)C₄H₈Cl

Question 8

It is possible to write at least two different structural formulas for each of the following molecular formulas except

A)C₂HCl₃.
B)C₃H₇Cl.
C)C₃H₆.
D)C₄H₁₀.
E)C₂H₂Cl₂.

Question 9

How many hydrogen atoms are needed to complete the following hydrocarbon structure?

A)4
B)6
C)2
D)8
E)3

Question 10

Which of the following structures is incorrect?

A)
B)
C)
D)
E)

Question 11

Which of the following statements is true concerning the two compounds 2,3-dimethylpentane and 2,4-dimethylpentane?

A)Because the two compounds are structural isomers,they should have the same molecular formula.
B)Because the two compounds are structural isomers,they should have identical chemical properties.
C)Because the two compounds are structural isomers,they should have identical physical properties.
D)Because the two compounds are enantiomers,they should rotate polarized light in opposite directions.
E)Because the two compounds are geometric isomers,one should be cis and the other should be trans.

Question 12

What is the molecular geometry around each carbon atom in a saturated hydrocarbon?

A)tetrahedral
B)trigonal planar
C)trigonal bipyramidal
D)linear
E)bent

Question 13

Which of the following molecules has the longest carbon-carbon bond distance?

A)C₆H₆
B)H₂CCO
C)H₂CCH₂
D)H₃CCH₃
E)HCCH

Question 14

Which of the following is an example of a condensed formula of an alkane?

A)C₃H₈
B)
C)
D)
E)CH₃CH₂CH₂CH₃

Question 15

How many structural isomers have the molecular formula C₆H₁₄?

A)5
B)2
C)4
D)1
E)3

Question 16

Which of the following chemical equations represents a substitution reaction?

A)C₂H₄ + Cl₂ → ClCH₂CH₂Cl
B)HCOOH + CH₃OH → HCOOCH₃ + H₂O
C)CH₃OH + ³/₂O₂ → CO₂ + 2H₂O
D)C₂H₄ + 3O₂ → 2CO₂ + 2H₂O
E)C₂H₆ + Cl₂ → CH₃CH₂Cl + HCl

Question 17

Based on the three condensed structural formulas below,which of the following statements is true?
1
2
3

A)Formulas 2 and 3 describe enantiomers.
B)Formulas 1 and 3 describe different compounds.
C)Formulas 1 and 2 describe structural isomers.
D)Formulas 1,2,and 3 all describe the same compound.
E)Formulas 2 and 3 describe geometric isomers.

Question 18

What category of hydrocarbons contains a carbon-carbon double bond?

A)cycloalkane
B)alkyne
C)alcohol
D)alkane
E)alkene

Question 19

What is the molecular formula of a cyclic alkane with 5 carbon atoms?

A)C₅ H₁₂
B)C₅ H₈
C)C₅ H₁₄
D)C₅ H₁₀
E)C₅ H₅

Question 20

Which of the following is the general formula for an alkane?

A)C_nH_2n+2
B)C_2nH_2n-2
C)C_nH_n
D)C_nH_2n
E)none of these

Question 21

What is the major product after addition of two HF to propyne,CH₃C≡CH?

A)CH₃CHFCH₂F
B)CH₂FCH₂CH₂F
C)CH₃CF₂CH₃
D)CH₃CH₂CF₂H
E)CH₃CHF=CH₂

Question 22

The functional group of an alkene consists of

A)3 σ bonds.
B)1 σ bond and 1 π bond.
C)2 σ bonds and 1 π bond.
D)2 σ bonds.
E)2 π bonds.

Question 23

What is the purpose of the circle in the condensed formula given below?

A)The circle represents the delocalization of the pi electrons.
B)The circle represents the delocalization of both the sigma and pi electrons.
C)The circle represents alternating single and double bonds in the ring.
D)B and C.
E)A,B,and C.

Question 24

The functional group of an alkyne consists of

A)3 σ bonds.
B)2 σ bonds and 1 π bond.
C)3 π bonds.
D)1 σ bond and 2 π bonds.
E)1 σ bond and 1 π bond.

Question 25

What is the expected product from the reaction of 2,3-dimethyl-1-pentene with hydrogen gas?

A)2,2-dimethylpentane
B)2,3-dimethylpentane
C)3,3-dimethylpentane
D)2-methylhexane
E)2,3-dimethyl-2-pentene

Question 26

Which of the following reactions is a substitution reaction?

A)C₆H₆ + F₂ → C₆H₅F + HF
B)CH₂=CH₂ + F₂ → CH₂FCH₂F
C)CH₂=CH₂ + HF → CH₃CH₂F
D)CH₂=CH₂ + H₂ → CH₃CH₃
E)HC≡CH + 2F₂ → CHF₂CHF₂

Question 27

What is the molecular formula of a straight-chain alkyne with 7 carbon atoms?

A)C₇H₇
B)C₇H₁₈
C)C₇H₁₆
D)C₇H₁₄
E)C₇H₁₂

Question 28

Which of the following names may represent either a cis or a trans isomer?

A)1-butene
B)1,2-dibromoethene
C)1,1,2-tribromoethene
D)1,1-dibromoethene
E)1-bromo-1-chloroethene

Question 29

How many different isomers are possible for substances having the molecular formula C₂H₂F₂?

A)2
B)4
C)5
D)3
E)1

Question 30

What is the IUPAC name for the following compound?

A)4-ethyl-3-methylheptane
B)2,3-diethylhexane
C)3-propyl-4-methylhexane
D)4,5-diethyldecane
E)4-ethyl-5-methylheptane

Question 31

What is the most characteristic reaction of benzene?

A)addition and elimination
B)addition
C)oxidation
D)reduction
E)substitution

Question 32

What category of hydrocarbons contains a carbon-carbon triple bond?

A)alkane
B)aromatic
C)alkyne
D)alkene
E)cycloalkane

Question 33

What is the compound represented by the following structure?

A)cyclohexane,C₆H₁₂
B)cyclohexene,C₆H₁₀
C)cyclohexatriene,C₆H₁₂
D)benzene,C₆H₆
E)cyclohexatriene,C₆H₉

Question 34

Which of the following alkenes is capable of forming cis-trans isomers?

A)(CH₃)₂C = CH₂
B)(CH₃)₂C= CHBr
C)CH₃CH = CH₂
D)CH₃CH = CBr₂
E)CHBr = CHCl

Question 35

Which of the following structural formulas is not an isomer of cis-2-pentene?

A)
B)
C)
D)
E)

Question 36

Which of the following is a geometric isomer of the structure given below?

A)
B)
C)
D)
E)

Question 37

What is the major product upon addition of HCl to propene?

A)CH₃CHClCH₂Cl
B)CH₃CH₂CH₃
C)CH₃CHClCH₃
D)CH₃CH₂CH₂Cl
E)CH₃CHCl=CH₂

Question 38

Which of the following best describes the bonding in ethylene,CH₂=CH₂?

A)The pi electrons are localized above and below a plane defined by the carbon and hydrogen atoms.
B)The pi electrons are localized between the two carbons.
C)Each carbon atom is sp² hybridized.
D)A and C.
E)B and C.

Question 39

What is the IUPAC name for the following structural formula?

A)1,1-dimethyl-2-ethylpropane
B)isoheptane
C)2-ethyl-3-methylbutane
D)2-methyl-3-ethylbutane
E)2,3-dimethylpentane

Question 40

What is the expected major product from the reaction of 2-methyl-2-pentene with HCl?

A)
B)
C)
D)
E)

Question 41

What is the molecular formula of the alkane 2,2,4-trimethylpentane?

A)C₈H₁₄
B)C₈H₈
C)C₈H₁₆
D)C₈H₁₈
E)C₈H₂₄

Question 42

Name the following:

A)3-methyl-4-pentyne
B)3-methyl-1-pentyne
C)1-hexyne
D)2-ethyl-3-butyne
E)2-ethynyl butane

Question 43

What is the general structural representation of an alcohol?

A)
B)
C)
D)
E)

Question 44

Which functional group does not contain an oxygen atom?

A)aldehyde
B)alkyne
C)alcohol
D)ester
E)ketone

Question 45

Which of the following is not a structural isomer of 1-pentene?

A)1-methyl-cyclobutene
B)2-methyl-2-butene
C)3-methyl-1-butene
D)2-pentene
E)cyclopentane

Question 46

What is the correct structure for 1-methyl-4-propylbenzene?

A)
B)
C)
D)
E)

Question 47

What is the IUPAC name for the alcohol (CH₃)₂CHCH₂CH₂OH?

A)3-methyl-1-butanol
B)isopentyl alcohol
C)3,3-dimethyl-1-propanol
D)2-isopropyl-1-ethanol
E)isoamyl alcohol

Question 48

Which is the correct condensed structural formula for 3,3-diethylhexane?

A)
B)
C)
D)
E)

Question 49

How many structural isomers possessing the ether functional group have the molecular formula C₅ H₁₂ O?

A)3
B)5
C)4
D)more than 5
E)2

Question 50

CH₃C ≡ CCH₂CH₂Cl is named

A)1-chloro-3-pentyne.
B)5-chloro-2-pentyne.
C)5-chloro-2-pentene.
D)1-acetylenyl-3-chloropropane.
E)1-chloro-3-pentene.

Question 51

What is the correct structural formula for o-dichlorobenzene?

A)
B)
C)
D)
E)

Question 52

Name the following:

A)1,1,1-trichloro-5-bromo-3-pentene
B)1,1,1-trichloro-5-bromo-2-pentene
C)1-bromo-5,5,5-trichloro-2-pentene
D)1,1,1-trichloro-5-bromo-3-pentyne
E)none of these

Question 53

Which of the following formulas represents propane?

A)CH₃CH₃
B)CH₃CH₂CH ₂CH₃
C)CH₃CH₂CH₂CH₂CH₃
D)CH₃CH₂CH₃
E)CH₄

Question 54

Which is the correct condensed structural formula for 2-methyl-4-propyloctane?

A)
B)
C)
D)
E)

Question 55

Which of the following is a secondary alcohol?

A)
B)CH₃CH₂CH₂OCH₃
C)(CH₃)₃COH
D)
E)

Question 56

How many structural isomers possessing the alcohol functional group have the molecular formula C₃ H₈ O?

A)3
B)2
C)1
D)5
E)4

Question 57

What is the hybridization of the carbon in the aldehyde functional group?

A)sp²
B)sp³
C)sp
D)sp³d
E)sp³d²

Question 58

What is the IUPAC name for the molecule given below?

A)trans-3-hexene
B)cis-3-hexene
C)cis-3-pentene
D)cis-3-pentyne
E)trans-3-hexyne

Question 59

Name the following:

A)ethanol
B)propanol
C)butanol
D)2-butanol
E)2-propanol

Question 60

What is the condensed structural formula of the t-butyl group?

A)
B)
C)
D)
E)

Question 61

Which compound is a ketone?

A)(CH₃)₂C(OH)CH₃
B)(CH₃)₂CHCOOH
C)(CH₃)₂CHOCH₃
D)(CH₃)₂CHCHO
E)(CH₃)₂CHCOCH₃

Question 62

Carbon,a Group 4A element of the periodic table,has _____ valence electrons.

A)​five
B)​one
C)​three
D)​two
E)​four

Question 63

Which substance is a weak Brønsted-Lowry acid in aqueous solution?

A)CH₃OCH₃
B)CH₃COOCH₃
C)CH₃OH
D)CH₃NH₂
E)CH₃COOH

Question 64

The functional group is characteristic of

A)ketones.
B)peptide linkages.
C)organic acids.
D)aldehydes.
E)esters.

Question 65

What is the IUPAC name for the substance having the following condensed structural formula?
(CH₃)₃CCH₂COOH

A)3,3-dimethyl-1-butanone
B)3,3-dimethylbutanoic acid
C)4,4-dimethylpentanal
D)3,3-dimethylpropanoic acid
E)hexanoic acid

Question 66

Amines are compounds that are structurally derived by replacing one or more hydrogen atoms of ammonia with _____ groups.

A)​aldehyde
B)​carbonyl
C)​hydroxyl
D)​hydrocarbon
E)​carboxyl

Question 67

What is the functional group classification of a compound with the general formula given below?

A)primary amine
B)secondary amine
C)tertiary amine
D)amide
E)​ester

Question 68

What is the correct condensed structural formula for 2,4-dimethyl-3-hexanone?

A)
B)
C)
D)
E)

Question 69

What is the condensed structural formula for 3-ethyl-2-methyloctanoic acid?

A)
B)
C)
D)
E)

Question 70

How are polycyclic aromatic hydrocarbons formed?

A)​By the reaction of benzene with ammonia
B)​By the reaction of benzene with carboxylic acid
C)​By the fusion of two or more benzene rings
D)​By delocalization of the benzene ring
E)​By the fission of benzene with alkynes

Question 71

Which of the following compounds is a ketone?

A)CH₃OOCH₃
B)CH₃CH₂COCH₃
C)CH₃CH₂COOH
D)CH₃OCH₃
E)CH₃CH₂OH

Question 72

What are the products of a condensation reaction between a primary amine and a carboxylic acid?

A)water and an amide
B)water and an ester
C)ammonia and an amide
D)ammonia and an ester
E)an ammonium cation and a carboxylate anion

Question 73

What is the IUPAC name for the compound having the following condensed structural formula?

A)3,4-dimethylpentyl methyl ether
B)3,4-dimethyl-2-hexanol
C)3,4-dimethyl-5-hexanone
D)4-ethyl-3-methyl-2-pentanone
E)3,4-dimethyl-2-hexanone

Question 74

Which substance is a weak Brønsted-Lowry base in aqueous solution?

A)CH₃COOCH₃
B)CH₃OCH₃
C)CH₃COOH
D)CH₃NH₂
E)CH₃OH

Question 75

Which of the following alcohols is a tertiary alcohol?

A)HOCH₂CH(OH)CH₂OH
B)CH₃CH₂CH₂OH
C)HOCH₂CH₂OH
D)(CH₃)₃COH
E)CH₃CH₂CH(OH)CH₃

Question 76

What is the common name for the following compound?
CH₃CH₂OCH₂CH₂CH₃

A)2-pentanone
B)pentyl ether
C)2-pentanol
D)propoxyethane
E)ethyl propyl ether

Question 77

The functional group is characteristic of

A)aldehydes.
B)esters.
C)ketones.
D)alcohols.
E)acids.

Question 78

The functional group is characteristic of

A)esters.
B)organic acids.
C)peptide linkages.
D)aldehydes.
E)ketones.

Question 79

The functional group is characteristic of

A)aldehydes.
B)esters.
C)organic acids.
D)peptide linkages.
E)ketones.