Organic Chemistry Learning Quizzes: Master the Fundamentals

Question 1

Determine the correct International Union of Pure and Applied Chemistry (IUPAC) name for the compound CH3CH(CH3)CH2CH3.

Accepted Answer

2-methylbutane

Answer

2-ethylpropane

Answer

3-methylbutane

Answer

Isopentane

Question 2

Identify the functional group that exhibits the highest reactivity toward electrophilic addition reactions.

Accepted Answer

Alkyne

Answer

Alkene

Answer

Alkyl halide

Answer

Alcohol

Question 3

Indicate the mechanism of the following reaction: the reaction of methane with bromine.

Accepted Answer

Bromination of methane

Answer

Addition of H2 to an alkene

Answer

Nucleophilic substitution of an alkyl halide

Answer

Electrophilic addition of HCl to an alkene

Question 4

Identify the species that acts as a nucleophile.

Accepted Answer

OH-

Answer

H+

Answer

CH3Br

Answer

Na+

Question 5

Predict the major product formed in the reaction between 2-butene (CH3CH=CHCH3) and hydrogen chloride (HCl).

Accepted Answer

CH3CHClCH2CH3

Answer

CH3CH2CHClCH3

Answer

CH3CH2CH=CH2

Answer

CH3CH=CHCH2Cl

Question 6

Identify the type of reaction that occurs during the formation of an ester from a carboxylic acid.

Accepted Answer

Esterification of a carboxylic acid

Answer

Addition of H2 to an alkene

Answer

Hydrolysis of an amide

Answer

Neutralization of a base with an acid

Question 7

According to IUPAC nomenclature rules, which functional group has the highest priority when naming organic compounds?

Accepted Answer

Carboxylic acid

Answer

Alkyl halide

Answer

Alcohol

Answer

Ketone

Question 8

The type of isomerism exhibited by the compounds but-1-ene (CH3CH2CH=CH2) and 2-butene (CH3C(CH3)=CH2) is known as:

Accepted Answer

Geometric isomerism

Answer

Structural isomerism

Answer

Optical isomerism

Answer

Tautomerism

Question 9

To convert an alkene into a vicinal diol (a compound containing two hydroxyl groups on adjacent carbon atoms), which of the following reagents would be most suitable?

Accepted Answer

Osmium tetroxide (OsO4) followed by sodium hydrogen sulfite (NaHSO3)

Answer

Potassium permanganate (KMnO4)

Answer

Sulfuric acid (H2SO4) and water (H2O)

Answer

Bromine (Br2) in carbon tetrachloride (CCl4)

Question 10

In pyridine, a heterocyclic aromatic compound, the nitrogen atom is hybridized as:

Accepted Answer

sp²

Answer

sp

Answer

sp³

Answer

sp³d

Question 11

In the catalytic hydrogenation reaction of styrene (C6H5CH=CH2) using palladium on carbon (Pd/C) as a catalyst, the major product formed is:

Accepted Answer

Ethylbenzene (C6H5CH2CH3)

Answer

Styrene (C6H5CH=CH2)

Answer

1-Bromo-2-phenylethane (C6H5CHBrCH3)

Answer

2-Bromoethylbenzene (C6H5CH2CH2Br)

Question 12

Which of the following compounds exhibits cis-trans isomerism?

Accepted Answer

Pentene

Answer

Butane

Answer

Hexane

Answer

Cyclohexane

Question 13

What is the hybridization of the nitrogen atom in pyridine?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 14

Which type of reaction is used to synthesize alkynes?

Accepted Answer

Elimination

Answer

Substitution

Answer

Addition

Answer

Hydrolysis

Question 15

Which of the following alkenes has the highest boiling point due to its structural features?

Accepted Answer

2-Butene

Answer

Ethene

Answer

Propene

Answer

1-Butene

Question 16

Identify the reaction that exemplifies an addition reaction in organic chemistry.

Accepted Answer

CH3CH=CH2 + H2 -> CH3CH2CH3

Answer

CH3CH2CH2Br + KOH -> CH3CH=CH2 + KBr + H2O

Answer

CH3CH2CH2CH2COOH + NaOH -> CH3CH2CH2CH2COONa + H2O

Answer

CH3COOH + CH3OH -> CH3COOCH3 + H2O

Question 17

In the reaction between methane and chlorine, which mechanism accurately describes the process?

Accepted Answer

Radical substitution

Answer

Electrophilic addition

Answer

Nucleophilic substitution

Answer

Pericyclic reaction

Question 18

Which compound reacts with sodium ethoxide to form an alkoxide?

Accepted Answer

Ethanol

Answer

Ethene

Answer

Ethanoic acid

Answer

Ethylamine

Question 19

Which of the following is NOT a characteristic of alkanes?

Accepted Answer

Contain carbon-carbon double bonds

Answer

Saturated hydrocarbons

Answer

Open-chain hydrocarbons

Answer

Branched or unbranched

Question 20

Which of the following is a reaction mechanism for the addition of HBr to an alkene?

Accepted Answer

Electrophilic addition

Answer

Nucleophilic addition

Answer

Free radical addition

Answer

Pericyclic addition

Question 21

Which of the following is a resonance structure?

Accepted Answer

A structure with multiple valid Lewis dot representations

Answer

A structure with a single Lewis dot representation

Answer

A structure with no lone pairs

Answer

A structure with a positive formal charge on carbon

Question 22

The IUPAC name for the compound (CH3)2CH-CH(CH3)-CH2-CH3 is:

Accepted Answer

4-ethyl-2-methylhexane

Answer

2-ethyl-4-methylhexane

Answer

3-ethyl-3-methylhexane

Answer

2-methyl-4-ethylhexane

Question 23

Identify the most stable conformation of butane.

Accepted Answer

Staggered

Answer

Anti

Answer

Gauche

Answer

Eclipsed

Question 24

Describe the hybridization of the carbon atoms in the C-C bond of a cycloalkane.

Accepted Answer

sp3

Answer

sp

Answer

sp2

Answer

sp3d2

Question 25

Name the reaction mechanism where a carbocation is formed as an intermediate.

Accepted Answer

SN1

Answer

SN2

Answer

E1

Answer

E2

Question 26

Identify the hybridization of the carbon atom in this alkene: CH3CH=CHCH3.

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 27

What is the product of this elimination reaction: CH3CH2CH2Br + NaOH -> ?

Accepted Answer

CH3CH=CH2

Answer

CH3CH2CH2OH

Answer

CH3CH2CH3

Answer

CH3CH=CHBr

Question 28

Identify the hybridization of the carbon atoms in this alkyne: CH3C≡CCH3.

Accepted Answer

sp

Answer

sp2

Answer

sp3

Answer

sp3d

Question 29

Which compound has the highest boiling point because of stronger intermolecular forces?

Accepted Answer

1-Butanol

Answer

Pentane

Answer

2-Methylpropane

Question 30

What is the hybridization of the doubly bonded carbon atoms in an alkene?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 31

Which of the following reactions involves the addition of an electrophile to an alkene?

Accepted Answer

Hydrohalogenation

Answer

Hydrogenation

Answer

Oxidation

Answer

Polymerization

Question 32

What is the IUPAC name of the branched alkene with the formula (CH3)2CHCH=CHCH3?

Accepted Answer

2-methyl-3-pentene

Answer

3-methyl-2-pentene

Answer

2-methyl-2-pentene

Answer

3-methyl-3-pentene

Question 33

Which of the following compounds is NOT an isomer of pentane?

Accepted Answer

2-methyl-1-butene

Answer

2-methylbutane

Answer

2,2-dimethylpropane

Answer

cyclopentane

Question 34

What is the hybridization of the carbon atom involved in the C=C double bond of ethene?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 35

Identify the type of reaction that occurs during the hydrogenation of an alkene:

Accepted Answer

Addition

Answer

Dehydration

Answer

Substitution

Answer

Elimination

Question 36

Which of the following alkenes exhibits the greatest stability?

Accepted Answer

Ethene

Answer

Propene

Answer

Butene

Answer

Pentene

Question 37

Which of the following reactions represents a nucleophilic substitution?

Accepted Answer

SN2

Answer

SN1

Answer

E1

Answer

E2

Question 38

Identify the rate-determining step in an SN2 reaction:

Accepted Answer

Formation of the transition state

Answer

Formation of the nucleophile

Answer

Departure of the leaving group

Answer

Product formation

Question 39

Which type of hybridization is present in the carbon atom of methane, CH4?

Accepted Answer

sp³

Answer

sp³d

Answer

sp

Answer

sp²

Question 40

Which of the following is a nucleophilic reagent?

Accepted Answer

NH3

Answer

HCl

Answer

H2O

Answer

CH3CH2Br

Question 41

The product of the reaction between CH3CH2CH2Br and NaOH is:

Accepted Answer

CH3CH2CH2OH

Answer

CH3CH=CH2

Answer

CH3CH2COOH

Answer

CH3CH2CH2NH2

Question 42

Which of the following is a characteristic of aromatic compounds?

Accepted Answer

Planarity

Answer

Solubility in water

Answer

Low boiling point

Answer

High reactivity

Question 43

Which molecule is a structural isomer of butane (C4H10)?

Accepted Answer

2-methylpropane

Answer

pentane (C5H12)

Answer

ethene (C2H4)

Answer

propanone (CH3COCH3)

Question 44

What is the product of the reaction of propene (CH3CH=CH2) with water in the presence of sulfuric acid (H2SO4)?

Accepted Answer

propan-2-ol (CH3CH(OH)CH3)

Answer

propan-1-ol (CH3CH2CH2OH)

Answer

propanal (CH3CH2CHO)

Answer

propanoic acid (CH3CH2COOH)

Question 45

Which molecule is chiral?

Accepted Answer

2-bromobutane

Answer

benzene (C6H6)

Answer

ethene (C2H4)

Answer

methane (CH4)

Question 46

What is the hybridization of the carbon atom in the carbonyl group (C=O) of a ketone?

Accepted Answer

sp2

Answer

sp3d

Answer

sp

Answer

sp3

Question 47

Which of the following is a nucleophile?

Accepted Answer

NaOH

Answer

HCl

Answer

H2SO4

Answer

CH3Cl

Question 48

What is the major product of the reaction of 1-bromopropane (CH3CH2CH2Br) with magnesium (Mg)?

Accepted Answer

propylmagnesium bromide (CH3CH2CH2MgBr)

Answer

propane (CH3CH2CH3)

Answer

propene (CH3CH=CH2)

Answer

magnesium bromide (MgBr2)

Question 49

Which of the following is an alkane?

Accepted Answer

CH4

Answer

C2H4

Answer

C6H6

Answer

C2H6

Question 50

Which of the following bonds is found in an alkene?

Accepted Answer

C=C

Answer

C-C

Answer

C-H

Answer

C-N

Question 51

Which of the following is an alkyne?

Accepted Answer

C2H2

Answer

C4H8

Answer

C5H10

Answer

C3H6

Question 52

Which of the following is a structural isomer of pentane?

Accepted Answer

2-methylbutane

Answer

hexane

Answer

heptane

Answer

butane

Question 53

Which of the following is a cis-trans isomer of but-2-ene?

Accepted Answer

(E)-but-2-ene

Answer

(Z)-but-2-ene

Answer

(E)-but-1-ene

Answer

(Z)-but-1-ene

Question 54

Which of the following reactions is an addition reaction?

Accepted Answer

The reaction of ethene with bromine

Answer

The reaction of ethane with chlorine

Answer

The reaction of ethene with water

Question 55

Which of the following reactions is a substitution reaction?

Accepted Answer

The reaction of methane with chlorine

Answer

The reaction of ethane with water

Answer

The reaction of ethene with hydrogen

Answer

The reaction of ethyne with oxygen

Question 56

Which of the following is a free radical reaction?

Accepted Answer

The reaction of methane with chlorine

Answer

The reaction of ethene with hydrogen

Answer

The reaction of ethane with water

Answer

The reaction of ethyne with oxygen

Question 57

Which of the following is a nucleophilic reaction?

Accepted Answer

The reaction of ethene with water

Answer

The reaction of ethane with chlorine

Answer

The reaction of ethane with hydrogen

Answer

The reaction of ethyne with oxygen

Question 58

Which of the following is an electrophilic reaction?

Accepted Answer

The reaction of ethene with hydrogen bromide

Answer

The reaction of ethane with chlorine

Answer

The reaction of ethyne with oxygen

Answer

The reaction of ethane with water