Organic Chemistry Learning Quizzes for Sixth Form College Students

Question 1

Which type of organic reaction involves the rearrangement of atoms within a molecule?

Accepted Answer

Rearrangement

Answer

Addition

Answer

Substitution

Answer

Elimination

Question 2

Identify the structural formula that represents ethene:

Accepted Answer

CH2=CH2

Answer

CH3-CH3

Answer

CH2-CH=CH2

Answer

CH3-CH=CH-CH3

Question 3

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

Accepted Answer

Carboxylic acid

Answer

Alcohol

Answer

Ketone

Answer

Alkene

Question 4

Which functional group is characteristic of esters?

Accepted Answer

Carboxylate

Answer

Alcohol

Answer

Ketone

Answer

Ether

Question 5

Which of the following nucleophilic addition reactions produces a secondary alcohol?

Accepted Answer

Addition of HCN to 2-butanone

Answer

Addition of HCN to propanal

Answer

Addition of CH3MgBr to propanone

Answer

Addition of H2O to propene

Question 6

Which reaction exemplifies electrophilic substitution?

Accepted Answer

Benzene reacting with Br2 and FeBr3

Answer

HBr addition to an alkene

Answer

Alcohol reacting with a carboxylic acid to form an ester

Answer

Alkane reacting with oxygen to form an alcohol

Question 7

Which reaction will produce a racemic mixture?

Accepted Answer

SN1 reaction of (R)-2-bromobutane with hydroxide ion

Answer

SN2 reaction of (R)-2-bromobutane with hydroxide ion

Answer

E2 reaction of (R)-2-bromobutane with hydroxide ion

Answer

SN2 reaction of (S)-2-bromobutane with sodium ethoxide

Question 8

Which straight-chain alkane has the highest boiling point because of the strongest intermolecular forces?

Accepted Answer

Hexane (C6H14)

Answer

Ethane (C2H6)

Answer

Butane (C4H10)

Answer

Pentane (C5H12)

Question 9

Identify the reaction that does NOT represent a nucleophilic addition reaction:

Accepted Answer

HCl addition to an alkene

Answer

HCN addition to an alkene

Answer

Water addition to an alkene

Answer

NH3 addition to an alkene

Question 10

Which functional group reacts with sodium metal to produce hydrogen gas and an alkoxide salt?

Accepted Answer

Alcohol

Answer

Carboxylic acid

Answer

Ketone

Question 11

Identify the functional group that characterizes carboxylic acids.

Accepted Answer

-COOH

Answer

-OH

Answer

-C=O

Answer

-NH2

Question 12

Which of these compounds has molecules that can form hydrogen bonds with each other?

Accepted Answer

Ethanol (C₂H₅OH)

Accepted Answer

Ammonia (NH₃)

Answer

Methane (CH₄)

Answer

Hexane (C₆H₁₄)

Question 13

Which of these compounds can participate in electrophilic addition reactions?

Accepted Answer

Alkenes

Answer

Alkanes

Answer

Aldehydes

Question 14

Which of the following reagents would undergo a nucleophilic substitution reaction with 2-bromopropane to produce 1-propanol?

Accepted Answer

Sodium hydroxide

Answer

Sodium cyanide

Answer

Potassium permanganate

Answer

Concentrated sulfuric acid

Question 15

Which of the following is the major product of the reaction of 1-butene with HBr in the presence of a peroxide initiator?

Accepted Answer

1-bromobutane

Answer

2-bromobutane

Answer

1,2-dibromobutane

Answer

1-bromo-2-butene

Question 16

Which reaction is an example of electrophilic aromatic substitution?

Accepted Answer

Nitration of benzene

Answer

HBr addition to propene

Answer

Esterification of ethanol and ethanoic acid

Answer

Polymerization of ethene

Question 17

Which reaction does NOT involve electrophilic addition?

Accepted Answer

NaOH + ester

Answer

HCl + alkene

Answer

H2O + alkyne

Answer

HCN + carbonyl group

Question 18

Tertiary amines can be converted into quaternary ammonium salts through an alkylation reaction. Which of the following reagents would be most suitable for this purpose?

Accepted Answer

Methyl iodide

Answer

Sodium hydroxide

Answer

Hydrochloric acid

Answer

Potassium permanganate

Question 19

In a redox reaction involving an aldehyde or a ketone, which species undergoes oxidation and which undergoes reduction?

Accepted Answer

Aldehyde or ketone undergoes oxidation, other reactant undergoes reduction.

Answer

Aldehyde or ketone undergoes reduction, other reactant undergoes oxidation.

Answer

Both aldehyde or ketone and other reactant undergo oxidation.

Answer

Both aldehyde or ketone and other reactant undergo reduction.

Question 20

Which of the following reactions is NOT an electrophilic addition reaction?

Accepted Answer

Cl₂ + alkane

Answer

H₂O + alkene

Answer

HCl + alkene

Answer

Br₂ + alkyne

Question 21

Which reaction is an electrophilic addition reaction?

Accepted Answer

CH3CH=CH2 + HCl -> CH3CHClCH3

Answer

CH3CH2Br + NaOH -> CH3CH2OH + NaBr

Answer

CH3COOH + CH3OH -> CH3COOCH3 + H2O

Answer

CH3CH2NH2 + HCl -> CH3CH2NH3+ Cl-

Question 22

Predict the major product of the reaction between propene (CH3CH=CH2) and hydrogen bromide (HBr) and provide a brief explanation for your answer.

Accepted Answer

CH3CHBrCH3

Answer

CH2BrCH=CH2

Answer

CH3CH2CH2Br

Question 23

Predict the major product of the following reaction and explain the stereochemistry of the product:

(CH3)2C=CH2 + HBr →

Accepted Answer

(CH3)2CHCH2Br

Answer

(CH3)3CBr

Question 24

Compare the reactivity of alkenes and alkynes towards electrophilic addition reactions, explaining the reasons for the difference in reactivity.

Accepted Answer

Alkynes are more reactive than alkenes because they have a triple bond, which is more electron-rich and less sterically hindered.

Answer

Alkenes are less reactive than alkynes because they have a double bond, which is less reactive than a triple bond.

Answer

Alkenes and alkynes have similar reactivity towards electrophilic addition reactions.

Answer

The reactivity of alkenes and alkynes towards electrophilic addition reactions depends solely on the specific electrophile used.

Question 25

What is the hybridization state of the carbon atoms in ethene?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 26

Which of the following reactions is NOT a typical organic reaction?

Accepted Answer

Combustion

Answer

Polymerization

Answer

Esterification

Answer

Substitution

Question 27

What is the major product of the reaction between an alkyl halide and hydroxide ions?

Accepted Answer

Alcohol

Answer

Alkene

Answer

Alkyne

Answer

Ether

Question 28

Which of the following is a biodegradable polymer?

Accepted Answer

Polylactic acid

Answer

Polyethylene

Answer

Polypropylene

Answer

Polyvinyl chloride

Question 29

What is the mechanism of the Diels-Alder reaction?

Accepted Answer

Cycloaddition

Answer

Electrophilic addition

Answer

Nucleophilic addition

Answer

Free radical addition

Question 30

Which statement describes a property of aromatic compounds?

Accepted Answer

They show resonance.

Answer

They are non-planar.

Answer

They contain localized double bonds.

Answer

They are highly reactive.

Question 31

Plan a multi-step synthesis for obtaining the target molecule, 2-butene, from the provided starting material, 2-butanol.

Accepted Answer

Dehydration with H2SO4, followed by hydroboration-oxidation (BH3, then H2O2, NaOH)

Answer

Dehydration with H2SO4, followed by catalytic hydrogenation (H2, Pd/C)

Answer

Oxidation with KMnO4, followed by dehydration with H2SO4

Answer

Reaction with PBr3, followed by elimination with KOH

Question 32

According to IUPAC nomenclature rules, what is the correct name for the compound with the formula CH3CH(CH3)CH2CH2CH3?

Accepted Answer

2-Methylpentane

Answer

3-Methylpentane

Answer

4-Methylpentane

Answer

2,2-Dimethylbutane

Question 33

Identify the molecule with the highest boiling point.

Accepted Answer

CH3CH2CH2CH3

Answer

CH4

Answer

CH3CH3

Answer

CH3CH2CH3

Question 34

Which functional group is characteristic of an ester?

Accepted Answer

-C=O

Answer

-COOH

Answer

-OH

Answer

-NH2

Question 35

Identify the chiral molecule among the given options.

Accepted Answer

CH3CH(CH3)CH3

Answer

CH3CH2CH3

Answer

CH3CH2CH2CH3

Answer

CH2=CH2

Question 36

Which of the following is a resonance structure?

Accepted Answer

:CH2

Answer

CH3CH=CH2

Answer

CH3COOH

Answer

CH3NH2

Question 37

Identify the aromatic compound among the given options.

Accepted Answer

Benzene

Answer

Cyclohexane

Answer

Ethene

Answer

Propane

Question 38

Which reaction represents an example of an SN2 reaction?

Accepted Answer

Reaction of an alkyl halide with a strong base

Answer

Reaction of an alcohol with a strong acid

Answer

Reaction of an alkene with a hydrogen halide

Answer

Reaction of an alkyl halide with a Grignard reagent

Question 39

Which carbonyl compound is most easily reduced?

Accepted Answer

Aldehyde

Answer

Ketone

Answer

Carboxylic acid

Answer

Ester

Question 40

Explain the mechanism of electrophilic addition of hydrogen bromide to an alkene, focusing on the formation of the cyclic bromonium ion intermediate and the subsequent nucleophilic attack.

Accepted Answer

Hydrogen bromide adds to the alkene, forming a cyclic bromonium ion intermediate. A nucleophile then attacks the bromonium ion, forming new C-C and C-Br bonds.

Answer

Hydrogen bromide adds directly to the alkene, forming new C-H and C-Br bonds.

Answer

The alkene attacks the hydrogen bromide, forming new C-H and C-Br bonds.

Question 41

Which of the following reagents can be used to oxidize a primary alcohol to an aldehyde?

Accepted Answer

CrO3

Answer

KMnO4

Answer

NaBH4

Answer

LiAlH4

Question 42

What is the major product of the following reaction? CH3CH2CH=CH2 + HBr

Accepted Answer

1-Bromobutane

Answer

2-Bromobutane

Answer

1-Butene

Answer

2-Butene

Question 43

What is the major product of the following reaction? CH3CH2CH=CH2 + H2O

Accepted Answer

1-Propanol

Answer

2-Propanol

Answer

Propanone

Answer

Propanal

Question 44

Which of the following is the strongest acid?

Accepted Answer

CF3COOH

Answer

CH3COOH

Answer

CH3CH2COOH

Answer

HCOOH

Question 45

What is the hybridization of the nitrogen atom in a primary amine?

Accepted Answer

sp3

Answer

sp

Answer

sp2

Answer

sp3d

Question 46

What type of hybridization does the carbon atom in ethene have?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 47

Which of these reactions exemplifies electrophilic addition?

Accepted Answer

Addition of hydrogen bromide to an alkene

Answer

Substitution of a chlorine ion for a hydroxide ion in an alkyl halide

Answer

Elimination of water from an alcohol

Answer

Polymerization of ethene

Question 48

Which of the following acids is the strongest?

Accepted Answer

Methanoic acid

Answer

Ethanoic acid

Answer

Propanoic acid

Answer

Butanoic acid

Question 49

What mechanism is involved in the following reaction: CH3COOH + NaOH → CH3COONa + H2O?

Accepted Answer

Nucleophilic substitution

Answer

Electrophilic addition

Answer

Nucleophilic addition

Answer

Free radical substitution

Question 50

What is the molecular formula for 2-methylpropane?

Accepted Answer

CH3CH(CH3)2

Answer

CH3CH2CH3

Answer

CH2(CH3)3

Answer

C4H10

Question 51

Which of the following molecules is chiral?

Accepted Answer

2-Chlorobutane

Answer

Ethane

Answer

Propene

Answer

Methanoic acid

Question 52

What hybridization state does the nitrogen atom in an amine have?

Accepted Answer

sp3

Answer

sp

Answer

sp2

Answer

sp3d

Question 53

Identify the chemical reaction that occurs when an alcohol reacts with an organic acid in the presence of an acid catalyst:

Accepted Answer

Esterification

Answer

Neutralization

Answer

Polymerization

Answer

Condensation

Question 54

Which of the following represents a secondary alcohol?

Accepted Answer

CH3-CH(OH)-CH3

Answer

CH3-CH2-OH

Answer

CH3-CH2-CH2-OH

Answer

(CH3)3C-OH

Question 55

Which intermolecular force is considered the strongest?

Accepted Answer

Hydrogen bonding

Answer

Dipole-dipole interactions

Answer

Van der Waals forces

Answer

Ionic bonding

Question 56

Define the boiling point of a liquid:

Accepted Answer

Temperature at which vapor pressure equals external pressure

Answer

Temperature at which density matches that of water

Answer

Temperature at which viscosity becomes zero

Answer

Temperature at which freezing occurs

Question 57

Identify the biodegradable polymer from the following list:

Accepted Answer

Polylactic acid

Answer

Polyethylene

Answer

Polystyrene

Answer

Polyvinyl chloride

Question 58

Which of the following is **not** a functional group?

Accepted Answer

Benzene ring

Answer

Alcohol

Answer

Alkene

Answer

Ether

Question 59

What is the hybridization of the carbon atom in a carbonyl group?

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 60

Which of the following is the most reactive electrophile?

Accepted Answer

CH3+

Answer

CH2=CH+

Answer

CH3COOH

Answer

H2O

Question 61

Which of the following compounds has the highest boiling point?

Accepted Answer

CH3(CH2)3OH

Answer

CH3OH

Answer

CH3CH2OH

Answer

CH3CH2CH2OH

Question 62

What is the role of a catalyst in an organic reaction?

Accepted Answer

To decrease the activation energy of the reaction

Answer

To increase the activation energy of the reaction

Answer

To provide an alternative pathway for the reaction

Answer

To change the products of the reaction

Question 63

Which functional group is characteristic of alcohols?

Accepted Answer

-OH

Answer

-NH2

Answer

-COOH

Answer

-C=O

Question 64

What type of reaction occurs between an alcohol and a carboxylic acid to form an ester?

Accepted Answer

Esterification

Answer

Addition

Answer

Substitution

Answer

Condensation