ORGANIC CHEMISTRY 1 – MOCK EXAM (UCSD LEVEL)
100 COMPLETE QUESTIONS AND ANSWERS | CONTENT
WELL ORGANIZED 2026/2027 LATEST UPDATE | 100 %
RATED AND VERIFIED SOLUTIONS | GET AN A+ (NEW
VERSION!!!)
1. Which of the following is the correct IUPAC name for CH₃CH₂CH₂OH?
A) 1-Propanol
B) Propan-2-ol
C) Propan-1-ol
D) 2-Propanol
Explanation: The hydroxyl group is on the first carbon, so the correct name
is propan-1-ol.
2. Which hybridization is present in the carbon of methane (CH₄)?
A) sp
B) sp²
C) sp³
D) sp³d
Explanation: Methane has four sigma bonds and no lone pairs, which
corresponds to sp³ hybridization.
3. Which of the following compounds is aromatic?
A) Cyclohexane
B) Cyclooctatetraene
C) Cyclopentadiene
D) Benzene
Explanation: Benzene is cyclic, planar, fully conjugated, and follows Hückel’s
4n+2 π-electron rule.
,4. Which is the most acidic proton in CH₃COOH?
A) Methyl hydrogen
B) Hydroxyl hydrogen
C) Carbonyl hydrogen
D) None of the above
Explanation: The acidic proton is the one on the -OH group of the carboxylic
acid.
5. What is the major product of the reaction: CH₃CH=CH₂ + HBr?
A) CH₃CHBrCH₃
B) CH₃CH₂CH₂Br
C) CH₃CHBrCH₃
D) CH₂BrCH=CH₂
Explanation: HBr adds via Markovnikov’s rule; bromine attaches to the more
substituted carbon.
6. Which reagent is commonly used for oxidation of primary alcohols to
aldehydes?
A) KMnO₄
B) PCC
C) H₂/Pt
D) NaBH₄
Explanation: PCC oxidizes primary alcohols to aldehydes without over-
oxidizing to carboxylic acids.
7. What is the stereochemistry of (R)-2-butanol?
A) S configuration
B) R configuration
C) Achiral
D) Racemic
Explanation: The chiral center’s configuration follows the Cahn-Ingold-
Prelog priority rules.
8. Which of the following is a nucleophile?
A) H⁺
, B) OH⁻
C) Cl₂
D) Br⁺
Explanation: Nucleophiles are electron-rich species that donate electrons.
9. What type of reaction is CH₃CH₂Br + OH⁻ → CH₃CH₂OH + Br⁻?
A) Electrophilic addition
B) Radical substitution
C) Nucleophilic substitution
D) Elimination
Explanation: OH⁻ replaces Br⁻ in an SN2 (or SN1 depending on conditions)
substitution.
10.Which molecule exhibits cis-trans isomerism?
A) CH₄
B) CH₃CH₂CH₃
C) CH₃CH=CHCH₃
D) CH₃CH₂OH
Explanation: Alkenes with different substituents on each carbon can exhibit
cis-trans isomerism.
11.Which of the following is a strong acid?
A) HF
B) CH₃COOH
C) HCl
D) H₂O
Explanation: HCl completely dissociates in water, making it a strong acid.
12.Which molecule is a ketone?
A) CH₃CH₂OH
B) CH₃CHO
C) CH₃COCH₃
D) CH₃COOH
Explanation: A ketone has a carbonyl group bonded to two carbon atoms.
100 COMPLETE QUESTIONS AND ANSWERS | CONTENT
WELL ORGANIZED 2026/2027 LATEST UPDATE | 100 %
RATED AND VERIFIED SOLUTIONS | GET AN A+ (NEW
VERSION!!!)
1. Which of the following is the correct IUPAC name for CH₃CH₂CH₂OH?
A) 1-Propanol
B) Propan-2-ol
C) Propan-1-ol
D) 2-Propanol
Explanation: The hydroxyl group is on the first carbon, so the correct name
is propan-1-ol.
2. Which hybridization is present in the carbon of methane (CH₄)?
A) sp
B) sp²
C) sp³
D) sp³d
Explanation: Methane has four sigma bonds and no lone pairs, which
corresponds to sp³ hybridization.
3. Which of the following compounds is aromatic?
A) Cyclohexane
B) Cyclooctatetraene
C) Cyclopentadiene
D) Benzene
Explanation: Benzene is cyclic, planar, fully conjugated, and follows Hückel’s
4n+2 π-electron rule.
,4. Which is the most acidic proton in CH₃COOH?
A) Methyl hydrogen
B) Hydroxyl hydrogen
C) Carbonyl hydrogen
D) None of the above
Explanation: The acidic proton is the one on the -OH group of the carboxylic
acid.
5. What is the major product of the reaction: CH₃CH=CH₂ + HBr?
A) CH₃CHBrCH₃
B) CH₃CH₂CH₂Br
C) CH₃CHBrCH₃
D) CH₂BrCH=CH₂
Explanation: HBr adds via Markovnikov’s rule; bromine attaches to the more
substituted carbon.
6. Which reagent is commonly used for oxidation of primary alcohols to
aldehydes?
A) KMnO₄
B) PCC
C) H₂/Pt
D) NaBH₄
Explanation: PCC oxidizes primary alcohols to aldehydes without over-
oxidizing to carboxylic acids.
7. What is the stereochemistry of (R)-2-butanol?
A) S configuration
B) R configuration
C) Achiral
D) Racemic
Explanation: The chiral center’s configuration follows the Cahn-Ingold-
Prelog priority rules.
8. Which of the following is a nucleophile?
A) H⁺
, B) OH⁻
C) Cl₂
D) Br⁺
Explanation: Nucleophiles are electron-rich species that donate electrons.
9. What type of reaction is CH₃CH₂Br + OH⁻ → CH₃CH₂OH + Br⁻?
A) Electrophilic addition
B) Radical substitution
C) Nucleophilic substitution
D) Elimination
Explanation: OH⁻ replaces Br⁻ in an SN2 (or SN1 depending on conditions)
substitution.
10.Which molecule exhibits cis-trans isomerism?
A) CH₄
B) CH₃CH₂CH₃
C) CH₃CH=CHCH₃
D) CH₃CH₂OH
Explanation: Alkenes with different substituents on each carbon can exhibit
cis-trans isomerism.
11.Which of the following is a strong acid?
A) HF
B) CH₃COOH
C) HCl
D) H₂O
Explanation: HCl completely dissociates in water, making it a strong acid.
12.Which molecule is a ketone?
A) CH₃CH₂OH
B) CH₃CHO
C) CH₃COCH₃
D) CH₃COOH
Explanation: A ketone has a carbonyl group bonded to two carbon atoms.
