1. Which of the following has the greatest bond angle?
A) CH₄
B) NH₃
C) H₂O
D) CO₂
2. Draw the Lewis structure of ethyne (C₂H₂) and indicate the hybridization of each carbon
atom.
3. Which orbital overlap forms a sigma (σ) bond?
A) s-s
B) s-p
C) p-p (end-to-end)
D) All of the above
4. Which of the following is the strongest acid?
A) CH₃CH₂OH
B) CH₃COOH
C) NH₃
D) H₂O
5. Rank the following in order of increasing acidity: Phenol, Ethanol, Acetic acid. Briefly
explain your reasoning.
6. What is the correct IUPAC name for this compound?
CH₃CH₂CH(CH₃)CH₂CH₂OH
A) 2-Methylpentanol
B) 3-Methyl-1-pentanol
C) 3-Methylpentanol
D) 2-Methyl-1-pentanol
7. Provide the IUPAC name for: Cyclohexane with a methyl group on carbon 1 and a
bromine on carbon 3 (trans).
8. Which of the following compounds exhibits cis-trans isomerism?
A) Butane
B) 2-butene
C) Propane
D) Methane
9. Assign R/S configuration to the following chiral center: CH₃–CH(OH)–COOH
10. How many stereoisomers are possible for 2,3-dibromobutane?
A) 2
B) 3
C) 4
D) 6
11. Draw the complete mechanism for the SN1 reaction of tert-butyl bromide with water.
12. Which alkyl halide is most likely to undergo an SN2 reaction?
A) Methyl bromide
B) Tert-butyl chloride
C) Isopropyl iodide
D) 2-bromo-2-methylpropane
13. Compare SN1 and SN2 mechanisms in terms of:
○ Rate law
○ Stereochemistry
○ Carbocation formation
14. In the E2 reaction of 2-bromobutane, which of the following is the major product?
A) 1-butene
A) CH₄
B) NH₃
C) H₂O
D) CO₂
2. Draw the Lewis structure of ethyne (C₂H₂) and indicate the hybridization of each carbon
atom.
3. Which orbital overlap forms a sigma (σ) bond?
A) s-s
B) s-p
C) p-p (end-to-end)
D) All of the above
4. Which of the following is the strongest acid?
A) CH₃CH₂OH
B) CH₃COOH
C) NH₃
D) H₂O
5. Rank the following in order of increasing acidity: Phenol, Ethanol, Acetic acid. Briefly
explain your reasoning.
6. What is the correct IUPAC name for this compound?
CH₃CH₂CH(CH₃)CH₂CH₂OH
A) 2-Methylpentanol
B) 3-Methyl-1-pentanol
C) 3-Methylpentanol
D) 2-Methyl-1-pentanol
7. Provide the IUPAC name for: Cyclohexane with a methyl group on carbon 1 and a
bromine on carbon 3 (trans).
8. Which of the following compounds exhibits cis-trans isomerism?
A) Butane
B) 2-butene
C) Propane
D) Methane
9. Assign R/S configuration to the following chiral center: CH₃–CH(OH)–COOH
10. How many stereoisomers are possible for 2,3-dibromobutane?
A) 2
B) 3
C) 4
D) 6
11. Draw the complete mechanism for the SN1 reaction of tert-butyl bromide with water.
12. Which alkyl halide is most likely to undergo an SN2 reaction?
A) Methyl bromide
B) Tert-butyl chloride
C) Isopropyl iodide
D) 2-bromo-2-methylpropane
13. Compare SN1 and SN2 mechanisms in terms of:
○ Rate law
○ Stereochemistry
○ Carbocation formation
14. In the E2 reaction of 2-bromobutane, which of the following is the major product?
A) 1-butene
