Reaction Mechanisms: Substitution, Addition, Elimination - Advanced Concepts

Q. In the reaction of benzyl chloride with a strong nucleophile, which mechanism is favored?
  • A. SN1
  • B. SN2
  • C. E1
  • D. E2
Q. What is the IUPAC name for the compound with the structure CH3-CH2-CH(CH3)-CH2-Br?
  • A. 1-bromo-3-methylbutane
  • B. 2-bromo-3-methylbutane
  • C. 3-bromo-2-methylbutane
  • D. 2-bromo-2-methylbutane
Q. What is the main mechanism for the reaction of 1-bromobutane with sodium hydroxide in ethanol?
  • A. SN1
  • B. SN2
  • C. E1
  • D. E2
Q. What is the main mechanism for the reaction of 2-bromobutane with sodium hydroxide in ethanol?
  • A. SN1
  • B. SN2
  • C. E1
  • D. E2
Q. What is the major product of the reaction between propene and HBr?
  • A. 1-bromopropane
  • B. 2-bromopropane
  • C. Bromopropane mixture
  • D. No reaction
Q. What is the major product of the reaction of 2-bromo-2-methylpropane with a strong base?
  • A. 2-methylpropene
  • B. 2-bromo-2-methylpropane
  • C. Isobutylene
  • D. No reaction
Q. What is the product of the E1 elimination of 2-bromo-2-methylpropane?
  • A. Isobutylene
  • B. Butane
  • C. 2-methylpropene
  • D. Cyclobutane
Q. What is the product of the reaction between propene and HBr?
  • A. 1-bromopropane
  • B. 2-bromopropane
  • C. Propyl bromide
  • D. Bromopropane
Q. What type of stereochemistry is observed in the product of an SN2 reaction?
  • A. Retention of configuration
  • B. Inversion of configuration
  • C. Racemization
  • D. No stereochemistry change
Q. Which of the following compounds undergoes elimination via an E2 mechanism?
  • A. 2-bromopentane
  • B. 2-bromo-2-methylpropane
  • C. 1-bromobutane
  • D. 3-bromopropanol
Q. Which of the following is a characteristic of an SN1 reaction?
  • A. Involves a concerted mechanism
  • B. Forms a carbocation intermediate
  • C. Requires a strong nucleophile
  • D. Occurs in a single step
Q. Which of the following statements is true regarding E1 reactions?
  • A. They are stereospecific
  • B. They involve a carbocation intermediate
  • C. They require a strong base
  • D. They occur in a single step
Q. Which of the following statements is true regarding the E2 mechanism?
  • A. It requires a strong base
  • B. It can occur with tertiary substrates only
  • C. It involves a carbocation intermediate
  • D. It is a unimolecular reaction
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