1. Describe the following chemical reactions as SN1, SN2, E1 & E2. Draw a curved arrow mechanism for each reaction. 2 KCN CI DMSO CN CN NaOH Br H20, heat .. Br H2O Y......OH CH;CH,O Na* ethanol NASH DMSO SH КОН НО Br DMSO NaNH, OTs NH3 NH, TSO H2N S TSO CH3 Nal CH3 .... CH3 acetone CH3

Chemistry
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Chapter1: Chemical Foundations
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**Practice Problems on \( \text{S}_\text{N}1, \text{S}_\text{N}2, \text{E}1 \& \text{E}2**

1. **Describe the following chemical reactions as \( \text{S}_\text{N}1, \text{S}_\text{N}2, \text{E}1 \& \text{E}2. Draw a curved arrow mechanism for each reaction.**

- **Reaction 1:**
  - **Reactants:** Chloropropane with KCN in DMSO
  - **Products:** Propyl cyanide
  - **Reaction Type:** \( \text{S}_\text{N}2 \)

- **Reaction 2:**
  - **Reactants:** Bromocyclohexane with NaOH in \( \text{H}_2\text{O} \) and heat
  - **Products:** Cyclohexene
  - **Reaction Type:** \( \text{E}1/\text{E}2 \)

- **Reaction 3:**
  - **Reactants:** Bromocyclohexane with \( \text{H}_2\text{O} \)
  - **Products:** Cyclohexanol
  - **Reaction Type:** \( \text{S}_\text{N}2 \)

- **Reaction 4:**
  - **Reactants:** Iodocyclohexane with \( \text{CH}_3\text{CH}_2\text{O}^-\text{Na}^+ \) in ethanol
  - **Products:** Cyclohexene
  - **Reaction Type:** \( \text{S}_\text{N}2 \)

- **Reaction 5:**
  - **Reactants:** Bromocyclopentane with \( \text{NaSH} \) in DMSO
  - **Products:** Cyclopentyl mercaptan
  - **Reaction Type:** \( \text{S}_\text{N}2 \)

- **Reaction 6:**
  - **Reactants:** Bromo-2-norbornene with KOH in DMSO
  - **Products:** Norbornan-2-ol
  - **Reaction Type:** \( \text{S}_\text{N
Transcribed Image Text:**Practice Problems on \( \text{S}_\text{N}1, \text{S}_\text{N}2, \text{E}1 \& \text{E}2** 1. **Describe the following chemical reactions as \( \text{S}_\text{N}1, \text{S}_\text{N}2, \text{E}1 \& \text{E}2. Draw a curved arrow mechanism for each reaction.** - **Reaction 1:** - **Reactants:** Chloropropane with KCN in DMSO - **Products:** Propyl cyanide - **Reaction Type:** \( \text{S}_\text{N}2 \) - **Reaction 2:** - **Reactants:** Bromocyclohexane with NaOH in \( \text{H}_2\text{O} \) and heat - **Products:** Cyclohexene - **Reaction Type:** \( \text{E}1/\text{E}2 \) - **Reaction 3:** - **Reactants:** Bromocyclohexane with \( \text{H}_2\text{O} \) - **Products:** Cyclohexanol - **Reaction Type:** \( \text{S}_\text{N}2 \) - **Reaction 4:** - **Reactants:** Iodocyclohexane with \( \text{CH}_3\text{CH}_2\text{O}^-\text{Na}^+ \) in ethanol - **Products:** Cyclohexene - **Reaction Type:** \( \text{S}_\text{N}2 \) - **Reaction 5:** - **Reactants:** Bromocyclopentane with \( \text{NaSH} \) in DMSO - **Products:** Cyclopentyl mercaptan - **Reaction Type:** \( \text{S}_\text{N}2 \) - **Reaction 6:** - **Reactants:** Bromo-2-norbornene with KOH in DMSO - **Products:** Norbornan-2-ol - **Reaction Type:** \( \text{S}_\text{N
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