CH3 1. Br2, hv, CBR4 CH3 H3C 2. CH3SH

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 15CTQ
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5d.

### Reaction Prediction Exercise

**Objective:** Predict the major organic product of the following reactions. Inorganic byproducts need not be shown unless they involve the organic product. If no reaction will occur, write "no reaction." Be mindful of stereochemistry.

#### Reaction Conditions

**a.**
- **Reactants:** A phenol derivative with a bromine substituent reacts with an epoxide.
- **Reagents:** None specified.

**b.**
- **Reactants:** 1,2-diol with a bromine substituent.
- **Reagents:**
  1. Sodium tert-butoxide (NaOC(CH₃)₃) and tert-butanol (HOC(CH₃)₃)
  2. Trimethylborane (B(CH₃)₃)

**c.**
- **Reactants:** A tertiary alcohol adjacent to an alkene, with a fluorine substituent.
- **Reagents:** Sodium chloride (NaCl) and methanol (CH₃OH)

**d.**
- **Reactants:** An alkane with two primary methyl groups.
- **Reagents:**
  1. Bromine (Br₂), light (hν), carbon tetrabromide (CBr₄)
  2. Methanethiol (CH₃SH)

**e.**
- **Reactants:** A haloalkane with bromine and chlorine substituents.
- **Reagents:** Acetic acid (CH₃COOH) and methanol (CH₃OH)

### Graphs and Diagrams

The reactions are presented with blank spaces where predicted products should be drawn. Consider factors like stereochemistry, substitution patterns, potential rearrangements, or reactions like elimination, substitution, and addition that are characteristic of the given reagents and conditions.

This exercise is designed to enhance understanding of organic reaction mechanisms and the influence of various reaction conditions on different functional groups.
Transcribed Image Text:### Reaction Prediction Exercise **Objective:** Predict the major organic product of the following reactions. Inorganic byproducts need not be shown unless they involve the organic product. If no reaction will occur, write "no reaction." Be mindful of stereochemistry. #### Reaction Conditions **a.** - **Reactants:** A phenol derivative with a bromine substituent reacts with an epoxide. - **Reagents:** None specified. **b.** - **Reactants:** 1,2-diol with a bromine substituent. - **Reagents:** 1. Sodium tert-butoxide (NaOC(CH₃)₃) and tert-butanol (HOC(CH₃)₃) 2. Trimethylborane (B(CH₃)₃) **c.** - **Reactants:** A tertiary alcohol adjacent to an alkene, with a fluorine substituent. - **Reagents:** Sodium chloride (NaCl) and methanol (CH₃OH) **d.** - **Reactants:** An alkane with two primary methyl groups. - **Reagents:** 1. Bromine (Br₂), light (hν), carbon tetrabromide (CBr₄) 2. Methanethiol (CH₃SH) **e.** - **Reactants:** A haloalkane with bromine and chlorine substituents. - **Reagents:** Acetic acid (CH₃COOH) and methanol (CH₃OH) ### Graphs and Diagrams The reactions are presented with blank spaces where predicted products should be drawn. Consider factors like stereochemistry, substitution patterns, potential rearrangements, or reactions like elimination, substitution, and addition that are characteristic of the given reagents and conditions. This exercise is designed to enhance understanding of organic reaction mechanisms and the influence of various reaction conditions on different functional groups.
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