Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Draw the structure of the product, substrate, or condition.

### Transcription for Educational Website

#### Organic Chemistry Reaction Sequence

This image depicts a two-step reaction sequence involving an alkyne and its conversion to an alcohol. Below is an explanation of the process:

1. **Starting Material**:
   - The starting compound is a terminal alkyne, specifically 2-butyne, represented as Me-C≡C-Me, where "Me" stands for a methyl group (CH₃).

2. **First Step (Unspecified Box)**:
   - Although the contents of the first reaction step are not specified in the image, it involves transforming the alkyne.

3. **Second Step: Hydroboration-Oxidation**:
   - **Reagents**:
     - 1) BH₃: Borane is used for the hydroboration step.
     - 2) H₂O₂/NaOH/H₂O: Hydrogen peroxide in the presence of sodium hydroxide and water is used for oxidation.
   - **Product**:
     - The final product is a tetra-deuterated, racemic secondary alcohol. The molecule shown has two deuterium atoms (D) and two methyl groups (Me). The presence of D atoms indicates isotopic labelling, commonly used in mechanistic studies.

4. **Product Configuration**:
   - The product is racemic, represented by (±), indicating that the reaction produces a mixture of chiral stereoisomers in equal amounts.

This sequence illustrates the preparation of an alcohol from an alkyne using a hydroboration-oxidation pathway, highlighting the importance of stereochemistry and isotopic labelling in organic synthesis.
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Transcribed Image Text:### Transcription for Educational Website #### Organic Chemistry Reaction Sequence This image depicts a two-step reaction sequence involving an alkyne and its conversion to an alcohol. Below is an explanation of the process: 1. **Starting Material**: - The starting compound is a terminal alkyne, specifically 2-butyne, represented as Me-C≡C-Me, where "Me" stands for a methyl group (CH₃). 2. **First Step (Unspecified Box)**: - Although the contents of the first reaction step are not specified in the image, it involves transforming the alkyne. 3. **Second Step: Hydroboration-Oxidation**: - **Reagents**: - 1) BH₃: Borane is used for the hydroboration step. - 2) H₂O₂/NaOH/H₂O: Hydrogen peroxide in the presence of sodium hydroxide and water is used for oxidation. - **Product**: - The final product is a tetra-deuterated, racemic secondary alcohol. The molecule shown has two deuterium atoms (D) and two methyl groups (Me). The presence of D atoms indicates isotopic labelling, commonly used in mechanistic studies. 4. **Product Configuration**: - The product is racemic, represented by (±), indicating that the reaction produces a mixture of chiral stereoisomers in equal amounts. This sequence illustrates the preparation of an alcohol from an alkyne using a hydroboration-oxidation pathway, highlighting the importance of stereochemistry and isotopic labelling in organic synthesis.
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