Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. Be sure to draw hydrogens on oxygen, where applicable. Select Draw Rings More Erase 1. B2H6, diglyme (a) 2. H2О2, НО, H20
Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. Be sure to draw hydrogens on oxygen, where applicable. Select Draw Rings More Erase 1. B2H6, diglyme (a) 2. H2О2, НО, H20
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Draw the products for the reaction as stated in the instructions.
Select all the characteristics of the products.
![**Conversion of Alkenes to Alcohols via Hydroboration-Oxidation**
Alkenes can be converted to alcohols by hydroboration-oxidation. The process involves two main steps:
1. **Hydroboration:**
- Reagents: \( B_2H_6 \), diglyme
- The borane (\( BH_3 \)) adds to the alkene to form a trialkylborane intermediate.
2. **Oxidation:**
- Reagents: \( H_2O_2 \), \( HO^- \), \( H_2O \)
- The trialkylborane intermediate is oxidized to generate the corresponding alcohol.
**Instructions:**
- (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond, and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.
- (b) Characterize the product or products of the reactions.
**Diagram Explanation:**
- The alkene structure displayed is a cyclohexene with an external methyl group.
- The reaction involves two steps displayed as horizontal arrows indicating the transformation from the alkene to the alcohol.
**Note:** When drawing, ensure that hydrogens on oxygen are shown where applicable. Use tools such as 'Select,' 'Draw,' 'Rings,' and 'More' for detail, and you can erase any mistakes for clarity.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fdef9f533-991a-4655-a82a-95309da37abb%2F03de107c-bb05-4b1d-ae39-a18ab1911701%2Fk5x0mya_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Conversion of Alkenes to Alcohols via Hydroboration-Oxidation**
Alkenes can be converted to alcohols by hydroboration-oxidation. The process involves two main steps:
1. **Hydroboration:**
- Reagents: \( B_2H_6 \), diglyme
- The borane (\( BH_3 \)) adds to the alkene to form a trialkylborane intermediate.
2. **Oxidation:**
- Reagents: \( H_2O_2 \), \( HO^- \), \( H_2O \)
- The trialkylborane intermediate is oxidized to generate the corresponding alcohol.
**Instructions:**
- (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond, and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.
- (b) Characterize the product or products of the reactions.
**Diagram Explanation:**
- The alkene structure displayed is a cyclohexene with an external methyl group.
- The reaction involves two steps displayed as horizontal arrows indicating the transformation from the alkene to the alcohol.
**Note:** When drawing, ensure that hydrogens on oxygen are shown where applicable. Use tools such as 'Select,' 'Draw,' 'Rings,' and 'More' for detail, and you can erase any mistakes for clarity.
![The product or products of the reaction are characterized as being:
- [ ] \( R, R \)
- [ ] racemic
- [ ] \( S \)
- [ ] diastereomers
- [ ] \( R \)
- [ ] \( S, S \)
- [ ] \( R, S \) (and/or \( S, R \))
- [ ] achiral](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fdef9f533-991a-4655-a82a-95309da37abb%2F03de107c-bb05-4b1d-ae39-a18ab1911701%2Fy772yp_processed.jpeg&w=3840&q=75)
Transcribed Image Text:The product or products of the reaction are characterized as being:
- [ ] \( R, R \)
- [ ] racemic
- [ ] \( S \)
- [ ] diastereomers
- [ ] \( R \)
- [ ] \( S, S \)
- [ ] \( R, S \) (and/or \( S, R \))
- [ ] achiral
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