A В NABH4 LIAIH4 DIBAL-H -78 °C Mg Br C (excess) D

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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 each product

## Part b - Also, draw out the products for the following reactions:

The diagram provided in the image showcases the possible reaction pathways for a given compound when subjected to different reagents. The compound at the center of the diagram is a bicyclic molecule with two carbonyl (C=O) groups adjacent to each other, forming a cyclic anhydride structure. The reaction pathways are indicated as follows:

### Reaction A:
- **Reagent: NaBH4 (Sodium Borohydride)**
- **Product**: Reduction of both carbonyl groups will occur, producing a diol (two hydroxyl groups positioned where the carbonyl groups were). Label this product as "A."

### Reaction B:
- **Reagent: LiAlH4 (Lithium Aluminium Hydride)**
- **Product**: Lithium Aluminium Hydride is a strong reducing agent, which will also reduce the carbonyl groups to alcohol groups, similar to product A. Label this product as "B."

### Reaction C:
- **Reagent: DIBAL-H (Diisobutylaluminium Hydride) at -78°C**
- **Product**: DIBAL-H at low temperatures selectively reduces esters to aldehydes without further reducing them to alcohols. Given the cyclic structure, this will likely result in the opening of the ring and formation of an aldehyde group. Label this product as "C."

### Reaction D:
- **Reagent: Excess Grignard Reagent (ethylmagnesium bromide, EtMgBr)**
- **Product**: The Grignard reagent reacts with carbonyl groups to add an alkyl group, in this case, an ethyl group, forming a tertiary alcohol after the initial ketone intermediate stage. Given that it's in excess, both carbonyl groups will be transformed, resulting in a highly substituted alcohol compound. Label this product as "D."

For a detailed understanding of the reaction mechanisms and to see the structural formulas of the identified products (A, B, C, and D), students are encouraged to draw the products as per the pathways indicated.
Transcribed Image Text:## Part b - Also, draw out the products for the following reactions: The diagram provided in the image showcases the possible reaction pathways for a given compound when subjected to different reagents. The compound at the center of the diagram is a bicyclic molecule with two carbonyl (C=O) groups adjacent to each other, forming a cyclic anhydride structure. The reaction pathways are indicated as follows: ### Reaction A: - **Reagent: NaBH4 (Sodium Borohydride)** - **Product**: Reduction of both carbonyl groups will occur, producing a diol (two hydroxyl groups positioned where the carbonyl groups were). Label this product as "A." ### Reaction B: - **Reagent: LiAlH4 (Lithium Aluminium Hydride)** - **Product**: Lithium Aluminium Hydride is a strong reducing agent, which will also reduce the carbonyl groups to alcohol groups, similar to product A. Label this product as "B." ### Reaction C: - **Reagent: DIBAL-H (Diisobutylaluminium Hydride) at -78°C** - **Product**: DIBAL-H at low temperatures selectively reduces esters to aldehydes without further reducing them to alcohols. Given the cyclic structure, this will likely result in the opening of the ring and formation of an aldehyde group. Label this product as "C." ### Reaction D: - **Reagent: Excess Grignard Reagent (ethylmagnesium bromide, EtMgBr)** - **Product**: The Grignard reagent reacts with carbonyl groups to add an alkyl group, in this case, an ethyl group, forming a tertiary alcohol after the initial ketone intermediate stage. Given that it's in excess, both carbonyl groups will be transformed, resulting in a highly substituted alcohol compound. Label this product as "D." For a detailed understanding of the reaction mechanisms and to see the structural formulas of the identified products (A, B, C, and D), students are encouraged to draw the products as per the pathways indicated.
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