3. Draw all products for the following reactions. For your products, write whether the nucleophile added to the Re face or Si face of the starting material. a. b. 1) LIAIH4 2) H™ HOI.... 1) CH3CH2Li 2) H+ c) Determine whether the nucleophile added to the Re face or Si face of benzaldehyde.

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**Organic Chemistry Reactions and Stereochemistry Analysis**

**Question 3: Draw all products for the following reactions. For your products, write whether the nucleophile added to the Re face or Si face of the starting material.**

**a.**

- **Reaction Scheme:** 
  - Starting Material: A compound with a ketone group attached to a phenyl ring (benzylacetone).
  - Reagents: 
    1) LiAlH4
    2) H⁺

**Explanation:** 
This reaction is a reduction of the ketone using lithium aluminum hydride (LiAlH4) followed by an acid work-up to obtain an alcohol. The stereochemistry needs to be analyzed to determine whether the addition occurred on the Re or Si face.

**b.**

- **Reaction Scheme:** 
  - Starting Material: An aromatic ketone compound.
  - Reagents: 
    1) CH₃CH₂Li
    2) H⁺

**Explanation:** 
Here, the ethyl lithium acts as a nucleophile, adding to the carbonyl carbon of the ketone. The product will be an alcohol after protonation. The analysis of Re face or Si face addition is necessary to provide the stereochemical outcome.

**c. Determine whether the nucleophile added to the Re face or Si face of benzaldehyde.**

A structure of a product is shown with an alcohol group and benzaldehyde derivative, which implies that stereochemistry has been established. The question asks to evaluate the stereospecificity of the nucleophilic addition to determine the face of the original benzaldehyde that was attacked.

**Note:** In organic chemistry, the terms 'Re face' and 'Si face' refer to the two different faces of a planar sp² hybridized carbon atom in a double bond or aromatic system. The determination of which face is attacked by a nucleophile can influence the stereochemistry of the resulting compound. Understanding these concepts is crucial for predicting and explaining the outcomes of reactions in stereochemistry.
Transcribed Image Text:**Organic Chemistry Reactions and Stereochemistry Analysis** **Question 3: Draw all products for the following reactions. For your products, write whether the nucleophile added to the Re face or Si face of the starting material.** **a.** - **Reaction Scheme:** - Starting Material: A compound with a ketone group attached to a phenyl ring (benzylacetone). - Reagents: 1) LiAlH4 2) H⁺ **Explanation:** This reaction is a reduction of the ketone using lithium aluminum hydride (LiAlH4) followed by an acid work-up to obtain an alcohol. The stereochemistry needs to be analyzed to determine whether the addition occurred on the Re or Si face. **b.** - **Reaction Scheme:** - Starting Material: An aromatic ketone compound. - Reagents: 1) CH₃CH₂Li 2) H⁺ **Explanation:** Here, the ethyl lithium acts as a nucleophile, adding to the carbonyl carbon of the ketone. The product will be an alcohol after protonation. The analysis of Re face or Si face addition is necessary to provide the stereochemical outcome. **c. Determine whether the nucleophile added to the Re face or Si face of benzaldehyde.** A structure of a product is shown with an alcohol group and benzaldehyde derivative, which implies that stereochemistry has been established. The question asks to evaluate the stereospecificity of the nucleophilic addition to determine the face of the original benzaldehyde that was attacked. **Note:** In organic chemistry, the terms 'Re face' and 'Si face' refer to the two different faces of a planar sp² hybridized carbon atom in a double bond or aromatic system. The determination of which face is attacked by a nucleophile can influence the stereochemistry of the resulting compound. Understanding these concepts is crucial for predicting and explaining the outcomes of reactions in stereochemistry.
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