for the SN reaction 8 Br ON H. NacN DMF 3. H the ) assign the substrate Configuration of the chiral center in b) assign the configuation of the Chiral center in the product. C) Does this SN pocess proceed nith inversion Configuration? CExplain)
for the SN reaction 8 Br ON H. NacN DMF 3. H the ) assign the substrate Configuration of the chiral center in b) assign the configuation of the Chiral center in the product. C) Does this SN pocess proceed nith inversion Configuration? CExplain)
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Chapter1: Chemical Foundations
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
Transcribed Image Text:### SN2 Reaction Analysis
**Reaction Description:**
A bromocyclopropane substrate undergoes an SN2 reaction with sodium cyanide (NaCN) in DMF (dimethylformamide). The bromine atom is replaced by a cyanide group, resulting in inversion of configuration at the chiral center.
**Diagram Explanation:**
- The substrate features a cyclopropane ring with a bromine (Br) atom attached.
- In the presence of NaCN and DMF, the nucleophile (cyanide ion) attacks the carbon atom bonded to the Br, causing the Br to leave.
- The reaction proceeds with a backside attack, resulting in an inversion of configuration.
### Questions
**a) Assign the configuration of the chiral center in the substrate:**
Identify the priority of the groups around the chiral center according to the CIP (Cahn-Ingold-Prelog) rules and determine its configuration (R or S).
**b) Assign the configuration of the chiral center in the product:**
After the reaction, reassess the priority of the substituents around the new chiral center and determine its configuration (R or S).
**c) Does this SN2 process proceed with inversion of configuration? (Explain):**
Explain how SN2 reactions typically lead to inversion due to the backside attack mechanism, resulting in the inversion of the stereochemistry at the chiral center.
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