Choose the reagent necessary to carry the following reaction: 8-8 O H₂S in water NaSH in Water NaSH in DMSO O H₂S in DMSO

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Question 22
### Choosing the Appropriate Reagent for a Chemical Reaction

**Question:**
Choose the reagent necessary to carry the following reaction:

**Options:**
1. O H₂S in DMSO
2. O NaSH in DMSO
3. O NaSH in Water
4. O H₂S in Water

**Reaction Details:**
The provided image shows a reaction where a cyclohexane ring with a bromine (Br) substituent is converted to a cyclohexane ring with a thiol (SH) substituent.

### Explanation:
In the reaction depicted, a nucleophilic substitution is taking place, where the bromine (Br) leaving group on the cyclohexane is replaced by a thiol (SH) group. The reagents listed are potential nucleophiles or sources of nucleophiles that can facilitate this substitution.

### Analyzing the Reagents:
1. **H₂S in DMSO**: Hydrogen sulfide (H₂S) in dimethyl sulfoxide (DMSO) can act as a weak nucleophile.
2. **NaSH in DMSO**: Sodium hydrosulfide (NaSH) in DMSO is a strong nucleophile and can effectively displace halide ions in a substitution reaction.
3. **NaSH in Water**: Sodium hydrosulfide (NaSH) in water is also a strong nucleophile, though the solvent can influence the reaction rate and mechanism.
4. **H₂S in Water**: Hydrogen sulfide in water, being a weaker nucleophile, might be less effective for this substitution.

### Likely Answer:
Given that we need a strong nucleophile to substitute the bromine (Br) on the cyclohexane ring, **NaSH in DMSO** is the most suitable reagent among the options provided, due to both the strength of NaSH as a nucleophile and the polar aprotic nature of DMSO, which favors such substitution reactions by stabilizing the transition state.

### Conclusion:
For the given reaction, the appropriate reagent from the options provided would be **NaSH in DMSO**.
Transcribed Image Text:### Choosing the Appropriate Reagent for a Chemical Reaction **Question:** Choose the reagent necessary to carry the following reaction: **Options:** 1. O H₂S in DMSO 2. O NaSH in DMSO 3. O NaSH in Water 4. O H₂S in Water **Reaction Details:** The provided image shows a reaction where a cyclohexane ring with a bromine (Br) substituent is converted to a cyclohexane ring with a thiol (SH) substituent. ### Explanation: In the reaction depicted, a nucleophilic substitution is taking place, where the bromine (Br) leaving group on the cyclohexane is replaced by a thiol (SH) group. The reagents listed are potential nucleophiles or sources of nucleophiles that can facilitate this substitution. ### Analyzing the Reagents: 1. **H₂S in DMSO**: Hydrogen sulfide (H₂S) in dimethyl sulfoxide (DMSO) can act as a weak nucleophile. 2. **NaSH in DMSO**: Sodium hydrosulfide (NaSH) in DMSO is a strong nucleophile and can effectively displace halide ions in a substitution reaction. 3. **NaSH in Water**: Sodium hydrosulfide (NaSH) in water is also a strong nucleophile, though the solvent can influence the reaction rate and mechanism. 4. **H₂S in Water**: Hydrogen sulfide in water, being a weaker nucleophile, might be less effective for this substitution. ### Likely Answer: Given that we need a strong nucleophile to substitute the bromine (Br) on the cyclohexane ring, **NaSH in DMSO** is the most suitable reagent among the options provided, due to both the strength of NaSH as a nucleophile and the polar aprotic nature of DMSO, which favors such substitution reactions by stabilizing the transition state. ### Conclusion: For the given reaction, the appropriate reagent from the options provided would be **NaSH in DMSO**.
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