What is mechanism of following reaction? RCH2CH2-ONa +CS2 + CH3-I→∆→R-...
The mechanism of the given reaction, RCH2CH2-ONa + CS2 + CH3-I → ∆ → R-CH=CH2, involves several steps that lead to the formation of an alkene, R-CH=CH2. Let's break down the reaction into its individual steps and explain each of them in detail.
1. Formation of Sodium Dialkyl Dithiocarbamate:
The first step involves the reaction between RCH2CH2-ONa (sodium alkoxide) and CS2 (carbon disulfide). This reaction forms a sodium dialkyl dithiocarbamate intermediate, which can be represented as RCH2CH2-N(CS2)SR, where R is an alkyl group.
2. Formation of Alkyl Isocyanide:
In the next step, the sodium dialkyl dithiocarbamate reacts with CH3-I (methyl iodide). This reaction is an S-alkylation process, where CH3-I replaces the sulfur atom in the dithiocarbamate, forming an alkyl isocyanide intermediate. The reaction can be represented as RCH2CH2-N(CS2)SCH3.
3. Elimination of Sulfur:
The alkyl isocyanide intermediate undergoes thermal decomposition (∆) to eliminate sulfur, resulting in the formation of the desired alkene, R-CH=CH2. This elimination reaction is known as the von Richter reaction.
Overall Reaction:
RCH2CH2-ONa + CS2 + CH3-I → RCH2CH2-N(CS2)SCH3 → ∆ → R-CH=CH2
To summarize, the reaction involves the formation of a sodium dialkyl dithiocarbamate intermediate by reacting sodium alkoxide with carbon disulfide. The intermediate then undergoes S-alkylation with methyl iodide to form an alkyl isocyanide. Finally, the alkyl isocyanide undergoes thermal decomposition to eliminate sulfur and yield the desired alkene.
What is mechanism of following reaction? RCH2CH2-ONa +CS2 + CH3-I→∆→R-...
RCH2CH2ONA+CS2+CH3---(Mec-zn/na)---∆---(mec.-deep HCL)---CH2CH3
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