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Class 12 Tuition > Learn Class XI-XII Tuition (PUC) > Why Bamford-Stevens reaction give carbenes in aprotic...
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Why Bamford-Stevens reaction give carbenes in aprotic solvent and carbonium ions in protic solvents?

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Chemistry

aprotic means there is no proton,protic means solution containing proton this is the main difference first you know about this difference you can easily get the solution about this questions
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BAMFORD-STEVENS REACTION * In the Bamford-Stevens reaction, the tosyl hydrazones (p-Toluenesulfonyl hydrazones) of aliphatic aldehydes or ketones furnish more substituted alkenes when treated with strong bases like NaOMe, NaH, LiH, NaNH2 etc. bamford stevens reaction 1-1 * The reaction may be...
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BAMFORD-STEVENS REACTION * In the Bamford-Stevens reaction, the tosyl hydrazones (p-Toluenesulfonyl hydrazones) of aliphatic aldehydes or ketones furnish more substituted alkenes when treated with strong bases like NaOMe, NaH, LiH, NaNH2 etc. bamford stevens reaction 1-1 * The reaction may be performed either in protic solvents like glycols or in aprotic solvents like ethylene glycol dimethyl ether. * Both the Bamford-Stevens reaction and the Shapiro reaction afford alkenes from tosyl hydrazones. * In case of Bamford-Stevens reaction, the more substituted alkene is formed as the thermodynamic product. * Whereas in Shapiro reaction, the less substituted alkene is formed as the kinetic product. This reaction employs bases such as alkyllithiums and Grignard reagents. read less
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The carbon atoms of singlets are sp2-hybridised, with one empty p-orbital crossing the plane ... Such molecules are generally very short lived, although persistent carbenes are known. .... of diazoalkanes is the Bamford-Stevens reaction, which gives carbenes in aprotic solvents and carbenium ions in...
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The carbon atoms of singlets are sp2-hybridised, with one empty p-orbital crossing the plane ... Such molecules are generally very short lived, although persistent carbenes are known. .... of diazoalkanes is the Bamford-Stevens reaction, which gives carbenes in aprotic solvents and carbenium ions in protic solvents. read less
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This reaction is performed in two steps, where the intermediate diazo compound may be isolated. Subsequent reaction with protic or aprotic solvents strongly influences the outcome of the reaction. This reaction may be used to effect the overall transformation of a ketone to an alkene.
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Protic and aprotic are solvents and serves as a medium for reaction. So in Bamford Steven reaction, Protic and aprotic have no role in the formation of carbonium ion and carbene.
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