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प्रश्न
Account for the following :
t-butyl chloride on heating with sodium methoxide gives 2-methylpropene instead of t-butyl methyl ether.
उत्तर
Sodium methoxide is a strong base hence elimination predominates over substitution
\[\begin{array}{cc}
\ce{CH3}\phantom{.............................}\\
|\phantom{...............................}\\
\ce{CH3-C-Cl +CH3O^-Na^+->CH3-C=CH3OH + NaCI}\\
|\phantom{...............................}||\\
\phantom{....}\ce{CH3}\phantom{..............}\phantom{..............}\ce{CH2}
\end{array}\]
William synthesis
\[\ce{R - X + R -\underset{\bullet\bullet}{{}^{\bullet\bullet}_{O}} - Na->R - \underset{\bullet\bullet}{{}^{\bullet\bullet}_{O}} - R + NaX}\]
The alkyl halide must be 1⁰ as the reaction involves the SN2 reaction pathway.
If alkyl halide is 3⁰ then the alkene will be the major product. Hence, 2-methylpropene is formed instead of t-butylmethylether.
संबंधित प्रश्न
Write the name of the reagent and the equation for the preparation of the following ether by Williamson’s synthesis:
2-Methoxy-2-methylpropane
Explain the following with an example.
Williamson ether synthesis
\[\ce{(CH3)3CONa + CH3CH2Cl ->[-NaCl] (CH3)3COC2H5}\] is called:
The major product [B] in the following reactions is:
\[\begin{array}{cc}\ce{CH3}\phantom{..................................}\\|\phantom{.....................................}\\\ce{CH3 - CH2 - CH - CH2 - OCH2 - CH3 ->[HI][Heat] [A] alcohol ->[H2SO4][\Delta] [B]}\end{array}\]
Write the name of reagent and equation for the preparation of the following ether by Williamson’s synthesis:
2-Methoxy-2-methylpropane
Write the name of reagent and equation for the preparation of the following ethers by Williamson’s synthesis:
2-Methoxy-2-methylpropane
Short Answer Question.
Identify the product (s) is/are formed when 1 – methoxy propane is heated with excess HI. Name the mechanism involved in the reaction.
Write the name of reagent and equation for the preparation of the following ethers by Williamson’s synthesis:
2-Methoxy-2-methylpropane
Write the name of reagent and equation for the preparation of the following ether by Williamson’s synthesis:
2-Methoxy-2-methylpropane
Identify the product (s) is/are formed when 1-methoxy propane is heated with excess HI. Name the mechanism involved in the reaction.
