1
Question
Identify product D in the following reaction sequence.
CH3−CH3|C|CH3− CH2CH2OHK2Cr2O7;H2SO4→H2O,heatASOCl2→B(CH3)2NH→2moleC1.LiAlH4diethylether→2.H2OD
Identify product D in the following reaction sequence.
CH3−CH3|C|CH3− CH2CH2OHK2Cr2O7;H2SO4→H2O,heatASOCl2→B(CH3)2NH→2moleC1.LiAlH4diethylether→2.H2OD
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Solution
The correct option is B CH3CH3|C|CH3CH2CH2N(CH3)2
(CH3)3−C−CH2−CH2−OHK2Cr2O7,H2SO4−−−−−−−−−−→H2O,heat(CH3)3−C−CH2−O||C−OH(A)Oxidation of alcohol with K2Cr2O7 to carboxylic acids(CH3)3−C−CH2−O||C−OHSOCl2−−−−→(CH3)3−C−CH2−O||C−Cl(B)Carboxilic acid upto treatment with SOCl2, acid chloride forms (CH3)3−C−CH2−O||C−Cl(CH3)2NH−−−−−−−→2mole(CH3)3−C−CH2−O||C−N|CH3−CH3(C)Acid chloride on reaction with 2o amide forms 2o amine(CH3)3−C−CH2−O||C−N−(CH3)21.LiAIH4,−−−−−−−→diethylether2.H2OCH3−CH3|C|CH3−CH2−CH2−N|CH3−CH3(D)
(CH3)3−C−CH2−CH2−OHK2Cr2O7,H2SO4−−−−−−−−−−→H2O,heat(CH3)3−C−CH2−O||C−OH(A)
Oxidation of alcohol with K2Cr2O7 to carboxylic acids
(CH3)3−C−CH2−O||C−OHSOCl2−−−−→(CH3)3−C−CH2−O||C−Cl(B)
Carboxilic acid upto treatment with SOCl2, acid chloride forms
(CH3)3−C−CH2−O||C−Cl(CH3)2NH−−−−−−−→2mole(CH3)3−C−CH2−O||C−N|CH3−CH3(C)
Acid chloride on reaction with 2o amide forms 2o amine
(CH3)3−C−CH2−O||C−N−(CH3)21.LiAIH4,−−−−−−−→diethylether2.H2OCH3−CH3|C|CH3−CH2−CH2−N|CH3−CH3(D)
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