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BITSAT 2009
Exam
BITSAT
Year
2009
Subject
Chemistry
Chapter
General Organic Chemistry

BITSAT 2009 · Chemistry · General Organic Chemistry

The one which is least basic is

The one which is least basic is

Options

  1. ANH3\mathrm{NH}_{3}
  2. BC6H5NH2\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}
  3. C(C6H5)3 N\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{3} \mathrm{~N}
  4. D(C6H5)2NH\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{NH}

Correct answer

C. (C6H5)3 N\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{3} \mathrm{~N}

Step-by-step solution

More the electron density on N\mathrm{N}, higher will be the basicity. Density on N\mathrm{N} is influenced by the (i) nature of the group (+I or -I) present in alkyl group or benzene nucleus and (ii) resonance (delocalisation of the electron present on N\mathrm{N} ). In \left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{3} \mathrm{~N} : electron pair is delocalised to the maximum extent due to three benzene rings and hence least available for protonation, thus it will be least basic)
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