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Arrange the following in increasing order of their basic strength: C2H5NH2, C6H5NH2, NH3, C6H5CH2NH2 and (C2H5)2NH - Chemistry

Arrange the following in increasing order of their basic strength:

C2H5NH2, C6H5NH2, NH3, C6H5CH2NH2 and (C2H5)2NH

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Solution

Considering the inductive effect of alkyl groups, NH3, C2H5NH2, and (C2H5)2NH can be arranged in the increasing order of their basic strengths as:

`NH_3<C_2H_5NH_2< (C_2H_5)_2NH`

Again, C6H5NH2 has proton acceptability less than NH3. Thus, we have:

`C_6H_5NH_2 < NH_3 < C_2H_5NH_2 < (C_2H_5)_2 NH`

Due to the −I effect of C6H5 group, the electron density on the N-atom in C6H5CH2NH2 is lower than that on the N-atom in C2H5NH2, but more than that in NH3. Therefore, the given compounds can be arranged in the order of their basic strengths as:

`C_6H_5NH_2 < NH_3 < C_6H_5CH_2NH_2

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APPEARS IN

NCERT Class 12 Chemistry Textbook
Chapter 13 Amines
Q 4.1 | Page 396
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