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Arrange the following in increasing order of their basic strength: CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2

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प्रश्न

Arrange the following in increasing order of their basic strength:

CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2

विस्तार में उत्तर
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उत्तर

Considering the inductive effect and the steric hindrance of alkyl groups, CH3NH2, (CH3)2NH, and (CH3)3N can be arranged in the increasing order of their basic strengths as:

(CH3)3N < CH3NH2 < (CH3)2NH

In C6H5NH2, N is directly attached to the benzene ring. Thus, the lone pair of electrons on the N-atom is delocalized over the benzene ring. In C6H5CH2NH2, N is not directly attached to the benzene ring. Thus, its lone pair is not delocalized over the benzene ring. Therefore, the electrons on the N atom are more easily available for protonation in C6H5CH2NH2 than in C6H5NH2 i.e., C6H5CHNH2 is more basic than C6H5NH2.

Again, 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 (CH3)3N. Therefore, (CH3)3N is more basic than C6H5CH2NH2. Thus, the given compounds can be arranged in the increasing order of their basic strengths as follows:

C6H5NH2 < C6H5CH2NH2 < (CH3)3N < CH3NH2 < (CH3)2NH

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अध्याय 9: Amines - Intext Questions [पृष्ठ २७४]

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एनसीईआरटी Chemistry Part 1 and 2 [English] Class 12
अध्याय 9 Amines
Intext Questions | Q 9.4 (iii) | पृष्ठ २७४

संबंधित प्रश्न

Identify the weakest base amongst the following :

(a) p- methoxyaniline

(b) o-toluidine

(c) benzene - 1, 4 - diamine

(d) 4 - aminobenzoic acid


  1. Write structures of different isomeric amines corresponding to the molecular formula C4H11N.
  2. Write the IUPAC names of all the isomers.
  3. What type of isomerism is exhibited by different pairs of amines?

How will you convert Cl−(CH2)4−Cl into hexan-1, 6-diamine?


Complete the following acid-base reaction and name the product:

\[\ce{(C2H5)3N + HCl ->}\]


Account for the following:

Gabriel phthalimide synthesis is preferred for synthesising primary amines.


Arrange the following:

In increasing order of boiling point:

C2H5OH, (CH3)2NH, C2H5NH2


Complete the following reaction:

\[\ce{C6H5N2Cl + H3PO2 + H2O ->}\]


Choose the most correct option.

Which one of the following compounds has the highest boiling point?


Arrange the following compounds in increasing order of their boiling points.

Ethyl alcohol, Ethyl amine, Ethanoic acid, Ethane


Acetic acid exist as dimer in benzene due to


Which of the following compound gives a secondary amine oh reduction?


Which of the following amines form maximum hydrogen bonds within themselves?


Which one of the following compounds will liberate CO2, when treated with NaHCO3?


Arrange the following in increasing order of their boiling point:

C2H5OH, C2H5NH2, (C2H5)3N


Arrange the decreasing boiling point.

\[\ce{CH3COOH, C2H5OH, CH3NH2, CH3OCH3}\]


Write short note on the following:

Ammonolysis


The correct order of decreasing basic strength of the given amines is:


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