(a)
Interpretation:
The structural effects in the given
Concept introduction:
Basicity of amines depends upon the nature of substituent present on the
(b)
Interpretation:
The structural effects in the given amines with their basicities are to be stated.
Concept introduction:
Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus results in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increases the basicity.
(c)
Interpretation:
The reason as to why the given compound is not only a stronger base but also a stronger hydroxide ion is to be explained.
Concept introduction:
Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus results in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increases the basicity.
Want to see the full answer?
Check out a sample textbook solutionChapter 19 Solutions
Organic Chemistry (9th Edition)
- What kinds of halides cannot be used to alkylate an amine? Why not? a.Tertiary halides form alkenes on elimination. b.Aryl halides unless activated by electron-withdrawing groups c.Halides with beta-alkyl groups are sterically hindered. d. all of the abovearrow_forwardExplain the observed difference in the pKa values of the conjugate acids of amines A and B.arrow_forwardExplain how you would rank the amines given below according to their basicity, together with the reasons.arrow_forward
- Give reasons for the following:(i) Aniline does not undergo Friedal-Crafts reaction.(ii) (CH3)2 NH is more basic than (CH3)3 N in an aqueous solution.(iii) Primary amines have higher boiling point than tertiary amines.arrow_forwardSeveral additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions.(a) allyl bromide S allylamine (b) ethylbenzene S p@ethylanilinearrow_forwardEach pair of compounds below can be separatedusing acid/base extraction. Provide the common acid or base that could be used to effect the separation. Amines can be converted into ammonium salts using acid, but neutral amines are very weak acids (pKa~ 35)and thus cannot be extracted by an aqueous base.arrow_forward
- Explain why a secondary amine forms a nitrosamine rather than a diazonium ion when it reacts with anitrosonium ion.arrow_forwardAccount for the following :(i) Primary amines (R-NH2) have higher boiling point than tertiary amines (R3N).(ii) Aniline does not undergo Friedel – Crafts reaction.(iii) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.arrow_forwardgive the results of the following compounds after reaction with nitrous acid test a. primary aliphatic amine b. secondary aliphatic amine c. tertiary aliphatic amine d. primary aromatic aminearrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning