Why acetanilide is not basic

Vaping Study Guide 3 cards. Propylene Glycol. Q: Why aniline is basic and acetanilide is not basic? Write your answer Related questions. Which is more basic acetanilide or aniline? Among benzyl amine aniline acetanilide and p-nitro aniline which is the most basic compound? Which is more polar acetanilide or aniline? What is an acetanilide? Why add of little amount from acetic anhydride in synthesis of acetanilide? What is an acetanilid? Who is more basic aniline or cyclohexylamine?

Which is more basic aniline or cyclohexyl amine? How can seprate p-nitro acetanilide mixture of para and ortho acetanilide? Why is there only one acyl group placed on aniline in the reaction forming acetanilide?

Why the litmus aniline is neutral? Why is aniline less basic than methylamine? Why aniline is more reactive than acetanilide toward electrophilic substitution? What is the purpose of adding sodium acetate to the reaction mixture in the synthesis of acetanilide? Why aniline is less basic than ammonia? How you convert benzene to aniline?

Why para nitro aniline is less basic from aniline? Is aniline yellow a basic dye? Why Aniline is less basic then ammonia? Why acetanilide is more para directing than aniline in bromination? What is the mechanism of bromination of acetanilide? Is acetanilide acid or base? Why can't acetanilide dissolve in HCl?

Mark B answered on January 31, Basicity is the ability of a compound to donate lone pair. The lone pair in both aniline and acetanilide are delocalized due to resonance. The lone pair in case of aniline is delocalized in the benzene ring. But the lone pair in case of acetanilide, is delocalized for carbonyl group in addition to the benzene ring.

So delocalization is more in case of acetanilide than aniline hence the availability of lone pair in acetanilide is less. So it is less basic than aniline. Do you need an answer to a question different from the above? Ask your question! We want to correct this solution. Tell us more. Was the final answer of the question wrong? Were the solution steps not detailed enough? Was the language and grammar an issue? In addition, it is also used as a solvent and an antiknock compound for gasoline.

It is also used as a precursor in manufacturing penicillin. Acetanilide: Acetanilide is mainly used as an inhibitor of peroxides and as a stabilizer for cellulose ester varnishes. Also, it is used as an intermediate for the synthesis of rubber accelerators, dyes and dye intermediate and camphor. In addition, it is used as a precursor in penicillin synthesis and other pharmaceuticals including painkillers.

It has a much weaker base comparing to the aliphatic amines due to the electron withdrawing effect on the benzene ring. Despite being a weak base, aniline can precipitate zinc, aluminum, and ferric salts.

Moreover, it expels ammonia from ammonium salts upon heating. Acetanilide: Acetanilide is an amide, and amides are very weak bases; they are even less basic than water. Aniline By Calvero. Selfmade with ChemDraw. Acetanilide By Rune.