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Why aniline is more reactive than acetanilide toward electrophilic substitution?
Wiki User
∙ 11y ago
For acetanilide, resonance delocalization of the nitrogen lone pair electrons to the aromatic ring is less favored because the positive charge on nitrogen is next to the positively polarized carbonyl group. Resonance delocalization to the carbonyl oxygen is favored because of the electronegativity of oxygen. Since the nitrogen lone pair electrons are less available to the ring than in aniline, the reactivity of the ring toward electrophilic substitution decreases.
Wiki User
∙ 11y ago
Wiki User
∙ 6y agoNitro is more polar.
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Among benzyl amine aniline acetanilide and p-nitro aniline which is the most basic compound?
benzyl amine is the most basic
Why add of little amount from acetic anhydride in synthesis of acetanilide?
Acetic anhydride and aniline are the reactants for the preparation of acetaanilide.
Why the amino group of p-aminobenzoic acid does not participate in the synthesis of benzocaine?
Its because its an aniline and that is less electrophilic than an alkyl amine thats also there so that will be used instead.
Which is strong base aniline or o-nitroaniline?
Dyes are of several types they may be acidic , basic or neutral, organic dyes are mostly basic.
In estimation of aniline why we can add brominating mixture?
Type your answer here... bromine is very reactive species.so it is not suitable for titration .
How do you write the nucleophilic substitution reactions for aniline and toluene?
aniline would go through an electrophilic substitution, it is a weak base
monobromination of acetanilide occurs,while tribromination of aniline would occur under the same conditions?
Write a detailed set of equations for the acetylation reaction, and in particular show clearly that the reaction can be regarded as a nucleophilic substitution, in which the attacking nucleophile is aniline (attacking acetic anhydride).
What is an acetanilid?
An acetanilide is an amide derived from acetic acid and aniline, once used as an analgesic and antipyretic.
Among benzyl amine aniline acetanilide and p-nitro aniline which is the most basic compound?
benzyl amine is the most basic
Why add of little amount from acetic anhydride in synthesis of acetanilide?
Acetic anhydride and aniline are the reactants for the preparation of acetaanilide.
What kind of solid derivative would be suitable to synthesize for 3-chloroaniline?
Aniline hydrochloride is suitable for substitution of chlorine at meta position of aniline.
Why the amino group of p-aminobenzoic acid does not participate in the synthesis of benzocaine?
Its because its an aniline and that is less electrophilic than an alkyl amine thats also there so that will be used instead.
Which is strong base aniline or o-nitroaniline?
Dyes are of several types they may be acidic , basic or neutral, organic dyes are mostly basic.
In estimation of aniline why we can add brominating mixture?
Type your answer here... bromine is very reactive species.so it is not suitable for titration .
Which is more basic cyclohexyl aniline or aniline?
Strength of bases is related to the ease of accepting a proton which inturn depends on the availability of electron pair on the nitrogen atom (or some other basic atom). More is the availability of electron pair, more easily the proton will be accepted and more will be the basic strength.Aniline is a weaker base than ammonia or cyclohexylamine. It is because of the fact that the electron pair on nitrogen is involved in delocalization, making it less available for donation.
What is the equation for the reaction of aniline with acetic anhydride?
Positively charged carbon atom of the aldehyde's carbonyl group attacks p-position of aniline, having a negative charge. Compound 1 forms, with a positive carbon attacking a p-position of another aniline molecule.NH2-C6H5 + RC(O)H -> NH2-C6H4-CHR(OH) (compound 1)NH2-C6H4-CHR(OH) + NH2-C6H5 -> NH2-C6H4-CH(R)-C6H4-NH2 + H2OIn case of formaldehyde, the product is 4,4'-methylenedianiline (MDA).
What is the purpose of adding sodium acetate to the reaction mixture in preparation of acetanilide?
In the synthesis of acetanilide the hydrochloride salt of aniline is used in order to increase the solubility in water. The sodium acetate acts as a base and reacts with the HCl to produce acetic acid. Once the acetanilide product is no longer a hydrochloride salt, its solubility in water is decreased and it crystalises out. The main byproducts are sodium chloride and acetic acid which remain soluble in the water and are removed when the crude product is filtered off.
