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Bis(2-amino-4,5-dimethyl­anilinium chloride) 4,5 …

Dissolution
Characterization
Melting Point
Diazo coupling of aniline and 2-naphthol
a.k.a Sudan I, Spirit Orange
Industrially used as colorant for waxes, polishes, oils, and solvents
Used as adulterant in food condiments such as in curry powder and chili powder

Aniline – dH2O as solvent
– concentrated HCl




2-naphthol – dH2O as solvent
– aq.

Diazotization
Nitrite solution is added slowly with stirring to the aniline solution.
Nitrosonium ion is generated from dehydrated HNO2.





Anilinium ion is deprotonated enabling it to attack nitrosonium ion.



Theoretical: 134 deg.

Inparticular, N,N-dimethylaniline reacts readily with aryl diazonium ions as shownbelow:

2-Acetyl­anilinium chloride - PubMed Central Canada

2-Acetyl­anilinium chloride

The great commercial value of aniline was due to the readinesswith which it yields, directly or indirectly, . The discovery of in 1856 by was the first of aseries of an enormous range of dyestuffs, such as , safranine andinduline. In addition to its use as a precursor to dyestuffs, it isa starting-product for the manufacture of many drugs, such as (acetaminophen, ).

Aniline and its ring-substituted derivatives react with to form. Through these, the-NH2 group of aniline can be conveniently converted to-OH, -CN, or a via .

Electrochemical polymerization of anilinium …

TCA) (by convertinganiline into anilinium chloride followed by its chlorination) in the presenceof H2SO4/NaNO2 and H3PO2.

anilinium chloride: Synthesis of …

Aniline reacts with carboxylic acids or morereadily with such as to give . The amides formed fromaniline are sometimes called anilides, for exampleCH3-CO-NH-C6H5 is . Antifebrin(), ananti-pyretic and analgesic, is obtained by the reaction of andaniline.

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(IUCr) 2,6-Di­methyl­anilinium chloride monohydrate


2,6-Di­methyl­anilinium chloride ..

Aniline combines directly with to formsecondary and tertiary amines. Methyl and dimethyl aniline arecolourless liquids prepared by heating aniline, anilinehydro-chloride and in an at 220 °C. They are of greatimportance in the colour industry. Methyl aniline boils at 193-195°C, dimethyl aniline at 192 °C.

because of this the anilinium ion is preferred after HCl step

Aniline is a weak . such as aniline are, ingeneral, much weaker bases than amines. Anilinereacts with strong acids to form (orphenylammonium) ion(C6H5-NH3+). The forms beautiful whiteplates. Although aniline is weakly basic, it , , and salts, and, on warming, expels from its salts. Theweak basicity is due to a negative inductive effect as the lonepair on the nitrogen is partially delocalised into the pi system ofthe benzene ring.

Anilinium ion is deprotonated enabling it to attack nitrosonium ion

α-Hydroxy carboxanilides 3a-c were obtained without racemization in a synthetically simple way starting from the corresponding α-amino acids by diazotization and subsequent treatment of the sodium α-hydroxy carboxylates with anilinium chloride in moderate yields. The enantiopurity of 3a-c was easily determined by 1H NMR spectroscopy of the diastereomeric O,O-acetals 5/6a-c derived from exo-lactol 4.

of peroxidisulfate/anilinium chloride

N2 - A solvent-free mechanochemical route for the synthesis of polyaniline has been developed. Reactions between anilinium salts, such as anilinium chloride, anilinium sulfate, and anilinium camphorsulfonic acid and the oxidant, ammonium peroxydisulfete, result in polyaniline formation on ball-milling the reactants. Spectroscopic studies indicate that polyaniline is formed in its doped, conductive emeraldine oxidation state. By varying the aniline-tc-oxidant ratio, a yield of up to 65% can be achieved. The polyaniline has a relatively high surface area of 69.7 m 2/g using the Brunauer-Emmett-Teller method. A typical bimodal molecular weight distribution is observed for the polyaniline product Resistance measurements indicate that 1 h is sufficient for the solid-state reactions to reach completion.

the preparation of phenylamine (aniline)

AB - A solvent-free mechanochemical route for the synthesis of polyaniline has been developed. Reactions between anilinium salts, such as anilinium chloride, anilinium sulfate, and anilinium camphorsulfonic acid and the oxidant, ammonium peroxydisulfete, result in polyaniline formation on ball-milling the reactants. Spectroscopic studies indicate that polyaniline is formed in its doped, conductive emeraldine oxidation state. By varying the aniline-tc-oxidant ratio, a yield of up to 65% can be achieved. The polyaniline has a relatively high surface area of 69.7 m 2/g using the Brunauer-Emmett-Teller method. A typical bimodal molecular weight distribution is observed for the polyaniline product Resistance measurements indicate that 1 h is sufficient for the solid-state reactions to reach completion.

The Solubility of Aniline Hydrochloride in Water - …

Aniline is colorless, it slowly andresinifies in air, giving a red-brown tint to aged samples. Theoxidation of aniline has been carefully investigated. In alkalinesolution, results, whereas produces the violet-coloringmatter violaniline. converts it into , whereas , in the presence of certainmetallic salts (especially of ), give aniline black. Hydrochloricacid and potassium chlorate give . inneutral solution oxidizes it to , in alkaline solution to , ammonia and, in acidsolution to aniline black. gives and para-amino .

The Solubility of Aniline Hydrochloride in Water

Like , anilinederivatives are highly susceptible to reactions. For example, reaction of aniline with at180 °C produces ,NH2C6H4SO3H, which canbe converted to . Sulfanilamide is one ofthe that were widelyused as in the early 20thcentury.

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