87-59-2 Usage
Description
2,3-Dimethylaniline is an organic compound with the chemical formula C8H11N. It is a dark brown liquid and exhibits chemical properties typical of an amine, with a nitrogen atom bonded to a carbon chain that includes two methyl groups at the 2nd and 3rd positions.
Uses
Used in Pharmaceutical Industry:
2,3-Dimethylaniline is used as a reagent for the preparation of non-steroidal anti-inflammatory drugs. It plays a crucial role in the synthesis of these medications, which are widely used to reduce inflammation and alleviate pain.
Used in Dye Industry:
In the dye industry, 2,3-Dimethylaniline is utilized as a reagent for the production of various dyes. Its chemical structure allows it to contribute to the formation of colorants that are used in a range of applications, including textiles, plastics, and printing inks.
Used in Pesticide Industry:
2,3-Dimethylaniline is also employed as a reagent in the manufacturing of pesticides. Its properties make it suitable for use in the creation of compounds that help protect crops from pests and ensure agricultural productivity.
Air & Water Reactions
Slightly soluble in water.
Reactivity Profile
2,3-Dimethylaniline reacts with strong oxidizing agents and hypochlorite bleaches . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Fire Hazard
2,3-Dimethylaniline is combustible.
Safety Profile
A poison. Moderately
toxic by ingestion. Mutation data reported.
When heated to decomposition it emits
toxic fumes of NOx. See also other xylidine
entries.
Purification Methods
Purify vic-xylidine by conversion into a derivative (see below), recrystallise the derivative, decompose the derivative with aqueous NaOH and fractionally distil the liquid base. The acetyl derivative has m 135o (from EtOH), and the formyl derivative has m 102o (from EtOH). [Beilstein 12 H 1101, 12 III 2438, 12 IV 2497.]
Check Digit Verification of cas no
The CAS Registry Mumber 87-59-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 87-59:
(4*8)+(3*7)+(2*5)+(1*9)=72
72 % 10 = 2
So 87-59-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N/c1-6-4-3-5-8(9)7(6)2/h3-5H,9H2,1-2H3
87-59-2Relevant articles and documents
Electrophilic Amination of Methylbenzenes with the System NaN 3-AlCl3-HCl. Effects of the Solvent, Crown Ether, and Substrate Structure
Borodkin,Elanov,Popov,Pokrovskii,Shubin
, p. 672 - 679 (2003)
Using mesitylene and o-xylene as examples, it was shown that the solvent nature strongly affects the conversion of methylbenzenes in electrophilic amination with the system NaN3-AlCl3-HCl. Two-parameter correlations were found between the substrate conversion, on the one hand, and dielectric constant and number of heavy atoms in the solvent, on the other. A considerable solvent effect on the regioselectivity of amination of o-xylene was observed. The presence of 18-crown-6 weakly affects the ratio of isomeric amines, but the conversion of o-xylene sharply decreases. Solid aromatic substrates, such as durene and pentamethylbenzene can also be involved in electrophilic amination with the system NaN3-AlCl3-HCl. On the basis of the experimental data and the results of quantum-chemical calculations, participation of a nitrenium intermediate in this reaction was postulated.
-
Tarabrin et al.
, (1976)
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Pd nanoparticles/graphene quantum dot supported on chitosan as a new catalyst for the reduction of nitroarenes to arylamines
Kalanpour, Nastaran,Nejati, Saeid,Keshipour, Sajjad
, p. 1243 - 1250 (2020/10/29)
A new heterogeneous catalyst was obtained by growing graphene quantum dots on chitosan and subsequent immobilization of Pd nanoparticles. The catalyst after characterization was used in the reduction of nitroarenes to the corresponding amines by NaBH4 as a weak reducing agent of nitro compounds. The catalyst exhibited excellent catalytic activity and selectivity under mild reaction conditions in water as a green solvent during 1?h. Additionally, the catalyst can be reused for five consecutive runs without any significant decrease in its activity and selectivity.
C-H Amination of Arenes with Hydroxylamine
See, Yi Yang,Sanford, Melanie S.
supporting information, p. 2931 - 2934 (2020/04/09)
This Letter describes the development of a TiIII-mediated reaction for the C-H amination of arenes with hydroxylamine. This reaction is applied to a variety of electron-rich (hetero)arene substrates, including a series of natural products and pharmaceuticals. It offers the advantages of mild conditions (room temperature), fast reaction rates (30 min), compatibility with ambient moisture and air, scalability, and the use of inexpensive commercial reagents.