3,5-Dimethylbenzene-1,2-diamine

Base Information

• Chemical Name: 3,5-Dimethylbenzene-1,2-diamine
• CAS No.: 3171-46-8
• Molecular Formula: C8H12N2
• Molecular Weight: 136.197
• Hs Code.: 2921590090
• European Community (EC) Number: 689-645-2
• DSSTox Substance ID: DTXSID00394198
• Nikkaji Number: J80.657I
• Wikidata: Q82193453
• Mol file: 3171-46-8.mol

Synonyms:3171-46-8;3,5-Dimethyl-1,2-benzenediamine;3,5-dimethylbenzene-1,2-diamine;3,5-Dimethyl-1,2-phenylenediamine;1,2-Benzenediamine, 3,5-dimethyl-;(2-amino-3,5-dimethylphenyl)amine;MFCD00972722;4,6-DIMETHYL-1,2-PHENYLENEDIAMINE;1,2-Diamino-3,5-dimethylbenzene;m-Xylene-4,5-diamine;3,5-dimethylphenylenediamine;SCHEMBL360400;1,2diamino-4,6-dimethylbenzene;2-Amino-3,5-dimethylphenylamine;DTXSID00394198;DMEPVFSJYHJGCD-UHFFFAOYSA-N;1,2-diamino-4,6-dimethylbenzene;3,5-dimethyl-benzene-1,2-diamine;AKOS005110930;AC-7188;SB75409;1,2-Diamino-3,5-dimethylbenzene, 96%;AS-31536;SY004754;BB 0237595;CS-0099729;FT-0678388;4,6-dimethyl-1,2-phenylenediamine, AldrichCPR;EN300-124170;A875827

Chemical Property of 3,5-Dimethylbenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 0.00399mmHg at 25°C
• Melting Point: 73-78℃
• Boiling Point: 272.1±35.0 °C(Predicted)
• PKA: 4.45±0.10(Predicted)
• PSA: 52.04000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 2.63020
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dimethylbenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)N)N)C
• Uses: 3,5-Dimethylbenzene-1,2-diamine is a useful reagent for the synthesis of benzimidazoles and benzimidazole conjugates. 1,2-Diamino-3,5-dimethylbenzene can be used as a starting material to synthesize: Tetramethyl quinoxaline derivatives by reacting with 1,2-dicarbonyl compounds. 5,7-Dimethyl-1H-benzotriazole by reacting with tert-butyl nitrite. Dimethyl-1H-benzimidazole by reacting with dimethylformamide (DMF).

Technology Process of 3,5-Dimethylbenzene-1,2-diamine

There total 14 articles about 3,5-Dimethylbenzene-1,2-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.8%

3,5-dimethyl-1,2-dinitrobenzene (65151-56-6) → 3,5-dimethylbenzene-1,2-diamine (3171-46-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 60 ℃; for 6h; under 3750.38 Torr; Autoclave;

Reference yield: 97.0%

4,6-dimethyl-2,1,3-benzothiadiazole (89209-03-0) → 3,5-dimethylbenzene-1,2-diamine (3171-46-8)

Guidance literature:

With magnesium; In methanol; at 45 - 60 ℃; for 1.83333h;

DOI:10.1016/S0040-4039(01)00163-0

Reference yield: 96.0%

2,4-Dimethyl-6-nitroanilin (1635-84-3) → 3,5-dimethylbenzene-1,2-diamine (3171-46-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 1292.9 Torr;

DOI:10.1021/jm960214k

upstream raw materials:

2,4-Dimethyl-6-nitroanilin

1,3-dibromo-2,4-dimethyl-5,6-dinitro-benzene

2-(2,4-dimethyl-phenylazo)-4,6-dimethyl-aniline

hydrogenchloride

Downstream raw materials:

2,4-Bis-(4-chloro-phenyl)-2,6,8-trimethyl-2,3-dihydro-1H-benzo[b][1,4]diazepine

Refernces

• 1、 -. "A O-phenylenediamine and its derivatives of the preparation method". Paragraph 0056-0058. . Retrieved 2017/07/20.
• 2、 -. "Heterocyclic compounds as inhibitors of factor VIIa". Page/Page column 83. . Retrieved 2008/06/13.