4,5-Dichloro-o-phenylenediamine

Base Information

• Chemical Name: 4,5-Dichloro-o-phenylenediamine
• CAS No.: 5348-42-5
• Molecular Formula: C6H6Cl2N2
• Molecular Weight: 177.033
• Hs Code.: 29215900
• European Community (EC) Number: 226-305-0
• NSC Number: 1577
• UNII: 2LUD2S3RUC
• DSSTox Substance ID: DTXSID70201663
• Nikkaji Number: J81.011H
• Wikidata: Q72465456
• Mol file: 5348-42-5.mol

Synonyms:1,2-diamino-4,5-dichlorobenzene;4,5-dichloro-1,2-benzenediamine

Chemical Property of 4,5-Dichloro-o-phenylenediamine

Chemical Property:

• Appearance/Colour: red-brown to brown crystalline powder
• Vapor Pressure: 5.79E-05mmHg at 25°C
• Melting Point: 158-164 °C(lit.)
• Refractive Index: 1.679
• Boiling Point: 346.349 °C at 760 mmHg
• PKA: 2.77±0.10(Predicted)
• Flash Point: 163.266 °C
• PSA: 52.04000
• Density: 1.502 g/cm³
• LogP: 3.32020
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO, Methanol
• Water Solubility.: Soluble in methanol and Dimethyl sulfoxide. Insoluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.9908036
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dichloro-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 26-36-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Cl)N)N
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 4,5-Dichloro-o-phenylenediamine

There total 5 articles about 4,5-Dichloro-o-phenylenediamine 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: 98.0%

4,5-dichloro-2-nitroaniline (6641-64-1) → 4,5-Dichloro-1,2-phenylenediamine (5348-42-5)

Guidance literature:

With hydrogen; nickel; In ethanol; under 2068.6 Torr;

DOI:10.1021/jm970559i

Reference yield: 25.0%

1,2-dichloro-4,5-dinitrobenzene (6306-39-4) → 4,5-Dichloro-1,2-phenylenediamine (5348-42-5)

Guidance literature:

With nickel; hydrazine hydrate; In ethanol; water; at 60 ℃; for 1h;

DOI:10.1002/jlcr.1071

Reference yield:

1,2-dichloro-benzene (95-50-1) → 4,5-Dichloro-1,2-phenylenediamine (5348-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / conc. HNO₃, H₂SO₄, SO₃ / 2 h / 100 °C

2: H₂ / Raney Ni / ethanol / 4 h / Ambient temperature

With sulfuric acid; sulfur trioxide; hydrogen; nitric acid; nickel; In ethanol;

DOI:10.1080/15257779408013253

upstream raw materials:

1,2-dichloro-4,5-dinitrobenzene

4,5-dichloro-2-nitroaniline

1,2-dichloro-benzene

3,4-dichloronitrobenzene

Downstream raw materials:

5,6-dichloro-2-hydroxymethyl-1H-benzimidazole

(1S,2S,3R)-1-(5,6-dichloro-1H-benzo[d]imidazole-2-yl)butane-1,2,3,4-tetraol

(1S,2R,3S,4R)-1-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)pentane-1,2,3,4,5-pentaol

5,6-dichloro-2-phenyl-1H-benzo[d]imidazole

Refernces

• 1、 Xue, Si-Tu,Wang, Ya-Li,Han, Xiao-Wan,Yi, Hong,Jiang, Wei,Si, Shu-Yi,Guo, Hui-Fang,Li, Zhuo-Rong. "Novel cathepsin K inhibitors block osteoclasts in vitro and increase spinal bone density in zebrafish". . p. 8600 - 8607. Retrieved 2019/03/21.
• 2、 Huang, Haigen,Liang, Xiangcheng,Wang, Xueguang,Sheng, Yao,Chen, Chenju,Zou, Xiujing,Lu, Xionggang. "N-doped graphitic carbon-improved Co-MoO3 catalysts on ordered mesoporous SBA-15 for chemoselective reduction of nitroarenes". . p. 127 - 137. Retrieved 2018/05/04.