2,6-Dichloro-1,4-phenylenediamine

Base Information

• Chemical Name: 2,6-Dichloro-1,4-phenylenediamine
• CAS No.: 609-20-1
• Molecular Formula: C6H6 Cl2 N2
• Molecular Weight: 177.033
• Hs Code.: 2921519090
• European Community (EC) Number: 210-184-6
• NSC Number: 60685
• UN Number: 1673
• UNII: Z4QJ0R1U1Z
• DSSTox Substance ID: DTXSID7020427
• Nikkaji Number: J7.013K
• Wikidata: Q27155947
• ChEMBL ID: CHEMBL551154
• Mol file: 609-20-1.mol

Synonyms:2,6-dichloro-1,4-phenylenediamine;2,6-dichloro-p-phenylenediamine

Chemical Property of 2,6-Dichloro-1,4-phenylenediamine

Chemical Property:

• Vapor Pressure: 0.000762mmHg at 25°C
• Melting Point: 122-127 °C
• Refractive Index: 1.6400 (estimate)
• Boiling Point: 306.6°C at 760 mmHg
• PKA: 3.74±0.10(Predicted)
• Flash Point: 139.3°C
• PSA: 52.04000
• Density: 1.501g/cm³
• LogP: 3.32020
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.9908036
• Heavy Atom Count: 10
• Complexity: 108
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloro-1,4-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43-40-36
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=C(C=C(C(=C1Cl)N)Cl)N
• Uses: The compound has been used as an intermediate for dyes, to some extent in preparing certain polyamide fibers, and as a curing agent for polyurethane. 2,6-Dichloro-1,4-phenylenediamine is an aromatic amine that can be found in azo dyes. It was studied for potential mutagenic and toxic properties.

Technology Process of 2,6-Dichloro-1,4-phenylenediamine

There total 6 articles about 2,6-Dichloro-1,4-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: 92.0%

1,3-dichloro-2,5-dinitro-benzene (13633-34-6) → 2,6-dichloro-p-phenylenediamine (609-20-1)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 15h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield: 87.0%

2,6-dichloro-4-aminonitrobenzene (59992-52-8) → 2,6-dichloro-p-phenylenediamine (609-20-1)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 20h; under 30003 Torr; chemoselective reaction; Autoclave;

DOI:10.1039/c8sc02807a

Reference yield: 75.0%

4-nitro-2,6-dichloroaniline (99-30-9) → 2,6-dichloro-p-phenylenediamine (609-20-1)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

DOI:10.1021/jm00378a030

upstream raw materials:

4-nitro-2,6-dichloroaniline

hydrogenchloride

1,3-dichloro-2,5-dinitro-benzene

2,6-dichloro-4-aminonitrobenzene

Downstream raw materials:

1,2,3,5-tetrachlorobenzene

2,6-dichloro-1,4-benzoquinone

acetic acid-(4-amino-3,5-dichloro-anilide)

N,N'-(2,6-dichloro-p-phenylene)-bis-acetamide

Refernces

• 1、 Elboray, Elghareeb E.,Fujiwara, Yoshie,Itoh, Yukihiro,Kitao, Yuki,Kotoku, Masayuki,Mellini, Paolo,Oba, Makoto,Obika, Satoshi,Prakash, Muthuraj,Roy, Rohini,Singh, Ritesh,Suzuki, Takayoshi,Takada, Yuri,Takahashi, Yukari,Terao, Mitsuhiro,Wang, Dan Ohtan,Yamaguchi, Takao,Yamamoto, Chika,Yamashita, Yasunobu. "Identification of Potent and Selective Inhibitors of Fat Mass Obesity-Associated Protein Using a Fragment-Merging Approach". supporting information. p. 15810 - 15824. Retrieved 2021/11/18.
• 2、 Goyal, Ankita,Singhal, Sonal. "Robust and economic reduction protocol employing immensely stable and leach-proof magnetically separable nanocomposites". . p. 91275 - 91294. Retrieved 2016/10/11.