2,6-Dichloro-4-nitroaniline

Base Information

• Chemical Name: 2,6-Dichloro-4-nitroaniline
• CAS No.: 99-30-9
• Deprecated CAS: 58916-70-4,1135443-69-4,1135443-69-4
• Molecular Formula: C6H4Cl2N2O2
• Molecular Weight: 207.016
• Hs Code.: 2921.42
• European Community (EC) Number: 202-746-4
• ICSC Number: 0871
• NSC Number: 218
• UNII: F0BE9UC5J7
• DSSTox Substance ID: DTXSID2020426
• Nikkaji Number: J5.236A
• Wikidata: Q2217808
• NCI Thesaurus Code: C324
• Metabolomics Workbench ID: 67542
• ChEMBL ID: CHEMBL504381
• Mol file: 99-30-9.mol

Synonyms:2,6-dichlor-4-nitroaniline;alizan;Botran;DCNA;dichloran;dicloran

Chemical Property of 2,6-Dichloro-4-nitroaniline

Chemical Property:

• Appearance/Colour: yellow granular powder and chunks
• Vapor Pressure: 0.000269mmHg at 25°C
• Melting Point: 190-192 °C(lit.)
• Refractive Index: 1.655
• Boiling Point: 323 °C at 760 mmHg
• PKA: pK1:-3.31(+1) (25°C)
• Flash Point: 149.1 °C
• PSA: 71.84000
• Density: 1.624 g/cm³
• LogP: 3.58820
• Storage Temp.: 0-6°C
• Solubility.: 0.006g/l (HSDB)
• Water Solubility.: 1 g/L (60 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 205.9649828
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

98% ^*data from raw suppliers

2,?6-?Dichloro-?4-?nitroaniline(Dichloran) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn,N,T+
• Statements: 33-36/37/38-20/21/22-51/53-26/27/28
• Safety Statements: 22-26-36-37/39-61-45-36/37-28

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: C1=C(C=C(C(=C1Cl)N)Cl)[N+](=O)[O-]
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Uses: Dichloran is a component for pesticide formulations. Dicloran is a protectant fungicide used to control various rots pathogens (Botrytis, Monilinia, Rhizopus and Sclerotinia) in a wide variety of fruits and vegetables. It is used as dyestuff, agricultural and pharmaceutical intermediate.

Technology Process of 2,6-Dichloro-4-nitroaniline

There total 29 articles about 2,6-Dichloro-4-nitroaniline 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: 99.5%

4-nitro-aniline (100-01-6,104810-17-5) → 4-nitro-2,6-dichloroaniline (99-30-9)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In water; at -8 - 20 ℃; for 2h; Temperature; Reagent/catalyst;

Reference yield: 92.0%

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

Guidance literature:

With 1,9-diperoxynonanedioic acid; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1021/acs.joc.5b00582

Reference yield: 90.0%

2,6-dichloro-4-aminonitrobenzene (59992-52-8) → 4-nitro-2,6-dichloroaniline (99-30-9)

Guidance literature:

With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine; In 2,2,2-trifluoroethanol; at 120 ℃; for 24h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1039/d0sc01084g

upstream raw materials:

diethyl ether

N,N-dichloro-4-nitro-aniline

4-bromo-2,6-dichloroaniline

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

Downstream raw materials:

N-(2,6-dichloro-4-nitrophenyl)acetamide

Nonanoic acid (2,6-dichloro-4-nitro-phenyl)-amide

2,6-dichloro-4-(nitrophenyl)-N¹,N¹-dimethylformamidine

2,6-dichloro-p-phenylenediamine

Refernces

• 1、 -. "Synthesis method of 2, 6-dichloro-4-aminophenol". Paragraph 0023; 0031-0032; 0035-0036; 0039-0040. . Retrieved 2021/06/12.
• 2、 -. "Cyclic synthesis method of nitroaniline chloride". Paragraph 0032; 0033; 0038; 0039. . Retrieved 2020/10/05.