2,4-Dichloroaniline

Base Information

• Chemical Name: 2,4-Dichloroaniline
• CAS No.: 554-00-7
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 29214210
• European Community (EC) Number: 209-057-8
• ICSC Number: 0141
• NSC Number: 8756
• UN Number: 3442,1590
• UNII: 19AE42M6WS
• DSSTox Substance ID: DTXSID1024966
• Nikkaji Number: J1.616K
• Wikidata: Q3102438
• Metabolomics Workbench ID: 52441
• ChEMBL ID: CHEMBL1528820
• Mol file: 554-00-7.mol

Synonyms:2,4-dichloroaniline;2,4-dichloroaniline hydrochloride

Chemical Property of 2,4-Dichloroaniline

Chemical Property:

• Appearance/Colour: white needle crystal
• Vapor Pressure: 0.0198mmHg at 25°C
• Melting Point: 59-62°C(lit.)
• Refractive Index: 1.613
• Boiling Point: 242.1 °C at 760 mmHg
• PKA: 2.05(at 22℃)
• Flash Point: 100.2 °C
• PSA: 26.02000
• Density: 1.401 g/cm³
• LogP: 3.15680
• Storage Temp.: 0-6°C
• Solubility.: methanol: soluble, clear, very faintly brownish-yellow
• Water Solubility.: Insoluble,
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 97.1
• Transport DOT Label: Poison

Purity/Quality:

99% min ^*data from raw suppliers

2,4-Dichloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xi
• Hazard Codes: T,N,Xi
• Statements: 23/24/25-33-50/53
• Safety Statements: 28-36/37-45-60-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)N
• 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 mildly irritating to the skin. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Exposure could cause death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: 2,4-Dichloroaniline is used as an intermediate in the synthesis of dyestuffs, pigments, and pesticides. 2,4-Dichloroaniline may be used as an analytical reference standard for the determination of the analyte in water samples by ultrasound-assisted ionic liquid dispersive liquid-phase micro-extraction, capillary electrophoresis with electrochemical and fluorescence detection and gas chromatography-mass spectrometry (GC-MS), respectively. 2,4-Dichloroaniline is used as a raw material for the synthesis of anti-infective drug ciprofloxacin, pesticide fungicide Imibenconazole, herbicide (PUMA) and dyes.

Technology Process of 2,4-Dichloroaniline

There total 76 articles about 2,4-Dichloroaniline 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: 99.9%

2,4-dichloronitrobenzene (611-06-3) → 2,4-Dichloroaniline (554-00-7,51908-09-9)

Guidance literature:

With hydrogen; In ethanol; water; at 25 ℃; for 3h; under 760.051 Torr; Autoclave;

DOI:10.1016/j.catcom.2009.11.021

Reference yield: 97.0%

1-azido-2,4-dichlorobenzene (1965-25-9) → 2,4-Dichloroaniline (554-00-7,51908-09-9)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01628-6

Reference yield: 95.0%

tert-butyl (2,4-dichlorophenyl)carbamate (296778-52-4) → 2,4-Dichloroaniline (554-00-7,51908-09-9)

Guidance literature:

With tin(II) trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1081/SCC-120015775

upstream raw materials:

5,7-dichloroisatin

acetone-(4-nitro-phenylhydrazone)

N-(2,4-dichlorophenyl)acetamide

N,N-dichloro-aniline

Downstream raw materials:

4-(2,4-dichloro-anilino)-butyric acid-(2,4-dichloro-anilide)

2-(2,4-dichloroanilino)pyridine

N,N',N''-tris-(2,4-dichloro-phenyl)-[1,3,5]triazine-2,4,6-triamine

2-(2,4-dichlorophenyl)isoindoline-1,3-dione

Refernces

• 1、 -. "Method for preparing dichloroaniline through chlorination". Paragraph 0027-0040. . Retrieved 2021/02/13.
• 2、 Awasthi, Satish Kumar,Yadav, Deepika. "A Pd confined hierarchically conjugated covalent organic polymer for hydrogenation of nitroaromatics: Catalysis, kinetics, thermodynamics and mechanism". . p. 4295 - 4303. Retrieved 2020/07/30.