2,4-Dichloronitrobenzene

Base Information

• Chemical Name: 2,4-Dichloronitrobenzene
• CAS No.: 611-06-3
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29049085
• European Community (EC) Number: 210-248-3
• ICSC Number: 0252
• NSC Number: 43196
• UN Number: 2811,1578
• UNII: 85P1A896RR
• DSSTox Substance ID: DTXSID3024998
• Wikidata: Q2705544
• ChEMBL ID: CHEMBL166050
• Mol file: 611-06-3.mol

Synonyms:2,4-dichloro-1-nitrobenzene;2,4-dichloronitrobenzene

Chemical Property of 2,4-Dichloronitrobenzene

Chemical Property:

• Appearance/Colour: Light yellow needles or amber crystalline solid
• Vapor Pressure: 0.0221mmHg at 25°C
• Melting Point: 29-32 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 258.5 °C at 760 mmHg
• Flash Point: 116.9 °C
• PSA: 45.82000
• Density: 1.533 g/cm³
• LogP: 3.42480
• Storage Temp.: Store below +30°C.
• Solubility.: 188g/l
• Water Solubility.: 188 mg/L (20 ºC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 159
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi, N, Xn
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-43-21/22
• Safety Statements: 26-36-61-36/37-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1Cl)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.
• Uses: 2,4-Dichloro-1-nitrobenzene is used as a reagent in the synthesis of the hepatitis C virus polymerase inhibitor, Deleobuvir (BI 207127).

Technology Process of 2,4-Dichloronitrobenzene

There total 23 articles about 2,4-Dichloronitrobenzene 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: 93.0%

5-chloro-2-nitrobenzoic acid (2516-95-2) → 2,4-dichloronitrobenzene (611-06-3)

Guidance literature:

With copper(l) iodide; oxygen; copper(l) chloride; In dimethyl sulfoxide; at 160 ℃; for 30h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.5b02873

Reference yield: 85.0%

2,4-dichlorophenylboronic acid (68716-47-2) → 2,4-dichloronitrobenzene (611-06-3)

Guidance literature:

With zirconium(IV) oxynitrate hydrate; iodine; In toluene; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/aoc.4951

Reference yield: 81.0%

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

Guidance literature:

With sulfuric acid; acetic acid; tetra-n-propylammonium bromate; for 1.5h; Heating;

DOI:10.1081/SCC-120039488

upstream raw materials:

2,6-dichloro-3-nitrobenzaldehyde

2,6-dichloro-3-nitroaniline

3,5-dichloro-2-nitroacetanilide

2-Chloronitrobenzene

Downstream raw materials:

4-(2-nitro-5-piperidinophenyl)piperidine

N-(5-chloro-2-nitrophenyl)-N-(4-chlorophenyl)amine

2-<(5-chloro-2-nitro)phenylamino>ethanol

2-(5-chloro-2-nitro-phenylsulfanyl)-benzoic acid

Refernces

• 1、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 2、 -. "Efficient synthesis method of meta-fluoranisole (by machine translation)". . . Retrieved 2020/06/05.