1,4-Dichloro-2-nitrobenzene

Base Information

• Chemical Name: 1,4-Dichloro-2-nitrobenzene
• CAS No.: 89-61-2
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29049085
• European Community (EC) Number: 201-923-3
• ICSC Number: 1618
• NSC Number: 406125,6294
• UN Number: 1578
• UNII: IY18G50FF4
• DSSTox Substance ID: DTXSID7052602
• Nikkaji Number: J3.548C
• Wikipedia: 1,4-Dichloro-2-nitrobenzene
• Wikidata: Q18818937
• ChEMBL ID: CHEMBL354761
• Mol file: 89-61-2.mol

Synonyms:2,5-dichloronitrobenzene

Chemical Property of 1,4-Dichloro-2-nitrobenzene

Chemical Property:

• Appearance/Colour: yellow flakes
• Vapor Pressure: <0.1 mm Hg ( 25 °C)
• Melting Point: 52-54 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 267 °C at 760 mmHg
• Flash Point: 109.4 °C
• PSA: 45.82000
• Density: 1.533 g/cm³
• LogP: 3.42480
• Storage Temp.: Store below +30°C.
• Solubility.: 0.083g/l
• Water Solubility.: Soluble in water, ethanol, ether, benzene, carbon disulfide. Slightly soluble in carbon tetrachloride.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dichloronitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N
• Hazard Codes: Xn,N
• Statements: 22-36-51/53
• Safety Statements: 26-60

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])Cl
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Uses: 2,5-Dichloronitrobenzene is a reagent used in the synthesis of antitrypanosomal, antileishmanial and antimalarial agents. Also it is used in the synthesis of lysophosphatidic acid acyltransferase-β in hibitors. 2,5-Dichloronitrobenzene is a reagent used in the synthesis of antitrypanosomal, antileishmanial and antimalarial agents. Also it is used in the synthesis of lysophosphatidic acid acyltransferase-β inhibitors.

Technology Process of 1,4-Dichloro-2-nitrobenzene

There total 29 articles about 1,4-Dichloro-2-nitrobenzene 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: 98.8%

para-dichlorobenzene (106-46-7,84348-21-0) → 2,5-dichloronitrobenzene (89-61-2)

Guidance literature:

With sulfuric acid; nitric acid; at 62 - 68 ℃; for 7h; Temperature;

Reference yield: 97.0%

2,5 dichloroaniline (95-82-9) → 2,5-dichloronitrobenzene (89-61-2)

Guidance literature:

With fluoro alcohol; In water; ethyl acetate; acetonitrile; at -20 ℃; for 0.0833333h;

DOI:10.1021/ol006539j

Reference yield: 78.0%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 2,5-dichloronitrobenzene (89-61-2)

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

upstream raw materials:

para-dichlorobenzene

2-nitro-4-chlorobenzenediazonium cation

3,6-dichloro-2-nitro-benzaldehyde

3,4-dinitroaniline

Downstream raw materials:

4-(4-chloro-2-nitro-phenyl)morpholine

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

3-(4-chloro-2-nitro-anilino)-propan-1-ol

3-<(4-chloro-2-nitrophenyl)amino>-1-methylpyrazole-4-carbonitrile

Refernces

• 1、 -. "Self-powered continuous nitration method and device". Paragraph 0073-0081. . Retrieved 2021/07/17.
• 2、 Liu, Mingyang,Zhang, Zhanrong,Liu, Huizhen,Wu, Tianbin,Han, Buxing. "Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols". supporting information. p. 7120 - 7123. Retrieved 2020/07/14.