1-Chloro-2,4-dinitrobenzene

Base Information

• Chemical Name: 1-Chloro-2,4-dinitrobenzene
• CAS No.: 97-00-7
• Molecular Formula: C6H3ClN2O4
• Molecular Weight: 202.554
• Hs Code.: 2904.90
• European Community (EC) Number: 202-551-4
• ICSC Number: 0416
• NSC Number: 6292
• UN Number: 1577,3441
• UNII: GE3IBT7BMN
• DSSTox Substance ID: DTXSID6020278
• Nikkaji Number: J3.974H
• Wikipedia: 2,4-Dinitrochlorobenzene
• Wikidata: Q209216
• NCI Thesaurus Code: C439
• Metabolomics Workbench ID: 55021
• ChEMBL ID: CHEMBL292687
• Mol file: 97-00-7.mol

Synonyms:1 Chloro 2,4 Dinitrobenzene;1-Chloro-2,4-Dinitrobenzene;2,4 Dinitrochlorobenzene;2,4-Dinitrochlorobenzene;Benzene, 1-Chloro-2,4-Dinitro-;Chlorodinitrobenzene;Dinitrochlorobenzene;DNCB

Chemical Property of 1-Chloro-2,4-dinitrobenzene

Chemical Property:

• Appearance/Colour: yellow crystals with an almond odour
• Vapor Pressure: 0.000831mmHg at 25°C
• Melting Point: 48-50 °C(lit.)
• Refractive Index: 1.5857
• Boiling Point: 315 °C at 760 mmHg
• Flash Point: 140.5 °C
• PSA: 91.64000
• Density: 1.619 g/cm³
• LogP: 3.20280
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: very slightly soluble (cold)(lit.)
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 201.9781343
• Heavy Atom Count: 13
• Complexity: 224
• Transport DOT Label: Poison

Purity/Quality:

1-Chloro-2,4-dinitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N
• Hazard Codes: T,N
• Statements: 23/24/25-33-50/53-43-41-38
• Safety Statements: 28-36/37-45-60-61-28A-24

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])Cl
• Recent ClinicalTrials: Evaluation of the Epidermal Langerhans Cell Population in AIDS / ARC Patients by the Topical Application of a Potent Contact Allergen (1-Chloro-2,4-Dinitro-Chlorobenzene) (DNCB)
• 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 severely irritating to the skin and eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Exposure to high concentrations could cause death.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the blood. This may result in a decrease in haemoglobin and a decrease of blood cells.
• Uses: 1-Chloro-2,4-dinitrobenzene is a benzene derivative and is used in biochemical research as a substrate for glutathione S-transferase. 1-Chloro-2,4-dinitrobenzene is used as a reagent for the detection and determination of pyridine compounds. It has been used as alkylating agent to evaluate the depletion of intracellular erythrocyte glutathione (GSH). It is an irreversible inhibitor of human thioredoxin reductase.

Technology Process of 1-Chloro-2,4-dinitrobenzene

There total 47 articles about 1-Chloro-2,4-dinitrobenzene 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: 100.0%

4-chlorobenzonitrile (100-00-5) → 1-chloro-2,4-dinitro-benzene (97-00-7)

Guidance literature:

With sulfuric acid; nitric acid; at 25 ℃; Product distribution; variation of oleum concentration;

Reference yield: 97.0%

chlorobenzene (108-90-7) → 1-chloro-2,6-dinitrobenzene (606-21-3) + 1-chloro-2,4-dinitro-benzene (97-00-7)

Guidance literature:

With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate; In hexane; at 60 ℃; for 18h;

DOI:10.1080/00397910600773700

Reference yield: 94.9%

chlorobenzene (108-90-7) → 1-chloro-2,4-dinitro-benzene (97-00-7)

Guidance literature:

With tungsten trioxide; disodium hydrogenphosphate; NaMoO₄; nitric acid; sodium carbonate; at 55 - 70 ℃; for 24h; Temperature;

upstream raw materials:

2,4-Dinitrophenol

1-chloro-3-hydrazino-4,6-dinitrobenzene

1-(2,4-dinitrophenyl)-pyridinium chloride

4-chlorobenzonitrile

Downstream raw materials:

1-(2,4-dinitrophenyl)piperidine

N-phenyl-2,4-dinitroaniline

1-(4'-methylpiperazin-1'-yl)-2,4-dinitrobenzene

2,4-Dinitroanilin

Refernces

• 1、 Ghiazza, Clément,Faber, Teresa,Gómez-Palomino, Alejandro,Cornella, Josep. "Deaminative chlorination of aminoheterocycles". . p. 78 - 84. Retrieved 2021/12/23.
• 2、 -. "Self-powered continuous nitration method and device". Paragraph 0061-0064. . Retrieved 2021/07/17.