2-Chloro-1,3-dinitrobenzene

Base Information

• Chemical Name: 2-Chloro-1,3-dinitrobenzene
• CAS No.: 606-21-3
• Molecular Formula: C6H3 Cl N2 O4
• Molecular Weight: 202.554
• Hs Code.: 29049090
• European Community (EC) Number: 210-107-6
• NSC Number: 105590,21276
• UNII: LG72RND0AB
• DSSTox Substance ID: DTXSID3041378
• Nikkaji Number: J95.413F
• Wikidata: Q27282966
• ChEMBL ID: CHEMBL2003074
• Mol file: 606-21-3.mol

Synonyms:2-Chloro-1,3-dinitrobenzene;606-21-3;2,6-DINITROCHLOROBENZENE;1-Chloro-2,6-dinitrobenzene;Benzene, 2-chloro-1,3-dinitro-;2-Chloro-1,3-dintrobenzene;1,3-Dinitro-2-chlorobenzene;2-chloro-1,3-dinitro-benzene;NSC 21276;HSDB 5432;EINECS 210-107-6;UNII-LG72RND0AB;MFCD00014689;LG72RND0AB;NSC 105590;BRN 0522187;NSC21276;NSC-21276;NSC-105590;4-05-00-00744 (Beilstein Handbook Reference);2, 6-Dinitrochlorobenzene;NCIOpen2_007358;1-chloro-2, 6-dinitrobenzene;SCHEMBL1460867;CHEMBL2003074;DTXSID3041378;AMY20177;NSC105590;STL371283;AKOS015917517;CS-W015494;GS-3195;LS-29477;SY002936;2-CHLORO-1,3-DINITROBENZENE [MI];FT-0601940;EN300-94975;A832812;Q-200253;Q27282966;2,6-Dinitrochlorobenzene

Chemical Property of 2-Chloro-1,3-dinitrobenzene

Chemical Property:

• Appearance/Colour: orange yellow aciform crystal
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 86-88 ºC
• Refractive Index: 1.625
• Boiling Point: 311.9 °C at 760 mmHg
• Flash Point: 142.4 °C
• PSA: 91.64000
• Density: 1.619 g/cm³
• LogP: 3.20280
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol. Moderately soluble in benzene, ether. Practically insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 201.9781343
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

2,6-Dinitrochlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R33:Danger of cummulative effects.; R50/53:
• Hazard Codes: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R33:Danger of cummulative effects.; R50/53:
• Statements: 23/24/25-33-50/53
• Safety Statements: 28-36/37-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])Cl)[N+](=O)[O-]
• Uses: The commercial mixture of chlorodinitrobenzenes is used to synthesize other compounds. 2-Chloro-1,3-dinitrobenzene can be used as intermediates of dyes and pigments. Also used as solvents in HPLC, NMR. 2,6-Dinitrochlorobenzene (2-Chloro-1,3-dinitrobenzene) is a thiol-modifying agent.

Technology Process of 2-Chloro-1,3-dinitrobenzene

There total 15 articles about 2-Chloro-1,3-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: 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: 88.1%

4-chloro-3,5-dinitrobenzoic acid (118-97-8) → 1-chloro-2,6-dinitrobenzene (606-21-3)

Guidance literature:

With sulfolane; sodium hydrogencarbonate; at 195 ℃; for 2h;

Reference yield: 47.0%

2,6-dinitrobenzenediazonium tetrafluoroborate → 1-chloro-2,6-dinitrobenzene (606-21-3)

Guidance literature:

With hydrogenchloride; In water; at -5 - 50 ℃;

DOI:10.1515/znb-2010-0610

upstream raw materials:

2,6-dinitrophenol

2,6-dinitroaniline

2-Chloronitrobenzene

p-toluenesulfonyl chloride

Downstream raw materials:

N-(2,6-dinitrophenyl)piperidine

1-(2,6-dinitro-phenyl)-pyridinium; chloride

(2,6-dinitro-phenyl)-[2]pyridyl-amine

N-(2,6-dinitrophenyl)homopiperidine

Refernces

• 1、 Dupuy, Stéphanie,Nolan, Steven P.. "Gold(I)-catalyzed protodecarboxylation of (Hetero)aromatic carboxylic acids". supporting information. p. 14034 - 14038. Retrieved 2013/11/19.
• 2、 Yi, Wen-Bin,Cai, Chun. "Highly efficient dinitration of aromatic compounds in fluorous media using ytterbium perfluorooctanesulfonate and perfluorooctanesulfonic acid as catalysts". . p. 2957 - 2961. Retrieved 2007/10/03.