1,3-Dichloro-2-nitrobenzene

Base Information

• Chemical Name: 1,3-Dichloro-2-nitrobenzene
• CAS No.: 601-88-7
• Molecular Formula: C6H3 Cl2 N O2
• Molecular Weight: 192.001
• Hs Code.: 2904909090
• European Community (EC) Number: 210-009-3
• ICSC Number: 0253
• UN Number: 1578
• UNII: J43L7QJM9M
• DSSTox Substance ID: DTXSID00208847
• Nikkaji Number: J134.682B
• Wikipedia: 1,3-Dichloro-2-nitrobenzene
• Wikidata: Q2050891
• Mol file: 601-88-7.mol

Synonyms:1,3-Dichloro-2-nitrobenzene;2,6-Dichloronitrobenzene;601-88-7;1,3-Dichloro-2-nitro-benzene;Benzene, 1,3-dichloronitro-;Benzene, 1,3-dichloro-2-nitro-;EINECS 210-009-3;2,6-DICHLORO-1-NITROBENZENE;J43L7QJM9M;MFCD00456795;2,6-Dichlornitrobenzol;2,6-dichloro-nitrobenzene;UNII-J43L7QJM9M;SCHEMBL670917;DTXSID00208847;AMY40776;AC-326;AKOS006221384;CS-W007920;SB37880;DS-17028;SY002045;LS-185763;D3449;EN300-42583;W-105274

Chemical Property of 1,3-Dichloro-2-nitrobenzene

Chemical Property:

• Appearance/Colour: Powder, alcohol-resistant foam, water spray, carbon dioxide.
• Vapor Pressure: 0.00987mmHg at 25°C
• Melting Point: 71 ºC
• Refractive Index: 1.5929 (estimate)
• Boiling Point: 130ºC
• Flash Point: 118.9 °C
• PSA: 45.82000
• Density: 1.533 g/cm³
• LogP: 3.42480
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dichloro-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)[N+](=O)[O-])Cl
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Uses: 1,3-Dichloro-2-nitrobenzene is an olfactory mucosa (OM) toxicants.Also, it is a starting material for 9-Chloro Quetiapine (C366040), which is an impurity of Quetiapine hemifumarate (Q510000), a dibenzothiazepine antipsychotic medication used in the treatment of schizophrenia.

Technology Process of 1,3-Dichloro-2-nitrobenzene

There total 15 articles about 1,3-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: 92.0%

2,6-Dichloroaniline (608-31-1) → 2,6-dichloronitrobenzene (601-88-7)

Guidance literature:

2,6-Dichloroaniline; With sodium tungstate (VI) dihydrate; sulfuric acid; In methanol; at 40 ℃;

With dihydrogen peroxide; In methanol; water; at 40 ℃; for 9h; pH=0.5;

With potassium hydroxide; In methanol; water; at 20 - 40 ℃; for 2h; Reagent/catalyst; pH-value; Temperature; Solvent;

Reference yield: 91.0%

(2,6-dichlorophenyl)(phenyl)iodonium triflate → 2,6-dichloronitrobenzene (601-88-7)

Guidance literature:

With sodium nitrite; In ethyl acetate; at 70 ℃; for 16h; Temperature; Solvent; chemoselective reaction; Sealed tube;

DOI:10.1002/anie.201603175

Reference yield:

1,3-Dichlorobenzene (541-73-1) → 2,4-dichloronitrobenzene (611-06-3) + 3,5-dichloro-1-nitrobenzene (618-62-2) + 2,6-dichloronitrobenzene (601-88-7)

Guidance literature:

With Nitrogen dioxide; ozone; In dichloromethane; at 0 - 5 ℃; for 1h; Yield given;

DOI:10.1055/s-1994-25586

upstream raw materials:

2,6-dichloro-4-aminonitrobenzene

2,4-dichloro-3-nitroaniline

acetic acid-(3,5-dichloro-4-nitro-anilide)

2,6-Dichloroaniline

Downstream raw materials:

3-chloro-2-nitroanisole

2-nitro-1,3-bis-p-tolylsulfanyl-benzene

1-chloro-2,4-dinitrochlorobenzene

3-chloro-2-nitro-aniline

Refernces

• 1、 B?rgardts, Markus,Müller, Thomas J. J.. "Energy down converting organic fluorophore functionalized mesoporous silica hybrids for monolith-coated light emitting diodes". supporting information. p. 768 - 778. Retrieved 2017/06/20.
• 2、 -. "METHOD FOR PRODUCING NITROBENZENE COMPOUND". Paragraph 0161-0162. . Retrieved 2014/06/24.