5-Chloro-2-nitrodiphenylamine

Base Information

• Chemical Name: 5-Chloro-2-nitrodiphenylamine
• CAS No.: 25781-92-4
• Molecular Formula: C12H9ClN2O2
• Molecular Weight: 248.669
• Hs Code.: 29214400
• European Community (EC) Number: 247-261-9
• UNII: 5A4C9X958N
• DSSTox Substance ID: DTXSID10180448
• Nikkaji Number: J287.333H
• Wikidata: Q83050989
• Mol file: 25781-92-4.mol

Synonyms:5-Chloro-2-nitrodiphenylamine;25781-92-4;5-chloro-2-nitro-n-phenylaniline;Benzenamine, 5-chloro-2-nitro-N-phenyl-;5-Chloro-2-Nitro-N-Phenyl-Benzenamine;5A4C9X958N;EINECS 247-261-9;5-Chloro-2-nitrodiphenylamine-d5;(5-chloro-2-nitrophenyl)phenylamine;MFCD00007287;Acrylonitrile, a-b-diphenyl-;ghl.PD_Mitscher_leg0.920;UNII-5A4C9X958N;SCHEMBL3253899;FPKHZBVGKMTUHB-UHFFFAOYSA-;DTXSID10180448;AMY39043;BCP30012;AKOS005209061;CS-W010223;Benzenamine,5-chloro-2-Nitro-n-phenyl-;AS-63024;5-CHLORO-2-NITRO-N-PHENYLBENZENAMINE;C1785;FT-0638551;FT-0664837;N-(5-CHLORO-2-NITROPHENYL)PHENYLAMINE;EN300-183262;2-Anilino-4-chloronitrobenzene

Chemical Property of 5-Chloro-2-nitrodiphenylamine

Chemical Property:

• Appearance/Colour: orange-red fine crystalline powder
• Vapor Pressure: 1.11E-05mmHg at 25°C
• Melting Point: 110-114 °C
• Refractive Index: 1.671
• Boiling Point: 370.414 °C at 760 mmHg
• PKA: -4.38±0.50(Predicted)
• Flash Point: 177.82 °C
• PSA: 57.85000
• Density: 1.387 g/cm³
• LogP: 4.58800
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Very Slightly, Heated)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 248.0352552
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99%, ^*data from raw suppliers

5-Chloro-2-nitrodiphenylamine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=CC(=C2)Cl)[N+](=O)[O-]
• Uses: 5-Chloro-2-nitrodiphenylaMine can be used in the preparation of substituted Phenylbenzimidazoles. Reagent used in the preparation of substituted Phenylbenzimidazoles.

Technology Process of 5-Chloro-2-nitrodiphenylamine

There total 10 articles about 5-Chloro-2-nitrodiphenylamine 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: 98.0%

4-chloro-2-fluoro-nitrobenzene (700-37-8) + aniline (62-53-3) → 5-chloro-2-nitro-N-phenylaniline (25781-92-4)

Guidance literature:

In dimethyl sulfoxide; at 110 ℃; for 4h;

Reference yield: 90.0%

3,4-dinitro-chlorobenzene (610-40-2) + aniline (62-53-3) → 5-chloro-2-nitro-N-phenylaniline (25781-92-4)

Guidance literature:

In ethanol; at 20 ℃; for 10h; Solvent; Temperature; Time;

Reference yield: 84.0%

bromobenzene (108-86-1,52753-63-6) + 5-chloro-2-nitroaniline (1635-61-6) → 5-chloro-2-nitro-N-phenylaniline (25781-92-4)

Guidance literature:

With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In toluene;

upstream raw materials:

sodium acetate

3,4-dinitro-chlorobenzene

aniline

2,4-dichloronitrobenzene

Downstream raw materials:

4-chloro-N₂-phenylbenzene-1,2-diamine

4-1H-imidazolyl-2-phenylaminonitrobenzene

(5-ethoxy-2-nitro-phenyl)-phenyl-amine

8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one

Refernces

• 1、 -. "A 1,5-benzodiazepine derivatives zhuo Tong method for the preparation of (by machine translation)". Paragraph 0025; 0026; 0027; 0028; 0041. . Retrieved 2016/11/02.
• 2、 -. "N2,N4-BIS(4-(PIPERAZINE-1-YL)PHENYL)PIRIMIDINE-2,4-DIAMINE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT FOR PREVENTING OR TREATING CANCER". Paragraph 0231; 0232; 0233. . Retrieved 2015/06/10.