2-(2,4-Dinitroanilino)phenol

Base Information

• Chemical Name: 2-(2,4-Dinitroanilino)phenol
• CAS No.: 6358-23-2
• Molecular Formula: C12H9 N3 O5
• Molecular Weight: 275.221
• Hs Code.: 2922299090
• NSC Number: 404109
• UN Number: 1325
• UNII: V9ZNR6BA7F
• DSSTox Substance ID: DTXSID9025160
• Nikkaji Number: J1.429.475I
• Wikidata: Q81983908
• ChEMBL ID: CHEMBL1897715
• Mol file: 6358-23-2.mol

Synonyms:2-(2,4-DINITROANILINO)PHENOL;6358-23-2;Phenol, o-(2,4-dinitroanilino)-;2-[(2,4-dinitrophenyl)amino]phenol;NSC 404109;CCRIS 4629;2-(2,4-Dinitro-phenylamino)-phenol;BRN 2818491;Phenol, 2-((2,4-dinitrophenyl)amino)-;AI3-16887;NSC-404109;Phenol, 2-[(2,4-dinitrophenyl)amino]-;2,4-dinitro-2'-hydroxydiphenylamine;NSC404109;2-Hydroxy-2',4'-dinitrodiphenylamine;V9ZNR6BA7F;MLS001207559;CHEMBL1897715;DTXSID9025160;SCHEMBL11218130;IKBVHBLOMZBKQR-UHFFFAOYSA-N;MFCD00156335;2-[(2,4-dinitrophenyl)amino]-phenol;AKOS000592773;LS-1529;DINITROANILINO)PHENOL, 2-(2,4-;SMR000513535;Z56779219;2-(2,4-DINITROANILINO)PHENOL (SEE ALSO: 4-(2,4-DINITROANILINO)PHENOL (CAS 119-15-3))

Chemical Property of 2-(2,4-Dinitroanilino)phenol

Chemical Property:

• Vapor Pressure: 3.44E-08mmHg at 25°C
• Boiling Point: 435.4°C at 760 mmHg
• Flash Point: 217.1°C
• PSA: 123.90000
• Density: 1.549g/cm³
• LogP: 4.07160
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 275.05422040
• Heavy Atom Count: 20
• Complexity: 367
• Transport DOT Label: Flammable Solid

Purity/Quality:

99% ^*data from raw suppliers

2-[(2,4-Dinitrophenyl)amino]phenol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])O

Technology Process of 2-(2,4-Dinitroanilino)phenol

There total 16 articles about 2-(2,4-Dinitroanilino)phenol 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: 76.0%

2-[(2-hydroxyphenylamino)methylene]malonic acid diethyl ester (100719-20-8) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 2-hydroxy-2',4'-dinitrodiphenylamine (6358-23-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; for 4h; Heating;

Reference yield: 45.0%

N-(2,4-Dinitrophenyl)-2-methoxy-aniline (14038-08-5) → 2-hydroxy-2',4'-dinitrodiphenylamine (6358-23-2)

Guidance literature:

With hydrogen bromide; acetic acid; In water; for 2h; Reflux;

DOI:10.5935/0103-5053.20160020

Reference yield: 19.0%

1-(2,4-dinitrophenyl)-pyridinium chloride (4185-69-7) + 2-amino-phenol (95-55-6) → 2-hydroxy-2',4'-dinitrodiphenylamine (6358-23-2)

Guidance literature:

1-(2,4-dinitrophenyl)-pyridinium chloride; 2-amino-phenol; In ethanol; water; at 130 ℃; for 0.333333h; Microwave irradiation;

In ethanol; water;

DOI:10.1021/acs.joc.6b00208

upstream raw materials:

pyridine

2,4-dinitro-2'-aminodiphenyl ether

ethanol

2,4-dinitrobromobenzene

Downstream raw materials:

[3-(2,4-dinitro-phenyl)-3H-benzooxazol-2-ylidene]-trifluoromethyl-amine

4-nitro-2-amino-2'-hydroxy-diphenylamine

2-[2-Amino-4-imino-cyclohexa-2,5-dien-(Z)-ylideneamino]-phenol

[2-(2,4-dinitro-phenoxy)-phenyl]-(2,4-dinitro-phenyl)-amine

Refernces

• 1、 Zeghbib, Narimane,Thelliere, Paul,Rivard, Michael,Martens, Thierry. "Microwaves and Aqueous Solvents Promote the Reaction of Poorly Nucleophilic Anilines with a Zincke Salt". . p. 3256 - 3262. Retrieved 2016/05/19.
• 2、 Gerasimova, T. N.,Kolchina, E. F.,Kargapolova, I. Yu.. "REACTION OF POLYFLUOROAROMATICS WITH o- AND p-AMINOPHENOLS IN DMF". . p. 2611 - 2615. Retrieved 2007/10/02.