4-(2,4-Dinitroanilino)phenol

Base Information

• Chemical Name: 4-(2,4-Dinitroanilino)phenol
• CAS No.: 119-15-3
• Molecular Formula: C12H9 N3 O5
• Molecular Weight: 275.221
• Hs Code.: 2922299090
• European Community (EC) Number: 310-132-3,204-300-4
• NSC Number: 408078,13965,6335
• UN Number: 1325
• UNII: CJD47C5NSF
• DSSTox Substance ID: DTXSID4025161
• Nikkaji Number: J29.862J
• Wikidata: Q81976229
• Mol file: 119-15-3.mol

Synonyms:4-(2,4-Dinitroanilino)phenol;119-15-3;Disperse Yellow 1;Reliton Yellow R;Amacel Yellow RR;Disperse Yellow R;Perliton Yellow RR;Supracet Yellow RR;Fast Disperse Yellow 2K;Acetamine Yellow 2R;p-(2,4-Dinitroanilino)phenol;Permanent Yellow 2K;Setacyl Yellow P-BS;Cilla Fast Yellow RR;Microsetile Yellow 2R;Nyloquinone Yellow 2R;Dispersol Printing Yellow A;Serisol Fast Yellow A;Kayalon Fast Yellow RR;Celliton Fast Yellow RR;Dispersol Fast Yellow A;Fenacet Fast Yellow 2R;Disperse Fast Yellow 2K;Supracet Fast Yellow 2R;SRA Golden Yellow VIII;C.I. Disperse Yellow 1;Synten yellow P 2R;Dispersol Yellow B-A;Celliton Fast Yellow RRA-CF;Acetoquinone Light Yellow 2RZ;2,4-Dinitro-4'-hydroxydiphenylamine;4-[(2,4-Dinitrophenyl)amino]phenol;4-Hydroxy-2',4'-dinitrodiphenylamine;Disperse Yellow Stable 2K;C.I. Solvent Yellow 52;Phenol, p-(2,4-dinitroanilino)-;N-2,4-Dinitrophenyl-4-aminophenol;C.I. Leuco Sulphur Blue 11;Phenol, 4-[(2,4-dinitrophenyl)amino]-;2,4-Dinitro-p-hydroxydiphenylamine;C.I. 10345;4-((2,4-Dinitrophenyl)amino)phenol;NSC 13965;CCRIS 4630;Phenol, 4-((2,4-dinitrophenyl)amino)-;CI Disperse Yellow 1;Zolcien syntenowa P-2R [Polish];CI Solvent Yellow 52;Zolcien syntenowa P-2R;EINECS 204-300-4;EINECS 310-132-3;4'-Hydroxy-2,4-dinitrodiphenylamine;BRN 2223171;Phenol,4-[(2,4-dinitrophenyl)amino]-;AI3-01810;NSC-6335;NSC-13965;NSC-408078;61902-31-6;CI 10345;Phenol,4-dinitroanilino)-;Disperse Yellow 1 100 microg/mL in Acetonitrile;Phenol,4-dinitrophenyl)amino]-;N-(4-Hydroxyphenyl)-2,4-dinitroaniline;C.I. Sulphur Blue 5;CJD47C5NSF;CBDivE_002130;Color Index No. 10345;Color Index Number 10345;Colour Index No. 10345;Colour Index Number 10345;SCHEMBL2328147;DTXSID4025161;p-(2,4-Dinitroanilino)-phenol;NSC6335;4-(2,4-dinitro-anilino)-phenol;4-(2,4-dinitrophenylamino)phenol;NSC13965;STR05486;LS-613;NSC408078;AKOS000286102;DINITROANILINO)PHENOL, 4-(2,4-;C.I.10345;FT-0625341;N-(2,4-DINITROPHENYL)-4-AMINOPHENOL;N-(2,4-Dinitrophenyl)-N-(4-hydroxyphenyl)amine;SR-01000195250;SR-01000195250-1;W-109435;W-111185;4-(2,4-DINITROANILINO)PHENOL (SEE ALSO: 2-(2,4-DINITROANILINO)PHENOL (CAS 6358-23-2));InChI=1/C12H9N3O5/c16-10-4-1-8(2-5-10)13-11-6-3-9(14(17)18)7-12(11)15(19)20/h1-7,13,16

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

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Melting Point: 191 °C (dec.)(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 443.8°Cat760mmHg
• PKA: 10.20±0.26(Predicted)
• Flash Point: 222.2°C
• PSA: 123.90000
• Density: 1.549g/cm³
• LogP: 4.07160
• Water Solubility.: 2.477mg/L(25 oC)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 275.05422040
• Heavy Atom Count: 20
• Complexity: 359
• Transport DOT Label: Flammable Solid

Purity/Quality:

98%,99%, ^*data from raw suppliers

DisperseYellow1 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-33-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])O
• Uses: Disperse Yellow 1 is an azo disperse dye which is water insoluble. Disperse Yellow 1 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

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

There total 6 articles about 4-(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: 85.5%

4-methyl-N-(4-oxocyclohexa-2,5-dien-1-ylidene)benzenesulfonamide (37051-70-0) + Benzyl-((E)-1-methyl-2-nitro-vinyl)-amine (85290-52-4,95382-91-5) → 5-(2,4-dinitrophenylamino)-2-methyl-3-nitrobenzofuran + 4-(2,4-dinitroanilino)phenol (119-15-3)

Guidance literature:

With toluene-4-sulfonic acid; acetic acid; at 20 ℃; for 0.5h;

DOI:10.1007/s11172-006-0024-6

Reference yield: 72.0%

4-amino-phenol (123-30-8) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 4-(2,4-dinitroanilino)phenol (119-15-3)

Guidance literature:

With sodium carbonate; In ethanol; for 12h; Heating;

DOI:10.1016/0040-4020(80)88049-5

Reference yield: 42.0%

4-amino-phenol (123-30-8) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 4-(2,4-dinitroanilino)phenol (119-15-3) + 1-(4-hydroxyphenyl)pyridinium chloride monohydrate + 2,4-Dinitroanilin (97-02-9)

Guidance literature:

With pyridine; for 12h; Heating;

DOI:10.1016/0040-4020(80)88049-5

upstream raw materials:

4-amino-phenol

1-chloro-2,4-dinitro-benzene

4-amino-2',4'-dinitrodiphenyl ether

diethylamine

Downstream raw materials:

2,6-dichloro-[1,4]benzoquinone-4-(2,4-dinitro-phenylimine)

2,6-dichloro-4-(2,4-dinitro-anilino)-phenol

4-(2,4-dinitrophenylimino)cyclohexa-2,5-dien-1-one

N-(4-methoxyphenyl)-2,4-dinitrobenzenamine

Refernces

• 1、 Jamali-Paghaleh, Javad,Harifi-Mood, Ali Reza,Gholami, Mohammad Reza. "Reaction kinetics investigation of 1-fluoro-2,4-dinitrobenzene with substituted anilines in ethyl acetate-methanol mixtures using linear and nonlinear free energy relationships". experimental part. p. 1095 - 1100. Retrieved 2012/02/15.
• 2、 Briggs, Josie C.,Haines, Alan H.. "4-(Arylamino)phenyl α-D-glucopyranosides as potential anti-HIV agents". . p. 293 - 298. Retrieved 2007/10/03.