4-Nitroso-N-phenylaniline

Base Information

• Chemical Name: 4-Nitroso-N-phenylaniline
• CAS No.: 156-10-5
• Molecular Formula: C12H10 N2 O
• Molecular Weight: 198.224
• Hs Code.: 2921440000
• European Community (EC) Number: 205-848-7
• NSC Number: 5041
• UN Number: 2811
• UNII: F7052989CV
• DSSTox Substance ID: DTXSID1021031
• Nikkaji Number: J2.557G
• Wikidata: Q27156019
• ChEMBL ID: CHEMBL1600998
• Mol file: 156-10-5.mol

Synonyms:4-nitroso-N-phenylaniline;4-nitroso-N-phenylaniline, monohydrochloride;p-nitroso-N-phenylaniline;para-nitroso-N-phenylaniline

Chemical Property of 4-Nitroso-N-phenylaniline

Chemical Property:

• Appearance/Colour: dark blue to black powder
• Vapor Pressure: 2.86E-05mmHg at 25°C
• Melting Point: 144oC (dec.)(lit.)
• Refractive Index: 1.6330 (estimate)
• Boiling Point: 356.7°C at 760 mmHg
• PKA: -3.56±0.20(Predicted)
• Flash Point: 169.5°C
• PSA: 41.46000
• Density: 1.12g/cm³
• LogP: 3.90110
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly, Sonicated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 198.079312947
• Heavy Atom Count: 15
• Complexity: 194
• Transport DOT Label: Poison

Purity/Quality:

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

4-Nitrosodiphenylamine >97.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Carcinogen.
• Hazard Codes: Xn
• Statements: 22-36/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=C(C=C2)N=O
• Uses: 4-?Nitrosodiphenylamine is used in organic synthesis such as in the preparation of 1-(Phenylamino)pseudo-mauveine water soluble dye. Potential mutagenic compound.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list. Has been used as retardant in vulcanizing rubber.

Technology Process of 4-Nitroso-N-phenylaniline

There total 41 articles about 4-Nitroso-N-phenylaniline 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: 97.3%

nitrobenzene (98-95-3,26969-40-4) + bis(diphenyl)urea (102-07-8) → p-nitrosodiphenylamine (156-10-5)

Guidance literature:

With oxygen; sodium hydroxide; In dimethyl sulfoxide; at 60 ℃; for 4h; Reagent/catalyst;

Reference yield: 87.9%

nitrobenzene (98-95-3,26969-40-4) + aniline (62-53-3) → Phenazin (92-82-0) + p-nitrosodiphenylamine (156-10-5) + 4-ntrophenyl(phenyl)amine (836-30-6) + N-methylaniline (100-61-8) + Azobenzene (1227476-15-4)

Guidance literature:

tetramethyl ammoniumhydroxide; In water; at 70 - 75 ℃; for 3.5h; under 54.7555 Torr;

Reference yield: 86.9%

nitrobenzene (98-95-3,26969-40-4) + aniline (62-53-3) → Phenazin (92-82-0) + p-nitrosodiphenylamine (156-10-5) + 4-ntrophenyl(phenyl)amine (836-30-6) + Azobenzene (1227476-15-4)

Guidance literature:

betaine; tetramethyl ammoniumhydroxide; In water; at 70 - 75 ℃; for 3.5h; under 54.7555 Torr;

upstream raw materials:

N-phenylquinone diimine

nitrobenzene

aniline

diphenylamine

Downstream raw materials:

diethyl-(7-phenylimino-7H-phenoxazin-3-yl)-amine

2-(4-Phenylamino-phenylamino)-malonic acid diethyl ester

3-methyl-1-phenyl-4-(p-phenylamino)phenylimino-2-pyrazolin-5-one

N-phenylphenylene-1,4-diamine

Refernces

• 1、 -. "Preparation method of 4-nitrodiphenylamine and 4-nitrosodiphenylamine". Paragraph 0049-0090. . Retrieved 2019/02/04.
• 2、 -. "A 4-aminodiphenylamine catalytic hydrogenation of the apparatus and process for the production of". Paragraph 0035-0036. . Retrieved 2017/03/22.