4-Nitrodiphenylamine

Base Information

• Chemical Name: 4-Nitrodiphenylamine
• CAS No.: 836-30-6
• Molecular Formula: C12H10 N2 O2
• Molecular Weight: 214.224
• Hs Code.: 29214400
• European Community (EC) Number: 212-646-2
• ICSC Number: 0804
• NSC Number: 33836
• UN Number: 1325
• UNII: 5ZOC179N5D
• DSSTox Substance ID: DTXSID8027323
• Nikkaji Number: J38.267A
• Wikidata: Q230012
• ChEMBL ID: CHEMBL1323785
• Mol file: 836-30-6.mol

Synonyms:4-NITRODIPHENYLAMINE;836-30-6;4-Nitro-N-phenylaniline;p-Nitrodiphenylamine;Benzenamine, 4-nitro-N-phenyl-;(4-nitrophenyl)phenylamine;Diphenylamine, 4-nitro-;p-Nitrophenylphenylamine;4-Nitrodifenylamin;4-Ndpa;Amine, diphenyl, 4-nitro-;4-Nitro-diphenylamine;N-(4-Nitrophenyl)benzenamine;4-nitro-N-phenyl-aniline;4-Nitrodifenylamin [Czech];NSC 33836;CCRIS 5174;HSDB 5763;N-(4-Nitrophenyl)-N-phenylamine;EINECS 212-646-2;BRN 2051910;UNII-5ZOC179N5D;AI3-02915;MLS000584664;5ZOC179N5D;DTXSID8027323;NSC-33836;SMR000203627;4-12-00-01619 (Beilstein Handbook Reference);DTXCID107323;CAS-836-30-6;N'-Trityl-L-histidine;N-Phenyl-4-nitroaniline;WLN: WNR DMR;4-Nitrodiphenylamine, 99%;Oprea1_074824;4-NITRO DIPHENYLAMINE;(4-nitrophenyl)-phenyl-amine;Aniline, 4-nitro-N-phenyl-;cid_13271;SCHEMBL224794;(4-nitro-phenyl)-phenyl-amine;CHEMBL1323785;BDBM93782;N-phenyl-N-(4-nitrophenyl)amine;Benzenamine, 4-nitro-N -phenyl-;HMS2605G24;PHENYL(4-NITROPHENYL)AMINE;4-NITRODIPHENYLAMINE [HSDB];BCP32012;NSC33836;Tox21_202300;Tox21_303333;MFCD00007301;N-(4-Nitrophenyl)-N-phenylamine #;STK182596;AKOS000286122;AKOS015960695;NCGC00164030-01;NCGC00164030-02;NCGC00257118-01;NCGC00259849-01;AC-12155;BS-23271;LS-62878;FT-0619232;A840617;Q230012;SR-01000421153;SR-01000421153-1;W-104137

Chemical Property of 4-Nitrodiphenylamine

Chemical Property:

• Appearance/Colour: Orange Crystalline Solid
• Vapor Pressure: 4.68E-06mmHg at 25°C
• Melting Point: 132-135 °C(lit.)
• Refractive Index: 1.665
• Boiling Point: 211 ºC (30 mmHg),382.6 °C at 760 mmHg
• PKA: -2.60±0.20(Predicted)
• Flash Point: 185.2 °C
• PSA: 57.85000
• Density: 1.28 g/cm³
• LogP: 3.93460
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: INSOLUBLE
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

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

(4-Nitrophenyl)phenylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=C(C=C2)[N+](=O)[O-]
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated. The effects may be delayed.
• Uses: 4-Nitrodiphenylamine was used to study reduction of nitrated diphenylamine derivatives in sediment water batch enrichments and dense cell suspensions of anaerobic, aromatic-compound-mineralizing pure bacterial cultures.

Technology Process of 4-Nitrodiphenylamine

There total 153 articles about 4-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: 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: 64.0%

phenyl carbamate (64-10-8) + para-nitrophenyl bromide (586-78-7) → 4-ntrophenyl(phenyl)amine (836-30-6) + N-(4-nitrophenyl)-N'-phenylurea (1932-32-7) + N,N-bis(p-nitrophenyl)amine (1821-27-8) + bis(diphenyl)urea (102-07-8)

Guidance literature:

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1016/S0040-4039(01)00716-X

Reference yield: 52.0%

nitrobenzene (98-95-3,26969-40-4) + bis(diphenyl)urea (102-07-8) → p-nitrosodiphenylamine (156-10-5) + 4-ntrophenyl(phenyl)amine (836-30-6) + Azobenzene (1227476-15-4) + azoxybenzene (495-48-7,55599-32-1)

Guidance literature:

With sodium hydroxide; tetramethyl ammoniumhydroxide; In water; at 80 ℃; for 3h; under 50 - 90 Torr; Product distribution / selectivity;

upstream raw materials:

bromobenzene

N-(4-Nitrophenyl)acetamide

1-methyl-4-nitrosobenzene

p-nitrodiphenylnitrosamine

Downstream raw materials:

4-nitrophenyldiphenylamine

4-bromo-N-(4-nitrophenyl)aniline

N,N-bis(p-nitrophenyl)amine

2-nitro-N-(4-nitrophenyl)benzenamine

Refernces

• 1、 -. "Method for synthesizing diarylamine through N-arylation reaction of arylamine under copper catalysis". Paragraph 0062-0063; 0076; 0077; 0080; 0081. . Retrieved 2021/07/14.
• 2、 Veisi, Hojat,Neyestani, Narges,Pirhayati, Mozhgan,Ahany Kamangar, Sheida,Lotfi, Shahram,Tamoradi, Taiebeh,Karmakar, Bikash. "Copper nanoparticle anchored biguanidine-modified Zr-UiO-66 MOFs: a competent heterogeneous and reusable nanocatalyst in Buchwald-Hartwig and Ullmann type coupling reactions". . p. 22278 - 22286. Retrieved 2021/07/02.