4-Nitrosophenol

Base Information

• Chemical Name: 4-Nitrosophenol
• CAS No.: 104-91-6
• Molecular Formula: C6H5NO2
• Molecular Weight: 123.111
• Hs Code.: 2908999090
• European Community (EC) Number: 203-251-6
• NSC Number: 239647,3124
• UN Number: 3236
• UNII: 55EB58H2UP
• DSSTox Substance ID: DTXSID0025991,DTXSID0075287
• Nikkaji Number: J60.142J,J9.451J
• Wikidata: Q27261304
• ChEMBL ID: CHEMBL104353,CHEMBL3276923
• Mol file: 104-91-6.mol

Synonyms:4-nitrosophenol;4-nitrosophenol, (18)O-labeled;4-nitrosophenol, potassium salt, monohydrate;4-nitrosophenol, sodium salt;4-nitrosophenol, sodium salt, trihydrate;p-nitrosophenol;para-nitrosophenol

Chemical Property of 4-Nitrosophenol

Chemical Property:

• Appearance/Colour: humid dark powder
• Vapor Pressure: 0.023mmHg at 25°C
• Melting Point: 132-144°C
• Refractive Index: 1.564
• Boiling Point: 265.866 °C at 760 mmHg
• PKA: pK1:6.48 (25°C)
• Flash Point: 114.592 °C
• PSA: 49.66000
• Density: 1.236 g/cm³
• LogP: 1.79010
• Solubility.: soluble in Methanol
• Water Solubility.: <0.1 g/100 mL at 21℃
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 123.032028402
• Heavy Atom Count: 9
• Complexity: 97.2
• Transport DOT Label: Flammable Solid

Purity/Quality:

99.9% ^*data from raw suppliers

4-Nitrosophenol (wetted with ca. 40% Water) (unit weight on dry weight basis) >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 21/22-40-41-68-51/53-22
• Safety Statements: 15-24/25-26-61-49-47-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=CC=C1N=O)O
• Uses: Dyes.

Technology Process of 4-Nitrosophenol

There total 44 articles about 4-Nitrosophenol 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: 91.0%

phenol (108-95-2,27073-41-2) → p-nitrosophenol (104-91-6)

Guidance literature:

With 1-butyl-3-methylimidazolium nitrite; boric acid; for 0.0333333h; regioselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.crci.2011.03.007

Reference yield: 70.0%

4-amino-phenol (123-30-8) → p-nitrosophenol (104-91-6)

Guidance literature:

With urea hydrogen peroxide adduct; carbonic acid dimethyl ester; at 20 ℃; for 2h;

DOI:10.1007/s11696-019-00708-x

Reference yield: 65.0%

phenol (108-95-2,27073-41-2) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-nitrosophenol (104-91-6) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With acetic acid; sodium nitrite; In ethanol; for 1h;

DOI:10.1016/S0040-4020(99)00877-7

upstream raw materials:

4-(4-nitroso-phenyl)-morpholine

(4-nitroso-phenyl)-p-tolyl-amine

4-amino-phenol

phenol

Downstream raw materials:

6-amino-5-chloro-1,3-dimethoxybenzene

chloro-acetic acid-(2,6-dichloro-4-propoxy-anilide)

2,8-dihydroxy-10-(4-hydroxy-phenyl)-3,7-diundecyl-10H-phenoxazine-1,4,6,9-tetraone

4-dimethylamino-benzoic acid-(4-hydroxyimino-cyclohexa-2,5-dienylidenehydrazide)

Refernces

• 1、 Shi, Dongyang,Zhu, Guifen,Zhang, Xia,Cheng, Meng,Wu, Tian,Zhang, Kaige,Fan, Jing. "Decorating of ultra small and recyclable nanoscale zero-valent iron on NH2-SiO2 for enhanced high-performance removal of water pollutants". . p. 183 - 192. Retrieved 2019.
• 2、 Sinhamahapatra, Apurba,Bhattacharjya, Dhrubajyoti,Yu, Jong-Sung. "Green fabrication of 3-dimensional flower-shaped zinc glycerolate and ZnO microstructures for p-nitrophenol sensing". . p. 37721 - 37728. Retrieved 2015.
• 3、 Schmid,Riedl. "". . p. 1783. Retrieved 1967.
• 4、 Noble, Darren R.,Williams, D. Lyn H.. "Nitrosation products from S-nitrosothiols via preliminary nitric oxide formation". . p. 1834 - 1838. Retrieved 2002.
• 5、 Yadav, Pratibha,Sharma, Jitendra K.,K. Singh, Vinod,Yadav, Kapil D. S.. "N-Oxidation of arylamines to nitrosobenzenes using chloroperoxidase purified from Musa paradisiaca stem juice". . p. 222 - 226. Retrieved 2010.
• 6、 Roscales, Silvia,Csák?, Aurelio G.. "Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling". supporting information. p. 1667 - 1671. Retrieved 2018/03/23.