4-Nitrocatechol

Base Information

• Chemical Name: 4-Nitrocatechol
• CAS No.: 3316-09-4
• Molecular Formula: C6H5 N O4
• Molecular Weight: 155.11
• Hs Code.: 29062900
• European Community (EC) Number: 222-009-0
• NSC Number: 80651
• UNII: SW60NG75EN
• DSSTox Substance ID: DTXSID10186804
• Nikkaji Number: J205.396I
• Wikidata: Q230010
• Metabolomics Workbench ID: 38220
• ChEMBL ID: CHEMBL42423
• Mol file: 3316-09-4.mol

Synonyms:4-nitrocatechol

Chemical Property of 4-Nitrocatechol

Chemical Property:

• Appearance/Colour: yellow to mustard-colored crystalline powder
• Vapor Pressure: 1.25E-05mmHg at 25°C
• Melting Point: 173-177 °C(lit.)
• Refractive Index: 1.5423 (estimate)
• Boiling Point: 358.2°Cat760mmHg
• PKA: 6.84(at 25℃)
• Flash Point: 168.8°C
• PSA: 86.28000
• Density: 1.58g/cm³
• LogP: 1.52920
• Storage Temp.: Store below +30°C.
• Solubility.: Solubility Very slightly soluble in water; soluble in ethanol
• Water Solubility.: Soluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 155.02185764
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

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

4-Nitrocatechol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])O)O
• Uses: Spectrophotometric standard 4-Nitrocatechol can be used as a catalyst and an antibacterial against intestinal bacteria.

Technology Process of 4-Nitrocatechol

There total 97 articles about 4-Nitrocatechol 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: 84.0%

2-chloro-4-nitrophenol (619-08-9) → 1,2-dihydroxy-4-nitrobenzene (3316-09-4)

Guidance literature:

With sodium hydroxide; In water; for 6h; Heating / reflux;

Reference yield: 65.0%

5-nitroguaiacol (636-93-1) → 1,2-dihydroxy-4-nitrobenzene (3316-09-4)

Guidance literature:

With aluminium(III) iodide; In dimethyl sulfoxide; acetonitrile; at 80 ℃; for 18h;

Reference yield: 63.0%

2-methoxy-4-nitrophenol (3251-56-7) → 1,2-dihydroxy-4-nitrobenzene (3316-09-4)

Guidance literature:

With aluminium(III) iodide; calcium oxide; In acetonitrile; at 80 ℃; for 18h;

upstream raw materials:

4-nitro-phenol

7-nitro-benzo[1,3]dioxole-5-carboxylic acid

1-(2-hydroxy-5-nitrophenyl)ethanone

2,2-dimethyl-5-nitro-1,3-benzodioxole

Downstream raw materials:

o-bromanil

Tetrabromocatechol

4-amino-1,2-benzenediol

2,2-dimethyl-5-nitro-1,3-benzodioxole

Refernces

• 1、 Hartman, Jessica H.,Boysen, Gunnar,Miller, Grover P.. "Cooperative effects for CYP2E1 differ between styrene and its metabolites". . p. 755 - 764. Retrieved 2013.
• 2、 Hassan, Saad S. M.,Marzouk,Abdel-Fattah,Shouckry. "Potentiometric determination of arylsulfatase activity using a novel nitrocatechol sulfate PVC membrane sensor". . p. 1887 - 1891. Retrieved 1995.
• 3、 Palumbo, Anna,Napolitano, Alessandra,D'Ischia, Marco. "Nitrocatechols versus nitrocatecholamines as novel competitive inhibitors of neuronal nitric oxide synthase: Lack of the aminoethyl side chain determines loss of tetrahydrobiopterin-antagonizing properties". . p. 13 - 16. Retrieved 2002.
• 4、 Saka, Ece Tugba,Biyiklioglu, Zekeriya,Caglar, Yasemin. "Anthracene Substituted Co (II) and Cu (II) phthalocyanines; Preparations, Investigation of Catalytical and Electrochemical Behaviors". . . Retrieved 2018.
• 5、 McCombs, Nikolette L.,D'Antonio, Jennifer,Barrios, David A.,Carey, Leiah M.,Ghiladi, Reza A.. "Nonmicrobial nitrophenol degradation via peroxygenase activity of dehaloperoxidase-hemoglobin from amphitrite ornata". . p. 2465 - 2478. Retrieved 2016.
• 6、 Le, Thien-Kim,Kim, Jinhyun,Anh Nguyen, Ngoc,Huong Ha Nguyen, Thi,Sun, Eun-Gene,Yee, Su-Min,Kang, Hyung-Sik,Yeom, Soo-Jin,Beum Park, Chan,Yun, Chul-Ho. "Solar-Powered Whole-Cell P450 Catalytic Platform for C-Hydroxylation Reactions". . p. 3054 - 3058. Retrieved 2021/06/21.
• 7、 Martin-Martinez, Maria,Machado, Bruno F.,Serp, Philippe,Morales-Torres, Sergio,Silva, Adrián M.T.,Figueiredo, José L.,Faria, Joaquim L.,Gomes, Helder T.. "Carbon nanotubes as catalysts for wet peroxide oxidation: The effect of surface chemistry". . p. 332 - 340. Retrieved 2019/03/17.