2-Chloro-4-nitrophenol

Base Information

• Chemical Name: 2-Chloro-4-nitrophenol
• CAS No.: 619-08-9
• Molecular Formula: C6H4ClNO3
• Molecular Weight: 173.556
• Hs Code.: 29089000
• European Community (EC) Number: 210-578-8
• NSC Number: 1316
• UNII: Y2V03M9UL8
• DSSTox Substance ID: DTXSID0060694
• Nikkaji Number: J14.161E
• Wikidata: Q4498266
• Metabolomics Workbench ID: 105532
• ChEMBL ID: CHEMBL150824
• Mol file: 619-08-9.mol

Synonyms:2-chloro-4-nitrophenol

Chemical Property of 2-Chloro-4-nitrophenol

Chemical Property:

• Appearance/Colour: white to beige crystalline powder or crystals
• Vapor Pressure: 0.00118mmHg at 25°C
• Melting Point: 106 °C
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 290.6 °C at 760 mmHg
• PKA: 5.43±0.22(Predicted)
• Flash Point: 129.6 °C
• PSA: 66.05000
• Density: 1.554 g/cm³
• LogP: 2.47700
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: slightly soluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.9879707
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

2-Chloro-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)O
• Uses: 2-Chloro-4-nitrophenol, is frequently used as building blocks for dyes, plastics, explosives. It acts as a catalytic agent, petrochemical additive and used in organic synthesis. It can react with sulfuric acid dimethyl ester to produce 2-chloro-4-nitro-anisole. This reaction will need reagents K2CO3 and xylene.

Technology Process of 2-Chloro-4-nitrophenol

There total 126 articles about 2-Chloro-4-nitrophenol 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: 99.6%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 2-chloro-4-nitrophenol (619-08-9)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.5h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 96.0%

2,4-dinitro-benzaldehyde O-(2-chloro-4-nitro-phenyl)-oxime → 2-chloro-4-nitrophenol (619-08-9) + 2,4-dinitrobenzonitrile (4110-33-2)

Guidance literature:

With triethylamine; In water; acetonitrile; at 25 ℃; for 7h; Reagent/catalyst; Kinetics;

DOI:10.5012/bkcs.2013.34.4.1030

Reference yield: 94.0%

2-monochlorophenol (95-57-8) → 2-chloro-4-nitrophenol (619-08-9)

Guidance literature:

With Vilsmeier reagent; potassium nitrate; In neat (no solvent); at 100 ℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;

DOI:10.1080/15533174.2012.752395

upstream raw materials:

4-nitro-phenol

N,N-dichlorourea

triethanolamine

3,4-dichloronitrobenzene

Downstream raw materials:

4-[2-(2-chloro-4-nitro-phenoxy)-ethyl]-morpholine

6,6'-dichloro-4,4'-dinitro-2,2'-methanediyl-di-phenol

2-chloro-4-nitroanisole

1-[2-(2-Bromo-ethoxy)-ethoxy]-2-chloro-4-nitro-benzene

Refernces

• 1、 Textor, Larissa C.,Colussi, Francieli,Silveira, Rodrigo L.,Serpa, Viviane,De Mello, Bruno L.,Muniz, Joao Renato C.,Squina, Fabio M.,Pereira Jr., Nei,Skaf, Munir S.,Polikarpov, Igor. "Joint X-ray crystallographic and molecular dynamics study of cellobiohydrolase i from Trichoderma harzianum: Deciphering the structural features of cellobiohydrolase catalytic activity". . p. 56 - 69. Retrieved 2013.
• 2、 Rogers, David A.,Gallegos, Jillian M.,Hopkins, Megan D.,Lignieres, Austin A.,Pitzel, Amy K.,Lamar, Angus A.. "Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes". . . Retrieved 2019/08/12.
• 3、 Bhooshan,Rajanna,Govardhan,Venkanna,Satish Kumar. "Kinetics and mechanism of trichloroisocyanuric acid/NaNO2-triggered nitration of aromatic compounds under acid-free and Vilsmeier-Haack conditions". . p. 445 - 462. Retrieved 2019/04/10.