2-Chlorophenol

Base Information

• Chemical Name: 2-Chlorophenol
• CAS No.: 95-57-8
• Deprecated CAS: 1773488-59-7
• Molecular Formula: C6H5ClO
• Molecular Weight: 128.558
• Hs Code.: 2908.10
• European Community (EC) Number: 202-433-2,246-691-4
• ICSC Number: 0849
• NSC Number: 2870
• UN Number: 2021,2020
• UNII: K9KAV4K6BN
• DSSTox Substance ID: DTXSID5021544
• Nikkaji Number: J3.566A
• Wikipedia: 2-Chlorophenol
• Wikidata: Q176486
• Metabolomics Workbench ID: 52457
• ChEMBL ID: CHEMBL108877
• Mol file: 95-57-8.mol

Synonyms:2-chlorophenol;2-monochlorophenol;o-chlorophenol;o-monochlorophenol;ortho-chlorophenol;ortho-monochlorophenol

Chemical Property of 2-Chlorophenol

Chemical Property:

• Appearance/Colour: colourless to light brown liquid
• Vapor Pressure: 0.875mmHg at 25°C
• Melting Point: 8 °C(lit.)
• Refractive Index: n20/D 1.558(lit.)
• Boiling Point: 175 °C at 760 mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 63.9 °C
• PSA: 20.23000
• Density: 1.287 g/cm³
• LogP: 2.04560
• Water Solubility.: 28.5 g/L (20℃)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 128.0028925
• Heavy Atom Count: 8
• Complexity: 74.9
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,N,T,F
• Hazard Codes: Xn:Harmful;;
• Statements: R20/21/22:; R51/53:
• Safety Statements: S28A:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: C1=CC=C(C(=C1)O)Cl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract. Inhalation of the aerosol may cause lung oedema. The substance may cause effects on the central nervous system.

Technology Process of 2-Chlorophenol

There total 203 articles about 2-Chlorophenol 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: 65.0%

2,4-dibromo-6-chlorophenol (4526-56-1) → 2-monochlorophenol (95-57-8) + 2-bromo-6-chlorophenol (2040-88-2)

Guidance literature:

With copper; zinc; In sodium hydroxide; at 20 ℃; for 2h;

DOI:10.1002/(sici)1099-0690(199911)1999:11<2845::aid-ejoc2845>3.0.co;2-r

Reference yield: 37.0%

chlorobenzene (108-90-7) → 2-chloromaleic anhydride (96-02-6) + 2-monochlorophenol (95-57-8) + 4-chloro-phenol (106-48-9,82344-39-6) + chloro-p-hydroquinone (615-67-8)

Guidance literature:

With Fe₂(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)₂(μ₂-Cl)₂Cl₂; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.ica.2016.02.005

Reference yield: 18.4%

phenol (108-95-2,27073-41-2) → 2,6-Dichlorophenol (87-65-0) + 2-monochlorophenol (95-57-8) + 4-chloro-phenol (106-48-9,82344-39-6) + 2,4-dichlorophenol (120-83-2,40477-79-0) + 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With aluminium trichloride; diphenyl sulfide; chlorine; In neat (no solvent); at 35 ℃; for 1.5h; Product distribution; others 2-alkylphenols; var. chlorinating agent, temp., and time;

DOI:10.1021/jo00212a029

upstream raw materials:

2,2,6,6-tetrachlorocyclohexanol

3-chloro-4-hydroxybenzoic acid

3-Chloro-2-hydroxybenzoic acid

phenol-2-sulfonic acid

Downstream raw materials:

1-(2-chloro-phenoxy)-3-piperidino-propan-2-ol

2-chlorophenyl chloroformate

1,2,4-trihydroxy-9,10-anthraquinone

1,2-dihydroxy-9,10-anthracenedione

Refernces

• 1、 Bejan, Iustinian,Duncianu, Marius,Olariu, Romeo,Barnes, Ian,Seakins, Paul W.,Wiesen, Peter. "Kinetic study of the gas-phase reactions of chlorine atoms with 2-chlorophenol, 2-nitrophenol, and four methyl-2-nitrophenol isomers". . p. 4735 - 4745. Retrieved 2015.
• 2、 Dong, Linchang,Hu, Shuheng,Lu, Jun,Peng, Shuchuan,Zhu, Chengzhu,Zhu, Mengyu. "Photochemical transformations of 2, 6-dichlorophenol and 2-chlorophenol with superoxide ions in the atmospheric aqueous phase". . . Retrieved 2022/04/03.
• 3、 Gu, Yaqi,Huang, Yichao,Li, Qi,Wei, Yongge,Yu, Han,Zang, Dejin. "Light-Induced Efficient Hydroxylation of Benzene to Phenol by Quinolinium and Polyoxovanadate-Based Supramolecular Catalysts". . p. 13310 - 13316. Retrieved 2020/10/19.