4-Chlorophenol

Base Information

• Chemical Name: 4-Chlorophenol
• CAS No.: 106-48-9
• Molecular Formula: C6H5ClO
• Molecular Weight: 128.558
• Hs Code.: 2908.10 Oral rat LD50: 670 mg/kg
• European Community (EC) Number: 203-402-6
• ICSC Number: 0850
• NSC Number: 757263,2877
• UN Number: 2020
• UNII: 3DLC36A01X
• DSSTox Substance ID: DTXSID1021871
• Nikkaji Number: J3.611K
• Wikipedia: 4-Chlorophenol
• Wikidata: Q2179668
• NCI Thesaurus Code: C87268
• Metabolomics Workbench ID: 51580
• ChEMBL ID: CHEMBL57053
• Mol file: 106-48-9.mol

Synonyms:4-chlorophenol;4-chlorophenol ion (1+);4-chlorophenol, copper (+1) salt;4-chlorophenol, nickel (+2) salt;4-chlorophenol, potassium salt;4-chlorophenol, sodium salt;4-chlorophenol, titanium (+4) salt;4-chlorophenoxide;4-monochlorophenol;p-chlorophenol;para-monochlorophenol;parachlorophenol

Chemical Property of 4-Chlorophenol

Chemical Property:

• Appearance/Colour: off-white to light tan crystals or powder
• Vapor Pressure: 0.245mmHg at 25°C
• Melting Point: 40-45 ºC
• Refractive Index: 1.5579
• Boiling Point: 220 ºC at 760 mmHg
• PKA: 9.18(at 25℃)
• Flash Point: 80.1 ºC
• PSA: 20.23000
• Density: 1.287 g/cm³
• LogP: 2.04560
• Storage Temp.: 0-6°C
• Solubility.: ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to faintly brownish-yellow
• Water Solubility.: 2.7 g/100 mL (20℃)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 128.0028925
• Heavy Atom Count: 8
• Complexity: 66.9
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

4-Chlorophenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: C1=CC(=CC=C1O)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. The substance may cause effects on the central nervous system.
• Effects of Long Term Exposure: The substance may have effects on the central nervous system.
• Uses: Intermediates of Liquid Crystals antineoplastic Biocide; disinfectant for home, hospital and farm. It is used as main raw material of compounding for medicine, dye, plastic and other industries. 4-Chlorophenol was used in visible-light-induced degradation of 4-chlorophenol in aqueous suspension of pure TiO2.

Technology Process of 4-Chlorophenol

There total 511 articles about 4-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: 62.0%

2-Bromo-4-chloro-1-(2-chloro-ethoxy)-benzene (121767-82-6) → 2-bromo-4-chlorophenol (695-96-5) + 5-Chloro-2,3-dihydrobenzo[b]furan (76429-69-1) + 4-chloro-phenol (106-48-9,82344-39-6)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran;

DOI:10.1055/s-1988-27762

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

Reference yield: 4.0%

phenol (108-95-2,27073-41-2) → 2-monochlorophenol (95-57-8) + indophenol sodium salt (5418-32-6) + 4-chloro-phenol (106-48-9,82344-39-6) + 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With chloroamine; In water; pH=13; Product distribution;

DOI:10.1021/es030644h

upstream raw materials:

methanol

tetrachloromethane

para-dichlorobenzene

sodium methylate

Downstream raw materials:

2-(4-chlorophenoxy)ethanol

4-chloro-2-pyrrolidinomethyl-phenol

p-chlorophenyl chlorosulfite

4-chloro-2-piperidin-1-ylmethyl-phenol

Refernces

• 1、 Varnholt. "-". . p. 22. Retrieved 1887.
• 2、 Born, Jan G. P.,Wart, Hans W. A. van der,Mulder, Peter,Louw, Robert. "Gas-phase oxychlorination of benzene". . p. 262 - 270. Retrieved 1993.
• 3、 Smith, Keith,Butters, Michael,Nay, Barry. "HIGH ORTHO-SELECTIVITY IN THE CHLORINATION OF PHENOLS WITH N-CHLORODIALKYLAMINES IN THE PRESENCE OF SILICA.". . p. 1319 - 1322. Retrieved 1988.
• 4、 Lam, Sze-Mun,Jaffari, Zeeshan Haider,Sin, Jin-Chung,Zeng, Honghu,Lin, Hua,Li, Haixiang,Mohamed, Abdul Rahman,Ng, Ding-Quan. "Surface decorated coral-like magnetic BiFeO3 with Au nanoparticles for effective sunlight photodegradation of 2,4-D and E. coli inactivation". . . Retrieved 2021.
• 5、 Cheng, Rong,Zheng, Xiang,Liu, Peng,Wang, Jian-Long. "Nanoscale Fe0particles for pentachlorophenol removal from aqueous solution: Temperature effect and particles transformation". . p. 6941 - 6949. Retrieved 2014.
• 6、 Platz,Nielsen,Wallington,Ball,Hurley,Straccia,Schneider,Sehested. "Atmospheric chemistry of the phenoxy radical, C6H5O(?): UV spectrum and kinetics of its reaction with NO, NO2, and O2". . p. 7964 - 7974. Retrieved 1998.
• 7、 Mahanta, Abhijit,Adhikari, Pooja,Bora, Utpal,Thakur, Ashim Jyoti. "Biosilica as an efficient heterogeneous catalyst for ipso-hydroxylation of arylboronic acids". . p. 1780 - 1783. Retrieved 2015.
• 8、 Yeung, Kwan-Ting,To, Wai-Pong,Sun, Chenyue,Cheng, Gang,Ma, Chensheng,Tong, Glenna So Ming,Yang, Chen,Che, Chi-Ming. "Luminescent Tungsten(VI) Complexes: Photophysics and Applicability to Organic Light-Emitting Diodes and Photocatalysis". . p. 133 - 137. Retrieved 2017.
• 9、 Fan, Xiaoyun,Lai, Kangrong,Wang, Lichang,Qiu, Hengshan,Yin, Jiao,Zhao, Pengjun,Pan, Shilie,Xu, Jinbao,Wang, Chuanyi. "Efficient photocatalytic dechlorination of chlorophenols over a nonlinear optical material Na3VO2B6O11 under UV-visible light irradiation". . p. 12179 - 12187. Retrieved 2015.
• 10、 Smith, Keith,Hegazy, Amany S.,El-Hiti, Gamal A.. "The use of polymeric sulfides as catalysts for the para-regioselective chlorination of phenol and 2-chlorophenol". . p. 1 - 12. Retrieved 2020.