2,4,6-Trichlorophenol

Base Information

• Chemical Name: 2,4,6-Trichlorophenol
• CAS No.: 88-06-2
• Molecular Formula: C6H3Cl3O
• Molecular Weight: 197.448
• Hs Code.: 2908.10
• European Community (EC) Number: 201-795-9
• ICSC Number: 1122
• NSC Number: 2165
• UN Number: 2020
• UNII: MHS8C5BAUZ
• DSSTox Substance ID: DTXSID5021386
• Nikkaji Number: J3.543B
• Wikipedia: 2,4,6-Trichlorophenol
• Wikidata: Q209189
• NCI Thesaurus Code: C44304
• Metabolomics Workbench ID: 51835
• ChEMBL ID: CHEMBL309917
• Mol file: 88-06-2.mol

Synonyms:1,3,5-trichloro-2-hydroxybenzene;2,4,6-trichloro-1-hydroxybenzene;2,4,6-trichlorophenol;2,4,6-trichlorophenol, 14C-labeled;2,4,6-trichlorophenol, copper(+1) salt;2,4,6-trichlorophenol, copper(+2) salt;2,4,6-trichlorophenol, nickel(+2) salt;2,4,6-trichlorophenol, potassium salt;2,4,6-trichlorophenol, sodium salt;2,4,6-trichlorophenol, Zn salt;phenol, 2,4,6-trichloro-;sodium 2,4,6-trichlorophenoxide;trichlorophenol, 2,4,6-

Chemical Property of 2,4,6-Trichlorophenol

Chemical Property:

• Appearance/Colour: yellow to pinkish-orange needles or orange fluffy solid
• Vapor Pressure: 1 mm Hg ( 76.5 °C)
• Melting Point: 65-68 °C
• Refractive Index: AUTOIGNITION
• Boiling Point: 246 °C at 760 mmHg
• PKA: 6.15 (Leuenberger et al., 1985) 6.10 (Blackman et al., 1955) 6.0 (Eder and Weber, 1980)
• Flash Point: 95.9 °C
• PSA: 20.23000
• Density: 1.596 g/cm³
• LogP: 3.35240
• Storage Temp.: 0-6°C
• Solubility.: 0.8g/l
• Water Solubility.: 0.8 g/L
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.924948
• Heavy Atom Count: 10
• Complexity: 108
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Trichlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,T,F
• Hazard Codes: Xn,N,T,F
• Statements: 22-36/38-50/53-40-52/53-39/23/24/25-23/24/25-11-51/53
• Safety Statements: 36/37-60-61-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: C1=C(C=C(C(=C1Cl)O)Cl)Cl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached when dispersed.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis including chloracne. The substance may have effects on the liver. This may result in impaired functions. This substance is possibly carcinogenic to humans. Tumours have been detected in experimental animals but may not be relevant to humans.
• Description: 2,4,6-Trichlorophenol is a colorless to yellow solid that has a strong phenol-like smell. It decomposes at elevated temperatures when heated to produce corrosive and toxic fumes including chlorine and hydrogen chloride. It is soluble in organic solvents and partially soluble in water. Previously, it was used in the manufacture of other chemicals. Moreover, it was also used as an antiseptic, a pesticide for leather, wood, and preservation of glue as well as an anti-mildew treatment. Nevertheless, the production of 2,4,6-Trichlorophenol was discontinued in America in the 1980s.
• Physical properties: Colorless needles or yellow solid with a strong, phenolic, musty or rotten vegetable-type odor. At 40 °C, the lowest concentration at which an odor was detected was 380 μg/L. At 25 °C, the lowest concentration at which a taste was detected was >12 μg/L (Young et al., 1996).
• Uses: Wood preservative; disinfectant; fungicide, herbicide, defoliant. 2,4,6-Trichlorophenol is used as a broad range pesticide against insects, fungi, vegetation and bacteria. It has become a common environmental contaminant and probable human carcinogen. Fungicide, herbicide, defoliant.

Technology Process of 2,4,6-Trichlorophenol

There total 147 articles about 2,4,6-Trichlorophenol 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: 100.0%

2,4,6-trichloroanisole (87-40-1) → 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at 67 ℃; for 12h;

DOI:10.1016/S0040-4039(00)78482-6

Reference yield: 99.6%

4-chloro-phenol (106-48-9,82344-39-6) → 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.666667h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 91.0%

phenol (108-95-2,27073-41-2) → 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

With 1-chloro-2,2,6,6-tetramethyl-4-piperidinol; In benzene; at 20 ℃; for 24h;

DOI:10.1023/B:RJAC.0000044124.36401.7e

upstream raw materials:

tetrachloromethane

1,3-dichloro-5,5-dimethylhydantoin

phenol

2-Nitroanisole

Downstream raw materials:

2-(2,4,6-trichloro-phenoxy)-ethanol

(2.4.6-Trichlor-phenyl)-propionat

(2,4-dinitro-phenyl)-(2,4,6-trichloro-phenyl)-ether

(2,4,6-trichloro-phenoxy)-acetonitrile

Refernces

• 1、 Augusto, Felipe A.,Bartoloni, Fernando H.,Pagano, Ana Paula E.,Baader, Wilhelm J.. "Mechanistic Study of the Peroxyoxalate System in Completely Aqueous Carbonate Buffer". . p. 309 - 316. Retrieved 2020/11/30.
• 2、 Cabello, Maidileyvis C.,Souza, Glalci A.,Bello, Liena V.,Baader, Wilhelm J.. "Mechanistic Studies on the Salicylate-Catalyzed Peroxyoxalate Chemiluminescence in Aqueous Medium". . p. 28 - 36. Retrieved 2020/01/08.