156515
2,4,5-Trichlorophenol
95%
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About This Item
Linear Formula:
Cl3C6H2OH
CAS Number:
Molecular Weight:
197.45
Beilstein:
607569
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
bp
248 °C/740 mmHg (lit.)
mp
67-69 °C (lit.)
functional group
chloro
SMILES string
Oc1cc(Cl)c(Cl)cc1Cl
InChI
1S/C6H3Cl3O/c7-3-1-5(9)6(10)2-4(3)8/h1-2,10H
InChI key
LHJGJYXLEPZJPM-UHFFFAOYSA-N
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General description
2,4,5-Trichlorophenol (2,4,5-TCP) is employed as a raw material in the preparation of various biocides.
Application
2,4,5-trichlorophenol can be used as a starting material to synthesize:
- Hexachlorophene, a fungicide, by the reaction with formaldehyde in the presence of concentrated H2SO4.
- 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), a herbicide.
- N-Benzyl-2-(2,4,5-trichlorophenoxy)acetamide, which is used as an intermediate to prepare 4-benzyl-6,7-dichloro-2H-benzo[b][1,4]oxazin-3(4H)-one via Smiles rearrangement.
The product has been used to study its sorption onto montmorillonite based sorbents.
Disclaimer
“The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others."
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
271.4 °F - closed cup
Flash Point(C)
133.0 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The Lethal Interaction and Formation of a Lipophilic Ternary Complex between 2, 4, 5-Trichlorophenol and the Cu (II)- Bis (1, 10-phenanthroline) Complex
Zhu Ben-Zhan
Chemical Research in Toxicology, 14(2), 222-227 (2001)
Microwave-assisted Synthesis of 2H-Benzo [b][1, 4] oxazin-3 (4H)-ones and 1H-Pyrido [2, 3-b][1, 4] oxazin-2 (3H)-ones via Smiles Rearrangement
Hua Zuo, et al.
Bulletin of the Korean Chemical Society,, 29(7), 1379-1385 (2008)
Photo-assisted degradation of 2, 4, 5-trichlorophenol by Electro-Fe (II)/Oxone{\textregistered} process using a sacrificial iron anode: Performance optimization and reaction mechanism
Wang YR and Chu Wei
Chemical Engineering Journal, 215, 643-650 (2013)
Organic Chemistry: With Biological Applications
Organic Chemistry (2011)
Brian N Webb et al.
The Journal of biological chemistry, 285(3), 2014-2027 (2009-11-17)
Burkholderia cepacia AC1100 completely degrades 2,4,5-trichlorophenol, in which an FADH(2)-dependent monooxygenase (TftD) and an NADH:FAD oxidoreductase (TftC) catalyze the initial steps. TftD oxidizes 2,4,5-trichlorophenol (2,4,5-TCP) to 2,5-dichloro-p-benzoquinone, which is chemically reduced to 2,5-dichloro-p-hydroquinone (2,5-DiCHQ). Then, TftD oxidizes the latter to
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