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156515

Sigma-Aldrich

2,4,5-Trichlorophenol

95%

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About This Item

Linear Formula:
Cl3C6H2OH
CAS Number:
95-95-4
Molecular Weight:
197.45
Beilstein:
607569
EC Number:
202-467-8
MDL number:
MFCD00002170
UNSPSC Code:
12352100
PubChem Substance ID:
24849616
NACRES:
NA.22

Quality Level

200

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."

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H315,H319,H410

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Organic Chemistry: With Biological Applications
Organic Chemistry (2011)
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)
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)
Xiaohui Xu et al.
Occupational and environmental medicine, 68(8), 557-561 (2011-05-05)
Trichlorophenols (TCPs) are organochlorine compounds which are ubiquitous in the environment and well known for their carcinogenic effects. However, little is known about their neurotoxicity in humans. Our goal was to examine the association between body burden of TCPs (ie
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