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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

156515-VAR:
156515-10KG:
156515-BULK:
156515-100G:
156515-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV1525
MKCV1632
MKCM3858
MKCG9340
MKCG8066

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3,5-Dichlorophenol 97%

Sigma-Aldrich

D70600

3,5-Dichlorophenol

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)
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)
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)
Qiao Sun et al.
Environmental science & technology, 41(16), 5708-5715 (2007-09-19)
Density functional theory (DFT) calculations have been carried out to explore the potential energy surface (PES) associated with the gas-phase reaction between 2,4,5-trichlorophenol and CuO. A gas-phase model was constructed to account, from a theoretical perspective, for the most important
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