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2,4,5-Trichlorophenol

2,4,5-Trichlorophenol Structure
CAS No.
95-95-4
Chemical Name:
2,4,5-Trichlorophenol
Synonyms
Phenol, 2,4,5-trichloro-;Nurelle;Dowcide;Dowcide 2;2,4,5-tcp;NCI-C61187;preventoli;COLLUNOSOL;DOWICIDE 2;Preventol I
CBNumber:
CB3714348
Molecular Formula:
C6H3Cl3O
Molecular Weight:
197.45
MOL File:
95-95-4.mol
MSDS File:
SDS
Modify Date:
2023/6/8 17:06:38

2,4,5-Trichlorophenol Properties

Melting point 64-67 °C 67-69 °C (lit.)
Boiling point 248 °C/740 mmHg (lit.)
Density 1,678 g/cm3
vapor pressure 3.5 at 8 °C, 22 at 25 °C (quoted, Leuenberger et al., 1985a)
refractive index 1.5300 (estimate)
Flash point 253°C
storage temp. 2-8°C
solubility Soluble in ethanol and ligroin (U.S. EPA, 1985)
pka pK1:7.37 (25°C)
form Powder
color Colorless needles or gray flakes from pet ether
Odor strong phenolic odor
Water Solubility 947.8mg/L(25 ºC)
Merck 14,9643
BRN 607569
Henry's Law Constant 1.76 at 25 °C (estimated, Leuenberger et al., 1985a)
Stability Stable. Note that this material creates dioxin in alkaline media at elevated temperatures.
CAS DataBase Reference 95-95-4(CAS DataBase Reference)
NIST Chemistry Reference Phenol, 2,4,5-trichloro-(95-95-4)
EPA Substance Registry System 2,4,5-Trichlorophenol (95-95-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H315-H319-H410
Precautionary statements  P273-P301+P312+P330-P302+P352-P305+P351+P338
Hazard Codes  Xn,N,Xi,T,F
Risk Statements  22-36/38-50/53-52/53-39/23/24/25-23/24/25-11-51/53
Safety Statements  26-28-60-61-28A-45-36/37-16
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  SN1400000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29081990
Toxicity Acute oral LD50 for guinea pigs 1,000 mg/kg, mice 600 mg/kg, rats 820 mg/kg (quoted, RTECS, 1985).
NFPA 704
1
2 0

2,4,5-Trichlorophenol price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 91332 2,4,5-Trichlorophenol purum, ≥95.0% (GC) 95-95-4 50G ₹8627.53 2022-06-14 Buy
Sigma-Aldrich(India) 91332 2,4,5-Trichlorophenol purum, ≥95.0% (GC) 95-95-4 250G ₹15533.88 2022-06-14 Buy
Sigma-Aldrich(India) 156515 2,4,5-Trichlorophenol 95% 95-95-4 25G ₹6191.9 2022-06-14 Buy
Sigma-Aldrich(India) 156515 2,4,5-Trichlorophenol 95% 95-95-4 100G ₹18402.5 2022-06-14 Buy
TCI Chemicals (India) T0389 2,4,5-Trichlorophenol min. 95.0 % 95-95-4 25G ₹2500 2022-05-26 Buy
Product number Packaging Price Buy
91332 50G ₹8627.53 Buy
91332 250G ₹15533.88 Buy
156515 25G ₹6191.9 Buy
156515 100G ₹18402.5 Buy
T0389 25G ₹2500 Buy

2,4,5-Trichlorophenol Chemical Properties,Uses,Production

Chemical Properties

White to pale brown solid in appearance; 2,4,5-Trichlorophenol also looks like small needles. It has a really strong odor that smells like phenol (a poisonous crystal-looking compound). This man-made substance is not found naturally in the environment.

Physical properties

Colorless crystals or yellow to gray flakes with a strong, disinfectant or phenolic odor. At 40 °C, the average odor threshold concentration and the lowest concentration at which an odor were detected were 350 and 63 μg/L, respectively. At 25 °C, the lowest concentration at which a taste was detected was 100 μg/L (Young et al., 1996).

Uses

2,4,5-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.

Preparation

2,4,5-Trichlorophenol is prepared indirectly, by the alkaline hydrolysis of 1,2,4,5-tetrachlorobenzene,because the direct chlorination of 2,5-dichlorophenol, difficult to achieve, proceeds with poor yield.

Definition

ChEBI: 2,4,5-trichlorophenol is a trichlorophenol carrying chloro groups at positions 2, 4 and 5.

General Description

Colorless needles, gray flakes or off-white lumpy solid. Phenolic odor. Formerly used as a fungicide and bactericide.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,4,5-Trichlorophenol is a weak monobasic acid. Incompatible with acid chlorides, acid anhydrides and oxidizing agents. Produces dioxin in alkaline medium at high temperatures

Fire Hazard

Literature sources indicate that 2,4,5-Trichlorophenol is nonflammable.

Safety Profile

Suspected carcinogen with experimental neoplastigenic data. Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of Cland explodes. See also CHLOROPHENOLS.

Environmental Fate

Biological. Chloroperoxidase, a fungal enzyme isolated from Caldariomyces fumago, chlorinated 2,4,5-trichlorophenol to give 2,3,4,6-tetrachlorophenol (Wannstedt et al., 1990).
Photolytic. When 2,4,5-trichlorophenol (100 μM) in an oxygenated, titanium dioxide (2 g/L) suspension was irradiated by sunlight (λ ≥340 nm), complete mineralization to carbon dioxide and water and chloride ions was observed (Barbeni et al., 1987a).
The following phototransformation half-lives were reported for 2,4,5-trichlorophenol in estuarine water exposed to sunlight and microbes: 1 h during winter; in distilled water: 0.6 and 1 h during summer and winter, respectively; in poisoned estuarine water: 14 and 24 h during summer and winter, respectively (Hwang et al., 1986).
A photooxidation rate constant of <3,000/M·sec was reported for the reaction of 2,4,5- trichlorophenol and ozone in water at a pH range of 1.2 to 1.5 (Hoigné and Bader, 1983). Chemical/Physical. 2,4,5-Trichlorophenol will not hydrolyze because it does not contain a hydrolyzable functional group (Kollig, 1993).
During the manufacture/synthesis of 2,4,5-T using alkalies at high temperatures, some TCDD may form (Worthing and Hance, 1991).

Purification Methods

Crystallise the phenol from EtOH or pet ether. [Beilstein 6 IV 962.]

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