| Identification | More | [Name]
2,4,5-Trichlorophenol | [CAS]
95-95-4 | [Synonyms]
2,4,5-TRICHLORO-1-HYDROXY-BENZENE
2,4,5-TRICHLOROPHENOL
COLLUNOSOL
DOWICIDE 2
DOWICIDE 2(R)
2,4,5-tcp
2,4,5-trichloro-pheno
2,4,5-trichlorophenolsaltof2,6-bis((dimethylamino)methyl)cyclohexanone
caswellno.879
Dowcide 2
epapesticidechemicalcode064210
NCI-C61187
Nurelle
Preventol I
preventoli
Rcra waste number U230
rcrawastenumberu230
2,4,5-TRICHLOROPHENOL PESTANAL, 250 MG
2,4,5-TRICHLOROPHENOL, 1X1ML, MEOH, 5000 UG/ML
2,4,5-TRICHLOROPHENOL MINIMUM 99% | [EINECS(EC#)]
202-467-8 | [Molecular Formula]
C6H3Cl3O | [MDL Number]
MFCD00002170 | [Molecular Weight]
197.45 | [MOL File]
95-95-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White to pale brown solid | [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) | [Fp ]
253°C | [storage temp. ]
0-6°C | [solubility ]
Soluble in ethanol and ligroin (U.S. EPA, 1985) | [form ]
Powder | [pka]
pK1:7.37 (25°C) | [color ]
Colorless needles or gray flakes from pet ether | [Odor]
strong phenolic odor | [Stability:]
Stable. Note that this material creates dioxin in alkaline media at elevated temperatures. | [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) | [Major Application]
agriculture
environmental | [InChI]
1S/C6H3Cl3O/c7-3-1-5(9)6(10)2-4(3)8/h1-2,10H | [InChIKey]
LHJGJYXLEPZJPM-UHFFFAOYSA-N | [SMILES]
Oc1cc(Cl)c(Cl)cc1Cl | [CAS DataBase Reference]
95-95-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2,4,5-trichloro-(95-95-4) | [EPA Substance Registry System]
95-95-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,Xi,T,F | [Risk Statements ]
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
3
| [RTECS ]
SN1400000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29081990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2 | [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. | [Hazardous Substances Data]
95-95-4(Hazardous Substances Data) | [Toxicity]
Acute oral LD50 for guinea pigs 1,000 mg/kg, mice 600 mg/kg, rats 820 mg/kg (quoted, RTECS,
1985). |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hydroxide-->Sulfuric acid-->Toluene-->Sodium dithionite-->Propylene glycol-->Sodium tetraborate-->1,2,4,5-Tetrachlorobenzene-->1,2,3,5-Tetrachlorobenzene-->Carbonic acid tert-butyl 2,4,5-trichlorophenyl ester-->2,3,4,6-Tetrachlorophenol | [Preparation Products]
Hexachlorophene-->2,4,5-Trichlorophenyl-propynyl ether-->HALOPROGIN-->FENCHLORPHOS-->Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-(ethoxymethylphosphinyl)-, (2S)- (9CI)-->FENCHLORPHOS-OXON-->2,5-Dichlorohydroquinone-->Trimethyl phosphate-->2,4,5-Trichlorophenoxyacetic acid-->2,3,6-trichlorophenol |
| Hazard Information | Back Directory | [General Description]
Colorless needles, gray flakes or off-white lumpy solid. Phenolic odor. Formerly used as a fungicide and bactericide. | [Reactivity Profile]
2,4,5-TRICHLOROPHENOL(95-95-4) is a weak monobasic acid. Incompatible with acid chlorides, acid anhydrides and oxidizing agents. Produces dioxin in alkaline medium at high temperatures | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Literature sources indicate that this chemical is nonflammable. | [Description]
2,4,5-trichlorophenol is a substance with fungal, herbicidal and bacterial activity. It is highly soluble in water has a low volatility and is slightly mobile in soil systems. It is moderately toxic to most biodiversity. 2,4,5-trichlorophenol has a moderate oral mammalian toxicity, is a neurotoxin and an irritant. | [Chemical Properties]
White to pale brown solid | [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. | [Definition]
ChEBI: A trichlorophenol carrying chloro groups at positions 2, 4 and 5. | [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. | [Hazard]
May cause skin irritation. | [Health Hazard]
If your skin comes into contact with 2,4,5-trichlorophenol, it may burn the skin and produce redness and edema in humans. It also irritates the eyes, nose, pharynx, and lungs in humans.
Tests involving acute exposure of rats, mice, and guinea pigs have demonstrated 2,4,5-trichlorophenol to havemoderateacute toxicity by oral exposure. | [Mechanism of action]
Causes distorted growth that affects respiration and cell function | [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.] | [Toxics Screening Level]
The current ITSL for 2,4,5-Trichlorophenol is 350 μg/m3 , with annual averaging time (AT). | [Pesticide Type]
Fungicide; Herbicide; Metabolite; Algicide |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,4,5-Trichlorophenol(95-95-4)MS
2,4,5-Trichlorophenol(95-95-4)1HNMR
2,4,5-Trichlorophenol(95-95-4)13CNMR
2,4,5-Trichlorophenol(95-95-4)IR1
2,4,5-Trichlorophenol(95-95-4)IR2
2,4,5-Trichlorophenol(95-95-4)IR3
2,4,5-Trichlorophenol(95-95-4)Raman
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