2,3,4-Trichlorphenol

2,3,4-Trichlorophenol

HCID 27582CAS 15950-66-0

Grundinformationen

Standard-SMILES
Oc1ccc(Cl)c(Cl)c1Cl
InChIKey
HSQFVBWFPBKHEB-UHFFFAOYSA-N
Summenformel
C6H3Cl3O
Durchschnittliche Molmasse
197,4 g/mol
Monoisotopische Masse
195,92494776

Überblick

Trichlorophenol appears as solid crystals or flakes with a strong disinfectant odor. Sinks in water. (USCG, 1999)

Namen und Bezeichner

Bevorzugter Name
2,3,4-Trichlorophenol
IUPAC
2,3,4-trichlorophenol
Lokaler Name
2,3,4-Trichlorphenol
Englischer Name
2,3,4-TRICHLOROPHENOL
Summenformel
C6H3Cl3O
Molmasse
197.45

Namen und Synonyme

2,3,4-TRICHLOROPHENOL15950-66-0Phenol, 2,3,4-trichloro-DTXSID50262078JWE1AV71FDTXCID8062072,3,4-TCPRefChem:908555240-083-2TRICHLOROPHENOL25167-82-2MFCD00002161
Weitere Namen anzeigen
2.3.4-Trichl2.3.4-TrichlorNcgc00091874-012,3,4-Trichlorophenol 99%Phloroglucinol Impurity 3252,3,4-trichlorophenol solutionC17773400 2,3,4-Trichlorophenol2,3,4-TRICHLOROPHENOL, 50MG, NEAT
Phenol, trichloro-CCRIS 61082,3,4-Trichlorophenol 100 microg/mL in MethanolPhenol, 2,3,4-trichloro-; 2,3,4-TrichlorophenolEINECS 240-083-2UNII-8JWE1AV71FMLS002415679SCHEMBL136940

Datenbank-Bezeichner

CAS
15950-66-0、25167-82-2、609-19-8、933-75-5、933-78-8
PubChem CID
27582
DTXSID
DTXSID5026207
ChEMBL
CHEMBL1341844
UNII
8JWE1AV71F
EC Number
240-083-2、246-694-0
Nikkaji
J127.123G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,5
Polarare Oberfläche (TPSA)
20,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Chlorophenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP3.6
Odor · 2 Einträge

Strong disinfectant odor

Strong odor of phenol.

Density · 3 Einträge

1.7 at 77 °F (USCG, 1999) - Denser than water; will sink

1.7 at 25 °C (solid)

1.5 g/cm³

Color/FormSolid crystals or flakes

Physikochemische Eigenschaften

Schmelzpunkt
75 · 75-79 °C (lit.) 75-79 °C
Siedepunkt
283.33 °C · 283.33°C (rough estimate)
Dichte
1.5701 · 1.5701 (rough estimate)
Brechungsindex
1.53 · 1.5300 (estimate)
Flammpunkt
9 ℃ · 9℃
storage temp.
0 · 0-6°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 2.2% (1 of 45) of reports.

Danger

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Phenol, 2,3,4-trichloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT Label · 2 Einträge

Poison

Poison

Fire Hazards · 3 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 62 °C explosive vapour/air mixtures may be formed.

Fire PotentialNon-combustible
Health Hazards · 2 Einträge

Dust may cause swelling of eyes and eye injury, irritation of nose and throat. Solid irritates skin on prolonged contact. (USCG, 1999)

SYMPTOMS: Symptoms of exposure to this type of compound include irritation of the nose and pharynx. It can produce redness, edema and chemical burns on skin contact. In the eyes it induces conjunctival irritation, corneal injury and iritis. Symptoms of exposure to a related compound may include respiratory system irritation, eye irritation, softening and whitening of the skin followed by the development of painful burns, headache, dizziness, rapid and difficult breathing, weakness, collapse, abdominal pain, nausea, vomiting, internal damage, digestive disturbances, nervous disorders, skin eruptions, liver and kidney damage and dermatitis. Other symptoms may include coma, painless blanching or erythema, corrosion, profuse sweating, intense thirst, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, decrease in blood pressure, hyperpnea, hemolysis, convulsions, pulmonary edema followed by pneumonia, jaundice, oliguria, anuria and skin sensitivity reactions. Skin contact may result in central nervous system damage, cerebral edema and muscle contractions.

Hazards SummaryA skin, nose, and throat irritant; May cause swelling and injury to eyes; [CAMEO] See 2,4,6-Trichlorophenol. See CHLOROPHENOLS.

Sicherheit und Schutzausrüstung

Fire Fighting · 3 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use foam, dry powder, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Refer for medical attention .

First Aid · 2 Einträge

INHALATION: remove to fresh air; get medical attention.

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageStore in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs.
Fire Fighting ProceduresExtinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty.
Cleanup Methods · 3 Einträge

Land Spill: Dig a pit, pond, lagoon, or holding area /SRP: If time permits, pits, ponds, lagoons, soa holes, or holding areas should be sealed with an impermeable flexible membrane liner./ to contain liquid or solid material. Cover solids with plastic sheet to prevent dissolving in rain or fire fighting water.

Water Spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved, apply activated carbon at ten times the spilled amount in region of 10 ppm or greater concentration. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.

ACTIVATED CARBON IS A GOOD METHOD FOR REMOVING CHLOROPHENOLS FROM WATER. COMPETITIVE ADSORPTION OCCURS BETWEEN CHLOROPHENOLS & HUMIC SUBSTANCES PRESENT IN NEARLY ALL MUNICIPAL WATER SUPPLIES. THIS COMPETITION DECR THE CAPACITY OF CARBON FOR CHLOROPHENOLS. /CHLOROPHENOLS/

Toxikologische Informationen

Environmental Fate · 2 Einträge

... Chlorinated phenols will undergo photolysis in aqueous solutions as a result of ultraviolet irradiation (at 290nm) and that photodegradation leads to the substitution of hydroxyl groups in place of the chlorine atoms with subsequent polymer formation. /Chlorinated phenols/

Terrestrial Fate: Contamination of soil in the vicinity of two Finnish sawmills using preservative (Ky-5) against blue-staining fungi that contained chlorophenols was studied. The soil around the treatment basins contained up to 70 mg chlorophenols/kg and that in the storage area for treated lumber up to 6 mg/kg. Contamination extended to a depth of at least 2 m near the treatment basins. Surface water inside the sawmill area contained the same chlorophenols as those used in wood preservation, plus some additional isomers. The ground water and lake water around the sawmill areas were contaminated. The fate of different chlorophenols in soil is probably affected by many factors, such as the water solubility of each chlorophenol, pH of the soil, rainfall, soil organic matter content, type and particle size of the soil, biological and photodegradation and the evaporation of each chlorophenol. /Chlorophenols/

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.
Effluent Concentrations · 2 Einträge

... It is clear that chlorinated phenols represent important compounds with regard to potential point source and non-point source water contamination. /Chlorinated phenols/

Biologically treated effluent samples from 9 Canadian bleached softwood Kraft mills were analyzed for chlorinated phenolic content. Chlorinated phenolics, including 3,4,5-trichlorophenol, present in effluent discharged from bleached Kraft mills are not expected to contribute an off-odor to recipient waters.

ICSC Environmental Data · 1 Eintrag

The substance is very toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.

Human Toxicity Excerpts · 5 Einträge

TRICHLOROPHENOLS ... PRODUCE REDNESS & EDEMA ON SKIN CONTACT & ON PROLONGED EXPOSURE EVEN MILD TO MODERATE CHEMICAL BURNS OF SKIN OF MAN. IN EYE THEY INDUCE CONJUNCTIVAL IRRITATION & SOMETIMES CORNEAL INJURY & IRITIS. DUSTS ARE IRRITATING TO NOSE & PHARYNX. SYSTEMIC EFFECTS ... PRESUMABLY RESEMBLE ... PHENOL ... .

Symptoms and pulmonary function were evaluated in 7 subjects exposed to trichlorophenol. Symptoms from upper airways and chest were more common among exposed than in control subjects (60% and 10%). Significantly reduced forced expiratory flow at 75% of vital capacity and incr closing vol were measured, while other spirometric variables and the transfer factor of the lung for carbon monoxide were normal. Incr elastic recoil pressure of the lung and x-ray signs of lung tissue involvement were noticed in 2 subjects. The findings suggest an irritating effect on the lung of trichlorophenol, and it cannot be excluded that long-term exposure may produce pulmonary fibrosis.

Adverse health effects have been seen in workers exposed to chlorophenols contaminated with tetrachlorodibenzo-para-dioxin or to products synthesized from trichlorophenol. These effects, probably due to tetrachlorodibenzo-para-dioxin include persistent chloracne, liver dysfunction, neuromuscular weakness, porphyria, and psychological changes.

ALL /TRICHLOROPHENOLS/ ARE LESS TOXIC THAN SIMPLE PHENOL. ... SYSTEMIC EFFECTS ... PRESUMABLY RESEMBLE THOSE OF PHENOL POISONING.

ON PROLOGED EXPOSURE, EVEN MILD TO MODERATE CHEMICAL BURNS ON SKIN OF MAN.

Regulatorische Informationen

RCRA Requirements · 1 Eintrag

F027; Discarded unused formulations containing tri-, tetra-, or pentachlorophenol or discarded unused formulations containing compounds derived from these chlorophenols are classified as a hazardous waste from a nonspecific source and must be managed according to Federal and/or State hazardous waste regulations. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (see 40 CFR 261.5).

Atmospheric Standards · 1 Eintrag

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Chlorophenols are produced, as an intermediate or final product, by process units covered under this subpart. /Chlorophenols/

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 2 Einträge

Designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance.

Toxic pollutant designated pursuant to section 307(a)(1) of the Clean Water Act and is subject to effluent limitations. /Chlorinated phenols/

Sicherheitsdaten

wgk
3
ridadr
UN 2020 6.1/PG 3
hs_code
2908190090
risk_code
22-37/38-41-39/23/24/25-23/24/25-11
hazard_code
Xn,T,F
safety_code
26-39-45-36/37-16-7

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 1 Eintrag

CHLORINATED PHENOLS ... ARE VERY EFFECTIVE (... IN VITRO) AS UNCOUPLERS OF OXIDATIVE PHOSPHORYLATION. THEY THUS PREVENT INCORPORATION OF INORGANIC PHOSPHATE INTO ATP WITHOUT EFFECTING ELECTRON TRANSPORT. AS A RESULT OF THIS ACTION, WHICH IS BELIEVED TO OCCUR @ MITOCHONDRIAL /MEMBRANE/, CELLS CONTINUE TO RESPIRE BUT SOON ARE DEPLETED OF ATP NECESSARY FOR GROWTH. /CHLOROPHENOLS/

Metabolism/Metabolites · 1 Eintrag

Rats metabolized alpha-hexachlorocyclohexane to 1,2,4-trichlorobenzene, 2,3,4-trichlorophenol, 2,4,6-trichlorophenol, other trichlorophenols, and 2,3,4,6-tetrachlorophenol. These were excreted in urine. Alpha-hexachlorocyclohexane is also converted to 3,4,6/5-pentachlorocyclohexene which is detectable in kidneys, but not in urine.

Absorption, Distribution and Excretion · 2 Einträge

/TRICHLOROPHENOLS/ APPEAR NOT TO PENETRATE INTACT RABBIT OR GUINEA PIG SKIN (PERCUTANEOUS ABSORPTION) IN SIGNIFICANT AMT ...

The compounds are absorbed from the gastroenteric tract and from parenteral sites of injection. /Chlorophenols/

Verwendung und Herstellung

Uses · 4 Einträge

Used as fungicide and bactericide; [HSDB] Used to make pesticides; [EPA OHM/TADS]

Farming (Pesticides) [Category: Industry]

Fungicide and bactericide

Chlorinated phenols are used as intermediates in the synthesis of dyes, pigments, and phenolic resins. Certain chlorophenols also are used directly as flea repellents, ... mold inhibitors, antiseptics, disinfectants, and antigumming agents for gasoline. /Chlorinated phenols/

ImpuritiesCONTAMINATION WITH 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN; 2,7-DICHLORODIBENZO-P-DIOXIN; 1,3,6,8-TETRACHLORODIBENZO-P-DIOXIN; AND PENTACHLORODIBENZO-P-DIOXIN AT LEVELS OF 0.07 TO 6.2 PPM.
Methods of Manufacturing... Prepared by direct chlorination or the hydrolysis of the higher chlorinated derivatives of benzene. /Trichlorophenols/
Formulations/Preparations · 5 Einträge

GRADES OR PURITY: TECHNICAL, 95%

A formulation intermediate is available from Dow Chem USA with 66.5% active ingredient.

A soluble concentrate is available from Chaipman Chem Co with 6.63% active ingredient.

A soluble concentrate is available from Nalco Chem Co with 6.0% active ingredient. Also a emulsifiable concentrate is available with 10.0% active ingredient.

A soluble concentrate is available from Drew Indust Div with 5.0% active ingredient.

General Manufacturing InformationPhenol, trichloro-: ACTIVE

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