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Home > Encyclopedia > 2,3,6-Trichlorophenol

2,3,6-Trichlorophenol

2,3,6-Trichlorophenol structure

2,3,6-Trichlorophenol 

structure

Description

off-white, light tan to purple crystals


2,3,6-trichlorophenol appears as colorless needles or purple crystalline solid. Taste threshold concentration: 0.0005 mg/L. Odor threshold concentration (detection): 0.3 mg. (NTP, 1992)|COLOURLESS CRYSTALS WITH CHARACTERISTIC ODOUR.


2,3,6-trichlorophenol appears as colorless needles or purple crystalline solid. Taste threshold concentration: 0.0005 mg/L. Odor threshold concentration (detection): 0.3 mg. (NTP, 1992)

2,3,6-Trichlorophenol Basic Attributes

197.439

197.45

213-271-7

AE2CMR564U

0590

2020

DTXSID5026209

NEEDLES FROM DILUTE ALCOHOL, PETROLEUM ETHER|Colorless needles

2908199090

Characteristics

20.2

3.8

2,3,6-trichlorophenol appears as colorless needles or purple crystalline solid. Taste threshold concentration: 0.0005 mg/L. Odor threshold concentration (detection): 0.3 mg. (NTP, 1992)

1.5 g/cm3

58 °C

272 °C

79°C c.c.

1.609

methanol: 0.1 g/mL, clear;Solubility in water: none

Relative vapour density (air = 1): 6.8

mmo-sat 10 mg/plate TECSDY 14,143,87

Taste threshold: 0.5 ug/l /From table/

pKa= 5.8

As a group, the chlorophenols are characterized by an odor which has been described as unpleasent, medicinal, pungent, phenolic, strong, or persistent. /Chlorinated phenols/|SRP: Forms salts on reaction with alkali bases.

May be hygroscopic. Insoluble in water.

Phenols and Cresols

2,3,6-TRICHLOROPHENOL is incompatible with acid chlorides, acid anhydrides and oxidizing agents. (NTP, 1992).

Safety Information

III

6.1(b)

UN 2020 6.1/PG 3

3

R22

S26-S28

SN1300000

Xn: Harmful;

Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs.

Stability Combustible. Incompatible with strong oxidizing agents, acid anhydrides, acid chlorides. May be hygroscopic.

P305 + P351 + P338

H302-H315-H319

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|Incineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced. /Trichlorophenol/

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Phenols (1980) EPA 440/5-80-032.|Nat'l Research Council Canada; Chlorinated Phenols (1982) NRCC No. 18578.|Scientific Criteria Document For Standard Development. Chlorinated Phenols In The Aquatic Environment No. 2-84 (1984).|Environmental Protection Service. Chlorophenols and Their Impurities in the Canadian Environment Report EPS 3-EC-81-2 (1981).|For more Special Reports (Complete) data for 2,3,6-TRICHLOROPHENOL (6 total), please visit the HSDB record page.

This chemical is combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 79 °C explosive vapour/air mixtures may be formed.

|Warning|H302 (97.62%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under refrigerated temperatures, keep it away from oxidizing materials, and protect it from moisture. If possible, it would be prudent to store this compound under inert atmosphere. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)|/Wear/ approved dust respirator for toxic dusts; goggles; protective clothing to prevent contact with skin. /Trichlorophenol/|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|Wear boots & protective gloves. ... /Trichlorophenol/

Non-combustible. /Trichlorophenol/

Extinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty. /Trichlorophenol/

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

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Keep material out of water sources and sewers; Build dikes to contain flow as necessary. Keep upwind; Avoid breathing vapors or dusts; Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Trichlorophenol/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Chlorophenols, liquid; Chlorophenols, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Chlorophenols, liquid; Chlorophenols, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Chlorophenols, liquid; Chlorophenols, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Chlorophenols, liquid; Chlorophenols, solid/|For more DOT Emergency Guidelines (Complete) data for 2,3,6-TRICHLOROPHENOL (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

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

Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.

NO open flames. Above 79 °C use a closed system and ventilation.

PREVENT DISPERSION OF DUST!

Use local exhaust or breathing protection.

Protective gloves.

Wear safety goggles or eye protection in combination with breathing protection if powder.

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 is produced, as an intermediate or final product, by process units covered under this subpart. /Chlorophenols/

F027; A hazardous waste from nonspecific sources when a component of a discarded unused formulation.

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).

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).

Unspecified trichlorophenol isomers were identified in flue gas condensate from municipal incinerators in the Netherlands(1). 2,3,6-Trichlorophenol was identified, not quantified, in the effluent of an electronics industry in the USA(2) and in the effluent of pulp mills in Canada(3). 2,3,6-Trichlorophenol was detected in the effluent of a sewage treatment plant in the UK at concns of 0.06-0.33 ug/l(4). 2,3,6-Trichlorophenol was detected in the effluent of a hazardous waste incinerator in Sweden at concns of 3.2, 4, and 21 ng/cu m(5). 2,3,6-Trichlorophenol was detected in the effluent of a metal reclamation facility at a concn of 0.1 ug/cu m(6).

Analyzed for but not found in sediment samples taken from 35 sites in The Netherlands between March 1979 and March 1980, detection limit 0.2 ug/kg dry weight(1).|2,3,6-Trichlorophenol was detected in sludge samples in the UK at concns of 0.59-8.34 mg/kg(1). 2,3,6-Trichlorophenol was identified, not quantified, in sediment from Lake Ladoga, Russia(2).

2,3,6-Trichlorophenol was detected at concns of less than 0.2 ug/cu m in urban air in Germany(1).

Toxicity

Chlorophenols may be produced inadvertently by chlorination reactions which take place during the disinfection of waste water effluents or drinking water sources. /Chlorinated phenols/|2,3,6-Trichlorophenol may be released in very small amounts as a constituent of technical grade 2,4,5-trichlorophenol(1). 2,3,6-Trichlorophenol may also form in the environment as a degradation product of some chlorinated pesticides such as 2,3,4,6-tetrachlorophenol and pentachlorophenol(1,SRC). 2,3,6-Trichlorophenol may also be released in emissions from some municipal incinerators(2,SRC). Significant amounts may also be released to the environment as a result of the chlorination of phenol-containing wastewater or drinking water and from the bleaching process in pulp and paper mills(3,4,SRC).

It is generally accepted that chlorinated phenols will undergo photolysis in aqueous solutions as a result of ultraviolet irradiation and that photodegradation leads to the substitution of hydroxyl groups in place of the chlorine atoms with subsequent polymer formation. /Chlorinated phenols /|TERRESTRIAL FATE: Based on a pKa of 5.8(1), 2,3,6-trichlorophenol is expected to dissociate significantly in moist soil surfaces. Based on a recommended classification scheme(2), a Koc value of 2,700(SRC), determined from a log Kow of 3.77(3) and a recommended regression-derived equation(4), indicates that 2,3,6-trichlorophenol is expected to have slight mobility in soil, but the mobility of the anion is expected to be greater than that of the neutral species(5). Volatilization of 2,3,6-trichlorophenol is not expected from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.3X10-7 atm-cu determined from a fragment constant estimation method(6). 2,3,6-Trichlorophenol is not expected to volatilize from dry soil surfaces given its estimated vapor pressure of 0.002 mm Hg at 25 °C(7,SRC). This compound is expected to biodegrade in soils with a biodegradation half-life of about 25 days and a lag period of 23 days as determined from a mixed culture study(8).|AQUATIC FATE: Based on a pKa of 5.8(1), 2,3,6-trichlorophenol is expected to dissociate significantly in most aquatic systems. Based on a recommended classification scheme(2), an estimated Koc value of 2,700(SRC), determined from a log Kow of 3.77(3) and a recommended regression-derived equation(4), indicates that 2,3,6-trichlorophenol is expected to adsorb to suspended solids and sediment in water(SRC),. 2,3,6-Trichlorophenol is expected to volatilize slowly from water surfaces(4,SRC) based on an estimated Henry's Law constant of 2.3x10-7 atm-cu m/mole(SRC), determined from a fragment constant estimation method(5). Estimated volatilization half-lives of 2,3,6-trichlorophenol for a model river and model lake are 127 and 927 days, respectively(4,SRC). 2,3,6-Trichlorophenol is expected to undergo photolysis in surface waters with an aqueous photodegradation half-life on the order of a few hours(6). According to a classification scheme(7), the potential for bioconcentration in aquatic organisms is considered high based upon a BCF value of 400(4,SRC) determined from its log Kow(3). 2,3,6-Trichlorophenol is expected to biodegrade in water with a biodegradation half-life of about 25 days and a lag period of 23 days as determined from a mixed culture study(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,3,6-trichlorophenol, which has an estimated vapor pressure of 0.002 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,3,6-trichlorophenol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 8 days(3,SRC).

The rate constant for the vapor-phase reaction of 2,3,6-trichlorophenol with photochemically-produced hydroxyl radicals is 2.1X10-12 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). A pKa value of 5.8(2) indicates that 2,3,6-trichlorophenol will dissociate significantly to 2,3,6-trichlorophenolate in moist soils and water(SRC). 2,3,6-Trichlorophenol is expected to undergo photolysis in surface waters with an aqueous photodegradation half-life on the order of a few hours(3).|As a chemical class, the phenols are susceptible to photo-oxidations in sunlit natural water via reactions with peroxy and hydroxyl radicals(1); half-lives for phenol are on the order of 0.8 days of sunlight for peroxy radicals and 100 hours of sunlight for hydroxyl radicals(1); half-lives for the trichlorophenols can be expected to be slower due to the halogen substitutions(SRC).

A BCF value of 400 was calculated for 2,3,6-trichlorophenol(SRC), using a log Kow of 3.77(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is high(SRC).

Based on a pKa of 5.8(1), 2,3,6-trichlorophenol is expected to dissociate significantly in moist soil surfaces. Based on a recommended classification scheme(2), a Koc value of 2,700(SRC), determined from a log Kow of 3.77(3) and a recommended regression-derived equation(4), indicates that 2,3,6-trichlorophenol is expected to have slight mobility in soil, but the mobility of the anion is expected to be greater than that of the neutral species(5).

In water, 2,3,6-trichlorophenol is expected to dissociate somewhat to 2,3,6-trichlorophenolate based on a pKa value of 5.8(1). The estimated Henry's Law constant for 2,3,6-trichlorophenol is 2.3X10-7 atm-cu m/mole(SRC), determined from a fragment constant estimation method(2). This value indicates that 2,3,6-trichlorophenol will volatilize slowly from water surfaces(3,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 127 days(4,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 927 days(3,SRC). 2,3,6-Trichlorophenol's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected(SRC). 2,3,6-Trichlorophenol is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 0.002 mm Hg at 25 °C(4,SRC).

Samples of raw and treated water were collected once in each of 3 seasons at 40 potable water treatment plants across Canada and were analyzed for phenol and 33 halogenated phenolic compounds including chlorophenols, bromophenols, bromochlorophenols, and chloroguaiaclos. Eighteen of the compounds were not found at any treatment plant; phenol and each of the remaining halogenated phenols were found in at least 1 sample. The halogenated phenols found most frequently in treated water samples were 4-chloro-, 2,4-dichloro-, 2,4,6, trichloro-, and bromodichlorophenols. Mean values were less than 15 ng/and maximum values seldom exceeded 100 ng/. Most of the positive values for the treated water samples were found at 8 of the 40 treatment plants but no correlations could be found between halogenated phenol levels and raw water type, treatment process, or chemical dosages.|DRINKING WATER: 2,3,6-Trichlorophenol was identified, not quantified, in drinking water in Taiwan(1).|SURFACE WATER: 2,3,6-Trichlorophenol was detected in 2 of 52 samples in the River Rhine at Lobith (the Netherlands) during 1976, at a max concn 0.05 ug/l and in 12 of 52 samples during 1977 at a max concn 0.11 ug/l(1). 2,3,6-Trichlorophenol was detected in 6 of 13 samples taken from the Ijssel River near Kampen (The Netherlands) between March 1979 and March 1980 at a max concn 0.36 ug/l(2). 2,3,6-Trichlorophenol was identified, not quantified, in ditches and streams in British Columbia(3).|RAIN/SNOW: Not detected in snow samples collected from the North Pole during 1984 or central and southern Finland between 1983 and 1985, detection limit, 5 ng/L(1).

Trichlorophenols can occur in tap water as a result of standard chlorination treatment(1). Therefore, the general population may be exposed to 2,3,6-trichlorophenol through oral consumption or dermal contact with chlorinated tap water(SRC).

Drug Information

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

2,3,6-trichlorophenol is a known human metabolite of 1,2,4-trichlorobenzene.

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/

CONTAMINATION 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.|POLYCHLORINATED DIBENZOFURANS WERE IDENTIFIED IN COMMERCIAL CHLOROPHENOL FORMULATIONS. 2,4,6-TRICHLOROPHENATE SHOWED 1,2,4,6,8,9-HEXA-, 1,2,3,4,6,8-HEXA-, 1,2,4,6,7,8-HEXA-, & 1,2,4,6,8-PENTACHLORODIBENZOFURAN. /CHLOROPHENOLS/

SYMPTOMS: Symptoms of exposure to this compound include painless blanching or erythema, vomiting, collapse, coma, profuse sweating, intense thirst, nausea, diarrhea, cyanosis, hyperactivity, stupor, blood pressure fall, hyperpnea, abdominal pain, hemolysis, convulsions and pulmonary edema followed by pneumonia. Other symptoms include irritation of the skin with redness and edema, eye irritation, corneal injury and iritis. The dusts cause irritation of the nose and pharynx. Exposure can cause irritation of the mucous membranes and respiratory tract, severe destruction of tissue (due to intensity and duration of exposure) and burns. Symptoms of exposure to a related compound include softening and whitening of the skin followed by development of painful burns, headache, dizziness, rapid and difficult breathing and weakness. Ingestion of a related compound causes severe burns and internal damage. Chronic exposure causes digestive disturbances, nervous disorders, skin eruptions, dermatitis, liver damage and kidney damage. ACUTE/CHRONIC HAZARDS: This compound may be harmful by inhalation or ingestion. It is an irritant of the skin, eyes, mucous membranes and upper respiratory tract. Prolonged contact may result in severe burns and destruction of tissue. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride gas. (NTP, 1992)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Phenols are very toxic poisons AND corrosive and irritating, so that inducing vomiting may make medical problems worse. IMMEDIATELY call a hospital or poison control center and locate activated charcoal, egg whites, or milk in case the medical advisor recommends administering one of them. If advice from a physician is not readily available and the victim is conscious and not convulsing, give the victim a glass of activated charcoal slurry in water or, if this is not available, a glass of milk, or beaten egg whites and IMMEDIATELY transport victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, assure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)


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).

For advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: To keep open, "minimal flow rate"/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors for hypotension with a normal fluid volume. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam (Valium). ... Use proparacaine hydrochloride to assist eye irrigation ... . /Phenols and related compounds/|For basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Administer activated charcoal ... . Dilution may be contraindicated because it may increase absorption. Do not use emetics ... . Cover skin burns with dry, sterile dressings after decontamination ... . Maintain body temperature. /Phenols and related compounds/

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 ... . /TRICHLOROPHENOLS/|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. /Trichlorophenol/|Nineteen isomeric chlorophenols including 2,3,6-trichlorophenol were tested in the MIT-24 system for their toxicity to HeLa cells. Cytotoxicity (median inhibitory concn IC50) varied between 0.37 and 900 mg/and generally increased in proportion to the number of chlorine substituents and the partition coeff. Ortho chlorination decreased toxicity, whereas meta chlorination had the opposite effect. A good correlation was found between HeLa cell toxicity and the bacterial toxicity of the substances, indicating similarity of mechanism of action. Acute LD50 in rats did not correlate well with the cytotoxicity data.|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. /TRICHLOROPHENOLS/

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

2,3,6-Trichlorophenol Use and Manufacturing

Methods of Manufacturing

... Prepared by direct chlorination or the hydrolysis of the higher chlorinated derivatives of benzene.

Uses

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/

Production

(1977) AT LEAST 4.54X10+8 GRAMS|(1981) NO EVIDENCE OF PRODN FOR SALE IN USA

Phenol, 2,3,6-trichloro-: ACTIVE|T - indicates a substance that is the subject of a final TSCA section 4 test rule.

CHLOROPHENOLIC POLLUTANTS INCLUDING 2,3,6-TRICHLOROPHENOL DETERMINED BY HIGH PRESSURE LIQ CHROMATOGRAPHY. /CHLOROPHENOLIC POLLUTANTS/|AN ANALYTICAL METHOD IS DESCRIBED FOR THE CAPILLARY GAS CHROMATOGRAPHIC DETERMINATION AFTER DERIVATIZATION OF 19 INDIVIDUAL CHLOROPHENOLS (INCL 2,3,6-TRICHLOROPHENOL). MINIMUM DETECTION AMT FOR TRICHLOROPHENOLS IS 0.02 UG/L.|EPA Method 1625 - Extractables by GC/MS: Collect water samples in municipal and industrial discharges in glass containers and extract with methylene chloride. An isotope dilution gas chromatography/ mass spectrometry method for the determination of semivolatile organic compounds is described. Under the prescribed conditions, unlabeled 2,3,6-trichlorophenol has a minimum level of 10 ug/l and a mean retention time of 1195 sec.|PHENOXY HERBICIDES 2,4-D, DICHLORPROP, AND MECOPROP IN MIXT WITH CHLOROPHENOLS WERE SEPARATED BY HIGH-PERFORMANCE LIQ CHROMATOGRAPHY WITH UV DETECTION (280 NM) IN CONJUNCTION WITH ELECTROCHEMICAL DETECTION. /CHLOROPHENOLS/|For more Analytic Laboratory Methods (Complete) data for 2,3,6-TRICHLOROPHENOL (11 total), please visit the HSDB record page.

A METHOD IS DESCRIBED FOR THE CONFIRMATION OF CHLOROPHENOLS IN HUMAN URINE. HYDROLYZED URINE SAMPLES WERE ANALYZED BY GAS CHROMATOGRAPHY & LIQ CHROMATOGRAPHY WITH ELECTROCHEMICAL DETECTION & RESULTS COMPARED. IT IS SENSITIVE FOR CHLOROPHENOLS AT LOW PPB RANGE. /CHLOROPHENOLS/|GAS CHROMATOGRAPHIC DETERMINATION OF PHENOLIC COMPOUNDS, INCLUDING 2,6-DICHLOROPHENOL, IN URINE OF INDUSTRIALLY EXPOSED WORKERS. THE DETECTION LIMITS IN URINE RANGE FROM 0.1 MG/L URINE FOR PHENOL TO 1 MG/L FOR THE DI- & TRICHLOROPHENOLS. /PHENOLIC COMPOUNDS/|CHLORINATED PHENOLS IN URINE ARE ISOLATED BY SORPTION ONTO SMALL COLUMN OF MACRORETICULAR RESIN. THE PHENOLS WERE ELUTED FROM COLUMN WITH 2-PROPANOL IN HEXANE; SOLN CONCENTRATED & THE PHENOLS WERE SEPARATED & ANALYZED BY GC. /CHLORINATED PHENOLS/|BLOOD SERUM FROM 58 FEMALES FROM DADE COUNTY, FL WERE ANALYZED FOR PRESENCE OF 2,4-DICHLOROPHENOL & OTHER PHENOLIC COMPOUNDS BY GLC. DRINKING WATER USAGE PATTERNS WERE MAINTAINED FOR 5 YR; 33 DRANK MUNICIPAL CHLORINATED WATER WHILE REMAINING GENERALLY USED NON-CHLORINATED WELL WATER. FAUCET SAMPLES FROM 12 OF THE CHLORINATED & 10 FROM NON-CHLORINATED DRINKING WATER SUPPLIES & 10 SAMPLES OF ADIPOSE TISSUE FROM AUTOPSIES WERE ALSO ANALYZED. NO 2,4-DICHLOROPHENOL WAS FOUND. TRICHLOROPHENOL WAS DETECTED IN WATER & BIOLOGICAL TISSUES. /PHENOLIC CMPD/|For more Clinical Laboratory Methods (Complete) data for 2,3,6-TRICHLOROPHENOL (6 total), please visit the HSDB record page.

Computed Properties

Molecular Weight:197.4
XLogP3:3.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:195.924948
Monoisotopic Mass:195.924948
Topological Polar Surface Area:20.2
Heavy Atom Count:10
Complexity:120
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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