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HCID 7258作成日：2026年10月27日

3,4-ジクロロフェノール

3,4-ジクロロフェノール · 3，4‐ジクロロフェノ-ル · 3,4-ジクロロフェノール標準品 · ３，４ジクロロフェノル · 3,4-ジクロロフェノ?ル · 3,4‐ジクロロフェノール · 3,4‐ジクロロフェノール標準品 · Phenol, 3,4-dichloro-

https://huagongshe.com/ja/chemical/7258

3,4-ジクロロフェノール の分子構造式

識別子と物理属性

CAS No.95-77-2
分子式C6H4Cl2O
平均分子量163 g/mol
単同位体質量161.96392011 g/mol
SMILESOc1ccc(Cl)c(Cl)c1
InChIKeyWDNBURPWRNALGP-UHFFFAOYSA-N
PubChem CID7258
ChEMBLCHEMBL1549385
ChEBICHEBI:34323
EC No.202-450-5
DTXSIDDTXSID7025005
現地名3,4-ジクロロフェノール

化学・物理的性質

XLogP3.3
極性表面積20.2
水素結合供与体数1
水素結合受容体数1
回転可能結合数0
重原子数9
形式電荷0
複雑度97.1
物質分類Other Classes -> Chlorophenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP（分配係数）log Kow = 3.33
味Taste threshold in water: 0.3 ug/l
Color/FormNeedles from benzene-petroleum ether
溶解度less than 1 mg/mL at 68 °F (NTP, 1992)Very soluble in ethanol, ethyl ethersoluble in benzene, petroleum etherIn water, 9,260 mg/L at 25 °C9260mg/l (実験的)<0.1 g/100 mL で 20 ºC
沸点488.3 °F at 767 mmHg (NTP, 1992)253 °C145-146 °C(lit.)
DecompositionWhen heated to decomposition it emits toxic vapors of /hydrogen chloride/.
融点151 to 154 °F (NTP, 1992)68 °C65-67 °C(lit.)
臭気閾値In water: 100 ug/l
蒸気圧0.01 [mmHg]
Physical Description3,4-dichlorophenol appears as needles (from benzene, petroleum ether) or light brown and yellow crystals. Odor threshold 100 micrograms/liter. Taste threshold 0.3 micrograms/liter in water. (NTP, 1992)Solid[HSDB] Yellow solid[MSDSonline]
密度1.3446 (rough estimate)
屈折率1.4430 (estimate)
引火点252-255°C
貯蔵条件0-6°C
外観・状態粉
pKa（酸解離定数）pK1:8.630 (25°C)
色白～茶褐色
BRN1907693
ヘンリー定数2.1×101 mol/(m3Pa) at 25℃, HSDB (2015)
安定性安定。可燃性。酸化剤、酸塩化物、酸無水物とは混和しません。
InChI1S/C6H4Cl2O/c7-5-2-1-4(9)3-6(5)8/h1-3,9H
InChIKeyWDNBURPWRNALGP-UHFFFAOYSA-N
SMILESOc1ccc(Cl)c(Cl)c1
CAS データベース95-77-2(CAS DataBase Reference)
NISTの化学物質情報Phenol, 3,4-dichloro-(95-77-2)
EPAの化学物質情報3,4-Dichlorophenol (95-77-2)

化学的特性

light yellow to brown crystals

安全性と法規制

GHS 分類This chemical does not meet GHS hazard criteria for 1.8% (1 of 56) of reports.DangerH302 (89.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 56 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報T - indicates a substance that is the subject of a final TSCA section 4 test rule.3,4-Dichlorophenol: Does not have an individual approval but may be used under an appropriate group standard
輸送ラベル（DOT）Poison
火災危険Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
健康有害性SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Prolonged contact can cause damage to the eyes, severe irritation and burns. Exposure to this class of compounds may cause profuse sweating, intense thirst, abdominal pain, nausea, vomiting, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, blood pressure fall, hyperpnea, hemolysis, convulsions, collapse, coma and pulmonary edema followed by pneumonia. If death from respiratory failure is not immediate, jaundice and oliguria or anuria may occur. Other symptoms of exposure to this class of compounds may include headache, dizziness, rapid and difficult breathing, weakness, severe burns and internal damage. Chronic exposure may result in digestive disturbances, nervous disorders, skin eruptions and liver and kidney damage. Skin contact with this type of compound may result in softening and whitening of the skin, followed by the development of painful burns. Prolonged contact may lead to dermatitis. Local contact may also result in painless blanching or erythema and corrosion of the skin. Skin sensitivity reactions occur occasionally.
有害性の概要Adverse effects may include skin burns, methemoglobinemia, liver injury, kidney injury, and convulsions[CAMEO] An irritantEffects in high-dose animal studies include convulsions[MSDSonline] See CHLOROPHENOLS.The major hazards encountered in the use and handling of 3,4-dichlorophenol stem from its toxicologic properties. Exposure to this crystalline substance may occur from dermal contact or inhalation at sites where it is used as a chemical intermediate. Effects from exposure include burning of the skin, headache, dizziness, cyanosis, and death from cardiac or respiratory failure. Personnel handling 3,4-dichlorophenol should wear protective clothing, gloves, boots, goggles, and an approved dust respirator. In emergency situations, wear a self-contained breathing apparatus and structural firefighter's protective clothing. Remove and isolate contaminated clothing at the site. In case of contact with 3,4-dichlorophenol, immediately flush skin or eyes with running water for at least 15 minutes, and wash affected areas of the skin with soap and water. 3,4-Dichlorophenol does not ignite easily, but it can burn, producing irritating and poisonous gases. For small fires involving 3,4-dichlorophenol, extinguish with dry chemical, CO2, water spray, or standard foam, and for large fires, use water spray, fog, or standard foam. Dike runoff from fire control water if necessary to keep it from entering water sources or sewers where it may cause pollution. 3,4-Dichlorophenol may be shipped via air, rail, road, or water in containers bearing the label, "Keep away from food." Small spills of 3,4-dichlorophenol solution may be taken up with sand or other noncombustible absorbent and placed into containers for later disposal. Large spills should be contained in pits, or other holding areas that are sealed with an impermeable flexible membrane liner. Solids should be covered with a plastic sheet. Spills of 3,4-dichlorophenol in water may be trapped at the bottom with sand bag barriers, activated charcoal applied, and trapped material removed with suction hoses, mechanical dredges, or lifts. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance.

用途

用途

農薬、医薬品、染料、殺生物

使用

3,4-Dichlorophenol (3,4-DCP) is used in the synthesis of (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) agent. It can also be used in the preparation of 2-(3,4-dichlorophenoxy)-N-(2-morpholin-4-ylethyl)acetamide for the treatment of inflammatory pain.

一般的な説明

Needles (from benzene, petroleum ether) or light brown and yellow crystals. Odor threshold 100 μg/L. Taste threshold 0.3 μg/L in water.

製法・合成法

純化方法

Crystallise 3,4-dichlorophenol from pet ether/*benzene mixture and/or distil it. [Beilstein 6 IV 952.]

反応性グループPhenols and Cresols
Special ReportsUSEPAAmbient Water Quality Criteria Doc: Chlorinated Phenols (1980) EPA 440/5-80-032.Nat'l Research Council CanadaChlorinated Phenols (1982) NRCC No. 18578KOZAK VP ET ALREVIEWS OF THE ENVIRONMENTAL EFFECTS OF POLLUTANTS: XI. CHLOROPHENOLSUS EPA REP EPA-600/1-79-012: 519 PAGES (1979). THIS PAPER DISCUSSES THE HEALTH & ENVIRONMENTAL EFFECTS, PHYSICAL & CHEMICAL PROPERTIES, ANALYTICAL METHODS, BIOLOGICAL ASPECTS (HUMAN & NON-HUMAN), ENVIRONMENTAL DISTRIBUTION & TRANSFORMATION & ENVIRONMENTAL INTERACTIONS OF CHLOROPHENOLS & THEIR CONSEQUENCES. AVAILABLE DATA INDICATE THAT CHLOROPHENOLS DO NOT POSSESS TUMORIGENIC, MUTAGENIC OR TERATOGENIC PROPERTIES.Environmental Protection Service. Chlorophenols and Their Impurities in the Canandian Environment Report EPS 3-EC-81-2 (1981).Environment CanadaTech Info for Problem Spills: Phenol (Draft) (1981).
Reactivity Profile3,4-DICHLOROPHENOL is incompatible with acid chlorides, acid anhydrides and oxidizing agents. (NTP, 1992)
DOT Emergency Guidelines/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXICinhalation, 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, liquidChlorophenols, 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/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/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 ONLYit is not effective in spill situations where direct contact with the substance is possible. /Chlorophenols, liquidFor more DOT Emergency Guidelines (Complete) data for 3,4-DICHLOROPHENOL (8 total), please visit the HSDB record page.
Air and Water ReactionsInsoluble in water.
清浄水法要件Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Chlorinated phenols/
Hazard Classes and CategoriesAcute Tox. 4 (89.3%)Acute toxicity (Oral) - Category 4
消火Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
応急処置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.
消火手順Extinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty. /Trichlorophenol/
清掃方法Land Spill: Dig a pit, pond, lagoon, or holding area /SRP: If time permits, pits, ponds, lagoons, soak 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. /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/
非火災時の漏出対応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.
処分方法SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.
Preventive MeasuresKeep material out of water sources and sewersBuild dikes to contain flow as necessaryKeep upwindAvoid breathing vapors or dustsWash away any material which may have contacted the body with copious amounts of water or soap and water. /Trichlorophenol/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.Immediately wash contaminated areas of skin with concentrated soap solution. Contaminated gloves, clothing, shoes should be removed without delay and disposed by incineration.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.SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a POTW is acceptable only after review by the governing authority. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must meet Hazardous Material Criteria for disposal.
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)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.Wear boots, protective gloves, and goggles. /Trichlorophenol//Wear/ approved dust respirator for toxic dustsProtective clothing to prevent contact with skin. /Trichlorophenol/
体内負荷3,4-Dichlorophenol was detected in 8 of 10 urine samples collected from adults at concentrations ranging from 12 to 96 ppb, with an average concentration of 47 ppb(1). 3,4-Dichlorophenol was detected in 12 of 197 urine samples collected from children residing in Arkansas at a maximum concentration of 9 ppb(2).
生態毒性値EC50Species: Pseudokirchneriella subcapitata (Green algae)Conditions: freshwater, staticConcentration: 3200 ug/L for 96 hrEffect: growth, generalLC50Concentration: 1900 ug/L for 96 hr (95% confidence interval: 830-2800 ug/L)Species: Platichthys flesus (European flounder, weight 56 g)Conditions: saltwater, renewal, 6 °C, pH 8, salinity 5 pptConcentration: 2300 ug/L for 96 hr /98-99% purity/
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 860(SRC), determined from a log Kow of 3.33(2) and a regression-derived equation(3), indicates that 3,4-dichlorophenol is expected to have low mobility in soil(SRC). The pKa of 3,4-dichlorophenol is 8.63(4), indicating that this compound will partially exist in the anion form and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of 3,4-dichlorophenol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.77X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(6). 3,4-Dichlorophenol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.00371 mm Hg(SRC), determined from a fragment constant method(7). 3,4-Dichlorophenol exhibits far ranging biodegradation rates in soil from, from half-lives of 18 days an acidic sandy loam, 3 days in basic sandy silt loam(8), and 160 days in a clay loam soil(9), suggesting that biodegradation in soil is probably affected by many factors(SRC).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(1).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 860(SRC), determined from a log Kow of 3.33(2) and a regression-derived equation(3), indicates that 3,4-dichlorphenol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.77X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 98 days and 720 days, respectively(SRC). According to a classification scheme(5), a measured BCF range of 22-84(6), and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate. A 0% of theoretical BOD using activated sludge in the Japanese MITI test(6) suggests that biodegradation is not an important environmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3,4-dichlorophenol, which has an estimated vapor pressure of 0.00371 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 3,4-dichlorophenol 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 2 days(SRC), calculated from its estimated rate constant of 6.99X10-12 cu cm/molecule-sec at 25 °C that was derived using a structure estimation method(3). 3,4-Dichlorophenol contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).PENTACHLOROPHENOL, DECOMP WITHIN FEW WK AFTER ITS APPLICATION IN RICE FIELDS. ONE STABLE DECOMP PRODUCT FOUND IN PADDY SOIL WAS 3,4-DICHLOROPHENOL.
有害作用Neurotoxin - Other CNS neurotoxin
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=95-77-2]
Effluent ConcentrationsBiologically treated effluent samples from nine Canadian bleached softwood Kraft mills were analyzed for chlorinated phenolic content. Chlorinated phenolics present in effluent discharged from bleached Kraft mills are not expected to contribute an off-odor to recipient waters. /Chlorinated phenols/3,4-Dichlorophenol was detected in 0 of 34 treated water samples collected at a sewage treatment plant in Karkola, Finland between September 1989 and November 1990(1). 3,4-Dichlorophenol was detected in one sample of aqueous leachate collected at a hazardous waste site in Germany at a concentration of 10.9 ppm(2). 3,4-Dichlorophenol was detected in 4 of 4 samples of incinerator ash collected in Missouri between February 1985 and April 1985 at an average concentration of 100 ppm(3)the ash was generated from the incineration of soil contaminated with organo-halogen compounds. 3,4-Dichlorophenol was detected in 2 of 5 samples of gas emissions from a metal reclamation plant in Finland, at an average concentration of 0.1 ug/cu Nm(4).
Soil Adsorption/MobilityThe Koc of 3,4-dichlorophenol is estimated as 860(SRC), using a log Kow of 3.33(1), and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3,4-dichlorophenol is expected to have low mobility in soil. The pKa of 3,4-dichlorophenol is 8.63(4), indicating that this compound will partially exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).
Natural Pollution SourcesDichlorophenols can be synthesized directly by soil fungi utilizing chloride ions and humic phenols found in soil(1)chloroperoxidase enzymes released into soil by fungi can also bring about the chlorination of humic phenols with chloride ions(1). Chlorophenols may be released into the environment through burning of fresh lignocellulosic biomass during forest fires(2). /Dichlorophenols/
Atmospheric ConcentrationsURBAN/SUBURBAN: 3,4-Dichlorophenol was detected in 6 of 6 air samples collected in Green Bay, Wisconsin in June 1989 at an average concentration of 0.18 ng/cu m(1). 3,4-Dichlorophenol was detected in 11 of 11 air samples collected in Georgetown, South Carolina from January 1989 to May 1991 at an average concentration of 0.019 ng/cu m(1).RURAL/REMOTE: 3,4-Dichlorophenol was detected in 6 of 6 air samples collected in North Inlet, South Carolina from January 1989 to May 1991 at an average concentration of 0.014 ng/cu m(1).
Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ SYMPTOMATOLOGY: Burning pain in mouth and throat. White necrotic lesions in mouth, esophagus and stomach. Abdominal pain, vomiting ... and bloody diarrhea. Pallor, sweating, weakness, headache, dizziness, tinnitus. Shock: Weak irregular pulse, hypotension, shallow respirations, cyanosis, pallor, and a profound fall in body temperature. Possibly fleeting excitement and confusion, followed by unconsciousness. ... Stentorous breathing, mucous rales, rhonchi, frothing at nose and mouth and other signs of pulmonary edema are sometimes seen. Characteristic odor of phenol on the breath. Scanty, dark-colored ... urine ... moderately severe renal insufficiency may appear. Methemoglobinemia, Heinz body hemolytic anemia and hyperbilirubinemia have been reported. ... Death from respiratory, circulatory or cardiac failure. 9. If spilled on skin, pain is followed promptly by numbness. The skin becomes blanched, and a dry opaque eschar forms over the burn. When the eschar sloughs off, a brown stain remains. /Phenol//EPIDEMIOLOGY STUDIES/ Several epidemiological studies have been published concerning human cancer outcomes following occupational exposure to chlorophenols, phenoxy herbicides (made from or contaminated with chlorophenols) and chlorinated dibenzo-p-dioxins and dibenzofurans (microcontaminants found in some chlorophenols and phenoxy herbicides). Most of these studies (case-control and cohort studies) have been described and reviewed in several publications by IARC (1979, 1986, 1987). Equivocal relationships between chlorophenols and cases of soft tissue sarcoma, malignant lymphoma (Hodgkins disease and non-Hodgkins lymphoma), nasal and nasopharyngeal cancer and lung cancer have been reported. IARC concluded that there is a limited evidence of carcinogenicity from occupational exposure to chlorophenols ... /Chlorophenols//ALTERNATIVE and IN VITRO TESTS/ Nineteen isomeric chlorophenols were tested for their toxicity to HeLa cells. Cytotoxicity (median inhibitory concn IC50) varied between 0.37 and 900 mg/L and generally increased in proportion to the number of chlorine substituents and the partition coefficient. Ortho chlorination decreased toxicity, whereas meta chlorination had the opposite effect. A good correlation was found between HeLa cell toxicity and data on the bacterial toxicity of the substances./OTHER TOXICITY INFORMATION/ The toxicity of chlorophenols tends to increase as chlorination is increased. /Chlorophenols/
Artificial Pollution Sources3,4-Dichlorophenol formation from the chlorination processes involving water treatment(1), various incineration processes(2), and during wood pulp bleaching(2) will result in its direct release to the environment(SRC). The origin of chlorophenols during wood pulp bleaching is via chlorination of naturally occuring lignins found in wood(3). 3,4-Dichlorophenol may be released to the environment via biodegradation in soil of 1,2,3-trichlorbenzene(4), and via biodegradation in sediment of both 2,3,4,5-tetrachlorophenol and pentachlorophenol(5).
Environmental BiodegradationAEROBIC: 3,4-Dichlorophenol, present at 100 mg/L, reached 0% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1). 3,4-Dichlorophenol, present at 22 ppm in Wiggins, Mississippi acidic sandy loam with a pH of 4.8, reached ca. 90% transformation to unspecified intermediates in 54 days, with a half-life of 18 days(2)3,4-dichlorophenol, present at 30 ppm in Austin, Texas basic sandy silt loam with a pH of 7.8, reached 90% transformation to unspecified intermediates in ca. 9 days, with a half-life of 3 days(2). 3,4-Dichlorophenol, present at 119 ppm in Waterloo, Ontario, Canada clay loam soil with a pH of 7.1, reached 88% transformation to unspecified intermediates in 160 days(3).ANAEROBIC: 3,4-Dichlorophenol, present at 9 ppm (55 uM) in water, reached 82% transformation to 3-chlorophenol in 21 days, employing a mixed inoculum obtained from sewage sludge(1). 3,4-Dichlorophenol, present at 50-80 ppm in water collected from a groundwater aquifer bordering a municipal landfill in Norman, Oklahoma, reached 12% transformation to unidentified products after 12 weeks(2). 3,4-Dichlorophenol, present at 10 ppm in water, reached 100% transformation to 4-chlorophenol in 30 days, employing a mixed inoculum obtained from sewage sludge(3). 3,4-Dichlorophenol, present at 0.51-1.1 ppm in Lake Kasumigaura, Japan sediment, reached 100% transformation to 3-chlorophenol, 4-chlorophenol and phenol over one year, with a half-life of 41 days(4)the mechanism of transformation was via reductive dechlorination in which chlorine on the phenolic ring is replaced with hydrogen. 3,4-Dichlorophenol, present at 0.65 ppm in Tsurumi River, Tokyo Bay, Japan estuarine sediment, reached ca 65% transformation to 3-chlorophenol and 4-chlorophenol over 120 days, with a half-life of 70 days(5)the mechanism of transformation was via microorganism-mediated reductive dechlorination. 3,4-Dichlorophenol, present at 14 ppm in freshwater pond sediment, reached 10% transformation to unknown intermediates over 12 weeks(6).THE BIODEGRADATION OF RADIOCHEMICALLY PURE (99%) 1,2,3-TRICHLOROBENZENE IN SOIL WAS INVESTIGATED3,4-DICHLOROPHENOL WAS PRESENT IN SOILS INCUBATED WITH 1,2,3-TRICHLOROBENZENE.
州飲料水ガイドライン(FL) FLORIDA 10 ug/L
水環境危害等級（WGK）3
TSCA 収載状態TSCA listed
RTECS 番号SK8800000
輸送番号（UN）UN 2020 6.1/PG 3
税関コード29081000
危険文句（R）22-36/38
化審法(3)-930
危険表示Xn,Xi
hazard_noteIrritant
安全措置（S）26-28-37/39
危険等級6.1Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2
包装等級III
貯蔵分類6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有害物質データ95-77-2(Hazardous Substances Data)