基本情報
- 標準SMILES
Clc1cc(Cl)c(Cl)cc1Cl- InChIKey
JHBKHLUZVFWLAG-UHFFFAOYSA-N- 分子式
- C6H2Cl4
- 平均分子量
- 215.9 g/mol
- 単同位体質量
- 213.89106078
概要
1,2,4,5-tetrachlorobenzene appears as odorless white flakes or chunky solid. (NTP, 1992)
名称と識別子
- 優先名称
- 1,2,4,5-Tetrachlorobenzene
- IUPAC
- 1,2,4,5-tetrachlorobenzene
- 現地名
- 1,2,4,5-テトラクロロベンゼン
- 英語名
- 1,2,4,5-Tetrachlorobenzene
- 分子式
- C6H2Cl4
- 分子量
- 215.89
名称と別名
名称をさらに表示
データベース識別子
- CAS
12408-10-5、63697-22-3、95-94-3- PubChem CID
- 7270
- DTXSID
DTXSID7024320- ChEMBL
CHEMBL45428- ChEBI
CHEBI:36697- UNII
- 5N27529KGH
- EC Number
- 202-466-2
- Nikkaji
- J3.573D
物性
構造計算による物性
- XLogP
- 4.6
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 0
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 90.3
実験および物理化学的性質
LogP
Log Kow= 4.60
4.9
4.6
Density
1.858 at 70 °F (NTP, 1992) - Denser than water; will sink
1.833 kg/l
Heat of fusion: 112.2 J/g; heat capacity for liquid: 1.142 J/g; critical density: 0.475 kg/l
1.83 g/cm³
1.858 @ 22°C
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
Slightly soluble in ethanol; soluble in ether and benzene
In water, 0.595 mg/l at 25 °C.
Solubility in water, mg/l at 25 °C: 2.16
Flash Point
311 °F (NTP, 1992)
311 °F (155 °C) (closed cup)
155 °C c.c.
Boiling Point
464 to 475 °F at 760 mmHg (NTP, 1992)
244.5 °C
243-246 °C
244.5 °C @760 [mm Hg]
Melting Point
280 to 284 °F (NTP, 1992)
139.5 °C
139-140 °C
139.5 °C
物理化学的性質
- 融点
- 139 °C · 139 °C
- 沸点
- 240 · 240-246 °C(lit.)
- 比重(密度)
- 1.858 · 1.858
- 蒸気圧
- 5 at · 5 at 25 °C (extrapolated, Mackay et al., 1982)
- 屈折率
- 1.5348 · 1.5348 (estimate)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 0 · 0-6°C
- 溶解性
- 0.0003 g/l · 0.0003g/l
- 外見
- 結晶性固体
- 色
- 薄いピンクからグレー
- 水溶解度
- 0.1 g/100 · 不溶。 <0.1 g/100 mL で 21 ºC
- BRN
- 1618315 · 1618315
- Henry's Law Constant
- 0.1 at · 0.10 at 20 °C (gas stripping-GC, Oliver, 1985)
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。アルカリ性メタノール溶液と爆発的に反応する。
- InChI
- 1S/C6H2Cl4/c7-3-1-4(8)6(10)2-5(3)9/h1-2H
- InChIKey
- JHBKHLUZVFWLAG-UHFFFAOYSA-N
- SMILES
- Clc1cc(Cl)c(Cl)cc1Cl
- CAS データベース
- 95 · 95-94-3(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · Benzene, 1,2,4,5-tetrachloro-(95-94-3)
- EPAの化学物質情報
- 1 · 1,2,4,5-Tetrachlorobenzene (95-94-3)
化学的性質
化学的特性white solid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 1.1% (1 of 94) of reports.
Warning
H302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 94 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
危険有害性情報
Regulatory Information
Hazard Traits - Bioaccumulation; Environmental Persistence
S - indicates a substance that is identified in a final Significant New Use Rule.
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.)
Fire Hazards
This chemical is combustible. (NTP, 1992)
Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion on contact with oxidizing agents.
Hazards Summary
If burned, toxic fumes include hydrogen chloride and phosgene; Chronic feeding studies of animals show evidence of damage to liver, kidneys, lungs, and thyroid gland; LD50 (oral, rat, male) = 3105 mg/kg; At lethal doses, animals have CNS depression, diarrhea, and coma; [CHEMINFO]
Special Reports
USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes (1980) EPA 440/5-80-028
USEPA; Health Assessment Document: Chlorinated Benzenes (1985) EPA 600/8-84-015
51 FR 24657-67 (1986) Chlorinated benzenes; final test rule
DHHS/NTP; NTP Report on the Toxicity Studies of 1,2,4,5-Tetrachlorobenzene in F344/N Rats and B6C3F1 Mice (Feed Studies) NTP TOX 7 (1991) NIH Pub No. 91-3126
RCRA Requirements
U207; As stipulated in 40 CFR 261.33, when 1,2,4,5-tetrachlorobenzene, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
TSCA Requirements
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2,4,5-Tetrachlorobenzene is included on this list.
安全と保護具
Fire Fighting
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
Use powder, carbon dioxide.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Refer for medical attention .
First Aid
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.
Cleanup Methods
Environmental considerations: Land spill: Dig a pit, pond, lagoon, 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./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. Apply universal gelling agent to immobilize spill. Apply appropriate foam to diminish vapor and fire hazard. /Chlorobenzene/
Environmental considerations: Water spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved, in region of 10 ppm or greater concn, apply activated carbon at ten times the spilled amount. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates. /Chlorobenzene/
Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. Combustion products include corrosive or toxic vapors. /Chlorobenzene/
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone 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.
Disposal Methods
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U207, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds.
The following wastewater treatment technologies have been investigated for 1,2,4,5-tetrachlorobenzene: Biological treatment.
Preventive Measures
If material /is/ not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock down vapors. /Chlorobenzene/
Avoid breathing vapors. Keep upwind. /Chlorobenzene/
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.
毒性情報
Body Burden
Unidentified tetrachlorobenzene isomer(s) were found in human blood samples taken from a resident in the area of the Love Canal at a concentration of 2.6 ng/ml(1). Concentrations of 0.008 to 0.039 ug/g 1,2,4,5-tetrachlorobenzene were detected in human adipose tissue in Japan(2). Mean concentrations of 0.016 ug/g were detected in Yugoslavian human adipose tissue and 2 ug/kg in human milk, respectively(3).
Combined trichlorobenzene and tetrachlorobenzene isomers were detected in human adipose tissue in Slovenia at a concn of 60 ng/g and in human hair samples at 40 ng/g(1). 1,2,4,5-Tetrachlorobenzene was identified, not quantified, in the adipose tissue of non-occupationally exposed individuals in Germany(2).
Ecotoxicity Values
LC50 Bluegill (sunfish) 5.69 mg/l/24 hr; 4.35 mg/l/48 hr; 1.55 mg/l/96 hr /Conditions of bioassay not specified/
LC50 Sheepshead minnow > 1.80 mg/l/24 hr; 0.90 mg/l/48 hr /Conditions of bioassay not specified/
LC50 Guppy (Poecilia reticulata) 0.30 ppm/14 days /Conditions of bioassay not specified/
Environmental Fate
TERRESTRIAL FATE: Based on a recommended classification scheme(1), and log Koc values in the range of 3.2-3.9(2-4), 1,2,4,5-tetrachlorobenzene is expected to have low mobility in soil(SRC). Volatilization of 1,2,4,5-tetrachlorobenzene is expected from moist soil surfaces(SRC) given its Henry's Law constant of 1.0X10-3 atm-cu m/mole at 20 °C(5), but adsorption may attenuate this process(SRC). Volatilization of 1,2,4,5-tetrachlorobenzene from dry soil surfaces is not expected(SRC) based on a vapor pressure of 0.005 mm Hg at 25 °C(5). Biodegradation is expected to occur slowly based on a half-life of 47 days in a sewage sludge ammended soil(6).
AQUATIC FATE: Based on a recommended classification scheme(1), and log Koc values in the range of 3.2-3.9(2-4), 1,2,4,5-tetrachlorobenzene is expected to adsorb to suspended solids and sediments in water(SRC). 1,2,4,5-Tetrachlorobenzene is expected to volatilize from water surfaces(5,SRC) given its Henry's Law constant of 1.0X10-3 atm-cu m/mole at 20 °C(6), but adsorption may attenuate this process(SRC). Estimated volatilization half-lives for a model river and model lake are 6 and 150 hours, respectively when neglecting adsorption(5,SRC). The volatilization half-life in a model pond is approximately 34 days when adsorption is considered(7). According to a classification scheme(8), BCF values in the range of 1,600 to 4,800, measured in carp(9) and log BCF values of 3.7-4.1 measured in trout(10), suggest that bioconcentration in aquatic organisms is high(SRC). Biodegradation is expected to occur slowly based on a half-life of 29 days measured in anaerobic river sediment(11). When irradiated with light greater than 285 nm, this compound was degraded 61 percent in a water solution in 16 hrs(12), suggesting that photolysis in surface waters may be important(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,2,4,5-tetrachlorobenzene, which has a vapor pressure of 0.005 mm Hg at 25 °C(2), is expected to exist in the vapor phase in the ambient atmosphere. Vapor-phase 1,2,4,5-tetrachlorobenzene 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 200 days(SRC) from its estimated rate constant of 8.2X10-14 cu cm/mole-sec(3).
Food Survey Values
1,2,4,5-Tetrachlorobenzene was detected in potatoes (0.486 and 2.19 mg/kg) and lettuce (0.012 mg/kg)(1). Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene were detected in the following oils: corn (0.04 mg/kg), rape (0.005 mg/kg), sunflower (0.001 mg/kg), peanut (0.001 mg/kg), sesame (0.005 mg/kg) walnut (0.005 mg/kg), hazelnut (0.01 mg/kg) and poppy (0.005 mg/kg)(2). 1,2,4,5-Tetrachlorobenzene was detected in meat from Yugoslavia at a concn of 1.8 ng/g(3).
Animal Concentrations
Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene isomers were reported in herring gull eggs from the Detroit River at mean concns of 0.01-0.45 ppm(1). Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene isomers were reported in herring gull eggs near Lake Huron at median concns of 0.5-201 ng/g(2) and near Lake Superior at concns of 0.004-0.01 ug/g(3). Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene isomers were detected in eggs of terns (0.002 and 0.005 mg/kg), double-crested cormorant (0.003 mg/kg) and black-crowned night herons (0.005 and 0.002 mg/kg)(4).
法規制情報
RCRA Requirements
U207; As stipulated in 40 CFR 261.33, when 1,2,4,5-tetrachlorobenzene, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
TSCA Requirements
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2,4,5-Tetrachlorobenzene is included on this list.
CERCLA Reportable Quantities
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 5000 lb or 2270 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).
State Drinking Water Guidelines
(AZ) ARIZONA 2 ug/l
(FL) FLORIDA 4 ug/l
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DB9450000
- ridadr
- UN 3077 9/PG 3
- 毒性
- Acute oral LD50 for rats 1,500 mg/kg, mice 1,035 mg/kg (quoted, RTECS, 1985).
- hs_code
- 29036990
- risk_code
- 22-36/37/38-23/24/25-11-36-20/21/22-51/53
- 化審法
- (3)-76
- hazard_code
- Xn,T,F,N
- safety_code
- 26-36-45-27-16-36/37-61
- hazard_class
- 9
- 環境リスク評価
- 1,2,4,5-テトラクロロベンゼン(95-94-3)
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 95-94-3(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
... /IN URINE FROM RATS DOSED/ WITH TOTAL OF 300 MG/KG OF HEXACHLOROBENZENE FOR 10 MONTHS ... 1,2,4,5-TETRACHLOROBENZENE & CERTAIN OTHER CHLOROBENZENES WERE DETECTED, BUT NOT COMPLETELY IDENTIFIED.
ORAL ADMIN OF 100 MG/KG HEXACHLOROBENZENE TO RATS TWICE/WK PRODUCED 1,2,3,4-TETRACHLOROBENZENE IN URINE & 1,2,4,5-TETRACHLOROBENZENE IN FECES.
1,2,4,5-TETRACHLOROBENZENE IS METABOLIZED TO 2,3,5,6-TETRACHLOROPHENOL IN RABBITS. /FROM TABLE/
Lindane administered to hen pheasants resulted in tetrachlorobenzene being identified ... as part of the array of metabolites found in eggs and chicks as well as in the body tissues of hens. /Tetrachlorobenzenes/
For more Metabolism/Metabolites (Complete) data for 1,2,4,5-TETRACHLOROBENZENE (8 total), please visit the HSDB record page.
Absorption, Distribution and Excretion
1,2,4,5-TETRACHLOROBENZENE ACCUM IN ADIPOSE TISSUE FOLLOWING CONTINUOUS ADMIN WITH FOOD TO RATS.
AT END OF 2 YR EXPOSURE AT 5 MG/KG/DAY IN DIET OF DOGS, 1,2,4,5-TETRACHLOROBENZENE REACHED 98 & 97% OF CALCULATED STEADY STATE CONCN IN FAT & PLASMA. IT WAS ELIMINATED FROM FAT & PLASMA WITH HALF-LIFE OF 111 & 104 DAYS. RATE OF ELIMINATION RESULTED IN DRAMATIC CHANGES IN FAT/PLASMA RATIO.
Three tetrachlorobenzene (TCB) congeners (1,2,3,4-, 1,2,3,5-, and 1,2,4,5-tetrachlorobenzene) were administered daily by gavage to pregnant Sprague-Dawley rats at levels of 50, 100, or 200 mg/kg from day 6-15 of gestation. Residues of all three congeners were found in maternal and fetal tissues but generally the amounts of the 1,2,4,5- isomer were about 100 times higher than the other two.
... This study was designed to determine the subchronic toxicity of the tetrachlorobenzenes. Results indicated that 1,2,4,5-tetrachlorobenzene accumulated in fat and liver in a dose dependent manner.
THE MEAN LEVELS OF CHLOROBENZENES (INCLUDING 1,2,4,5-TETRACHLOROBENZENE) IN HUMAN MILK AND ADIPOSE TISSUE WERE DETERMINED AND RANGED FROM TRACES TO 25 UG/KG FOR HUMAN MILK AND FROM NOT DETECTED TO 146 UG/KG FOR ADIPOSE TISSUE. THE DISTRIBUTION OF DIFFERENT CHLOROBENZENE ISOMERS IN ADIPOSE TISSUE AND MILK WAS DIFFERENT.
用途と製造
Uses
Used in the synthesis of other organic compounds; [HSDB]
IN SYNTH OF 2,4,5-TRICHLOROPHENATE SODIUM
Int for herbicides & defoliants /former use/; insecticide /former use/; impregnant for moisture resistance; electrical insulation
USED IN THE PRODUCTION OF 2,4,5-TRICHLOROPHENOL /FORMER USE/
Methods of Manufacturing
... MANUFACTURED ... /BY/ THE CHLORINATION OF BENZENE WITH 4 MOLES OF CHLORINE ...
Iodine plus antimony trichloride is effective in selectively chlorinating 1,2,4-trichlorobenzene to 1,2,4,5-tetrachlorobenzene.
General Manufacturing Information
Benzene, 1,2,4,5-tetrachloro-: ACTIVE
Distillation range: 240-246 °C
応用分野
用途殺菌剤、除草剤の合成、電気絶縁体、耐湿性含浸剤
使用1,2,4,5-Tetrachlorobenzene was used to study the environmental behavior of hexachlorobutadiene (HCBD).
調製方法
純化方法Crystallise it from EtOH, ether, *benzene, *benzene/EtOH or carbon disulfide. [Beilstein 5 IV 668.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2, 4 and 5.
関連反応
関連ノート
読み込み中…