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1,2,3,5-テトラクロロベンゼン

1,2,3,5-Tetrachlorobenzene

HCID 12468
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
634-90-2
標準SMILES
Clc1cc(Cl)c(Cl)c(Cl)c1
InChIKey
QZYNWJQFTJXIRN-UHFFFAOYSA-N
分子式
C6H2Cl4
平均分子量
215.9 g/mol
単同位体質量
213.891061

概要

1,2,3,5-tetrachlorobenzene appears as white crystals or off-white solid. (NTP, 1992)

名称と識別子

優先名称
1,2,3,5-Tetrachlorobenzene
IUPAC
1,2,3,5-tetrachlorobenzene
現地名
1,2,3,5-テトラクロロベンゼン
英語名
1,2,3,5-Tetrachlorobenzene
分子式
C6H2Cl4
分子量
215.89

名称と別名

1,2,3,5-TETRACHLOROBENZENE634-90-2Benzene, 1,2,3,5-tetrachloro-DTXSID1026089I27N186CINNSC-78934DTXCID606089CHEBI:366961,2,4,6-TETRACHLOROBENZENERefChem:71345211-217-7MFCD00000543
名称をさらに表示
1,2,3,5-テトラクロロベンゼン1,2,3,5-テトラクロロベンゼン標準液1,2,3,5テトラクロロベンゼン1,2,3,5‐テトラクロロベンゼン標準液1,2,3,5-テトラクロロベンゼン (1,2,3,5-TECB), IN ISOOCTANE (1000ΜG/ML)1,2,3,5-tcb1,2,3,5-Tetrachlorob1,3,4,5-Tetrachlorbenzol,2,3,5-TETRACHLOROBENZENENicotinamide Impurity 249tetrachloro1,2,3,5-benzene1,2,3,5-tetrachloro-benzen
63697-21-2CCRIS 5936HSDB 4269EINECS 211-217-71,3,4,5-TETRACHLOROBENZENENSC 78934BRN 1618864UNII-I27N186CIN

データベース識別子

CAS
634-90-2、63697-21-2
PubChem CID
12468
DTXSID
DTXSID1026089

物性

構造計算による物性

XLogP
4.7
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
104

実験および物理化学的性質

Chemical ClassesOther Classes -> Halogenated Monoaromatics
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 2 件

log Kow= 4.66

4.68

Color/FormColorless needles
Solubility · 3 件

less than 0.1 mg/mL at 67.1 °F (NTP, 1992)

SOL IN HOT WATER, ETHER, BENZENE; SLIGHTLY SOL IN ALCOHOL; VERY SOL IN CARBON DISULFIDE, PETROLEUM ETHER

In water, 5.1 mg/l at 25 °C.

Flash Point · 2 件

greater than 235 °F (NTP, 1992)

Flash point > 113 °C

Boiling Point · 2 件

475 °F at 760 mmHg (NTP, 1992)

246 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/.
Melting Point · 2 件

122 to 126 °F (NTP, 1992)

51 °C

Vapor Pressure · 3 件

1 mmHg at 136.8 °F ; 5 mmHg at 192 °F; 760 mmHg at 475 °F (NTP, 1992)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 2.3% (1 of 44) of reports.

Warning

H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory InformationChemical: Benzene, 1,2,3,5-tetrachloro-
Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This compound may cause irritation on contact. (NTP, 1992)
Hazards Summary · 1 件

A decrease in the number of fetuses was the only significant effect observed at the highest dose level (200 mg/kg) in a study with pregnant rats (no teratogenic effects or histopathological changes in mothers or fetuses); Caused histological changes to liver and kidney in 13 week feeding study with rats; Effects in two month feeding study include altered liver function, prothrombin index, blood cholesterol, and adrenal hypertrophy; [HSDB] May cause irritation to skin, eyes, nose, throat, and respiratory tract; Long term exposure may cause kidney and liver injury; [CHEMINFO] Effects to the liver in short term gavage studies with rats include porphyria, enlargement, and focal necrosis; Histopathological changes observed to kidney and liver in 90 day feeding study with rats; [INCHEM]

Reactive GroupAryl Halides
Special Reports · 2 件

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes (1980) EPA 440/5-80-028

化学と産業

薬理情報

Metabolism/Metabolites · 5 件

1,2,3,5-TETRACHLOROBENZENE WAS IDENTIFIED AS METABOLITE OF PENTACHLOROPHENOL.

CANTHATCH WHEAT SEEDS WERE TREATED WITH LINDANE-(14)C (480 PPM) & PLANTED, TOTAL (14)C RESIDUES WERE DETERMINED IN 19-DAY-OLD SEEDLINGS, 1,2,3,5-TETRACHLOROBENZENE WAS IDENTIFIED IN ROOT SAMPLES.

YIELDS 2,3,4,6-TETRACHLOROPHENOL IN RABBIT. /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 1,2,3,5-TETRACHLOROBENZENE (7 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 1 件

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.

用途と製造

Uses · 5 件

Used as an intermediate for herbicides and defoliants; as an insecticide; as an impregnant for moisture resistance; for electrical insulation; for temporary protection in packing; Not commercially produced in the US; [HSDB] Used for electrical insulating fluids in transformers; A break-down product of the pesticide Lindane; [CHEMINFO]

Farming (Pesticides) [Category: Industry]

RESEARCH CHEMICAL

INTERMEDIATE FOR HERBICIDES & DEFOLIANTS; INSECTICIDE; IMPREGNANT FOR MOISTURE RESISTANCE; ELECTRICAL INSULATION

TEMPORARY PROTECTION IN PACKING

U.S. Production · 2 件

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of Manufacturing · 2 件

関連反応

0 件
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現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
ChEMBL
CHEMBL44011
ChEBI
CHEBI:36696
UNII
I27N186CIN
EC Number
211-217-7
Nikkaji
J532K

0.07 [mmHg]

0.073 mm Hg at 25 °C

Henry's Law ConstantHenry's Law constant= 1.6X10-3 atm-cu m/mol at 25 °C
Physical Description · 2 件

1,2,3,5-tetrachlorobenzene appears as white crystals or off-white solid. (NTP, 1992)

Colorless solid; [HSDB] White or off-white solid; [CAMEO]

物理化学的性質

融点
54.5 °C · 54.5°C
沸点
246 °C · 246°C
比重(密度)
1.5578 · 1.5578 (estimate)
蒸気圧
0.07 at · 0.07 at 25 °C (extrapolated, Mackay et al., 1982)
屈折率
1.5348 · 1.5348 (estimate)
闪点
113 °C · 113 °C
貯蔵温度
4 °C · APPROX 4°C
溶解性
アルコール、ベンゼン、エーテル、リグロインに可溶 (Weast, 1986)
色
White to Almost white
水溶解度
4.016 mg/L · 4.016mg/L(25℃)
BRN
1618864 · 1618864
Henry's Law Constant
58 at · 58.0 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997)
主な用途
農業環境
InChI
1S/C6H2Cl4/c7-3-1-4(8)6(10)5(9)2-3/h1-2H
InChIKey
QZYNWJQFTJXIRN-UHFFFAOYSA-N
SMILES
Clc1cc(Cl)c(Cl)c(Cl)c1
CAS データベース
634 · 634-90-2(CAS DataBase Reference)
NISTの化学物質情報
1 · Benzene, 1,2,3,5-tetrachloro-(634-90-2)
EPAの化学物質情報
1 · 1,2,3,5-Tetrachlorobenzene (634-90-2)

USEPA; Health Assessment Document: Chlorinated Benzenes (1985) EPA-600/8-84-015

TSCA Requirements · 1 件

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. 1,2,3,5-Tetrachlorobenzene is included on this list.

Reactivity Profile · 1 件

Simple aromatic halogenated organic compounds, such as 1,2,3,5-TETRACHLOROBENZENE, are very unreactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. This chemical may react with oxidizers. (NTP, 1992).

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 2 件

Acute Tox. 4 (97.7%)

Hazardous to the aquatic environment (Acute) - Category 1

Hazardous Reactivities and IncompatibilitiesIN MFR OF SODIUM SALT OF TRICHLOROPHENOL, SODIUM HYDROXIDE, METHYL ALCOHOL & TETRACHLOROBENZENE WERE HEATED. DURING HEATING PROCESS, PRESSURE SUDDENLY INCR RAPIDLY & EXPLOSION OCCURRED. /TETRACHLORBENZENE/

安全と保護具

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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.

Nonfire Spill Response · 1 件

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 · 1 件

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.

Personal Protective Equipment (PPE) · 1 件

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. (NTP, 1992)

毒性情報

Body Burden · 1 件

1,2,3,5-Tetrachlorobenzene has been detected in 13 of 108 samples of human adipose tissue at a mean concn of 30 ng/g(1). 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(2). 1,2,3,5-Tetrachlorobenzene was identified, not quantified, in the adipose tissue of non-occupationally exposed individuals in Germany(3). 1,2,3,5-Tetrachlorobenzene was detected at an avg concn in human blood of 5.1 ng/g and adipose tissue at 0.41 ng/g(4).

Interactions · 1 件

Since TeCB's can increase cytochrome p450 levels, ... it appears to induce metabolic enzymes. /This/ induction of microsomal enzyme activity has been shown to enhance the metabolism of a wide variety of drugs, pesticides and other xenobiotics. Exposure to TeCB could therefore result in decreased pharmacologic and/or toxicologic activity of numerous compounds. /In the event/ that chemical agents are metabolized to more active or toxic reactive intermediates ... exposure to TeCB would result in enhanced activity and/or toxicity of these agents. /Tetrachlorobenzenes/

Ecotoxicity Values · 2 件

LC50 Bluegill sunfish 57.8 mg/l/24 hr; 11.5 mg/l/48hr; 6.42 mg/l/96hr.

LC50 Sheepshead Minnow > 7.5 mg/l/24 hr; 5.59 mg/l/48hr; 3.67 mg/l/96hr.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a recommended classification scheme(1), and log Koc values in the range of 3.2-4.2(2,3), 1,2,3,5-tetrachlorobenzene is expected to have low mobility in soil(SRC). Volatilization of 1,2,3,5-tetrachlorobenzene is expected from moist soil surfaces given its Henry's Law constant of 1.6X10-3 atm-cu m/mole at 25 °C(4), but adsorption may attenuate this process(SRC). Volatilization of 1,2,3,5-tetrachlorobenzene from dry soil surfaces is not expected(SRC) based on a vapor pressure of 0.07 mm Hg at 25 °C(4). A half-life of 45 days in sewage sludge amended soil suggests that biodegradation of 1,2,3,5-tetrachlorobenzene will be slow(5).

AQUATIC FATE: Based on a recommended classification scheme(1), and a log Koc value of 3.9(2) measured in sediment, 1,2,3,5-tetrachlorobenzene is expected to adsorb to suspended solids and sediment in water(SRC). 1,2,3,5-Tetrachlorobenzene is expected to volatilize from water surfaces(3,SRC) given its Henry's Law constant of 1.6X10-3 atm-cu m/mole at 25 °C(4), but adsorption may attenuate this process(SRC). Estimated volatilization half-lives for a model river and model lake are 5 and 150 hours, respectively when neglecting adsorption(3,SRC). The volatilization half-life from a model pond is 36 days when adsorption is considered(5). According to a classification scheme(6), BCF values in the range of 1,300 to 3,600 measured in fish(7-9), suggest that bioconcentration in aquatic organisms is high(SRC). A half-life of 19 days in an acclimated anaerobic sediment slurry suggests that biodegradation of 1,2,3,5-tetrachlorobenzene will be slow(10). When irradiated with light greater than 285 nm, this compound was degraded 66 percent in 40 hrs in a water solution(11), 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), 1,2,3,5-tetrachlorobenzene, which has a vapor pressure of 0.07 mm Hg at 25 °C(2), is expected to exist in the vapor phase in the ambient atmosphere. Vapor-phase 1,2,3,5-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 80 days(SRC) from its estimated rate constant of 2.0X10-13 cu cm/molecule-sec at 25 °C(3).

Food Survey Values · 1 件

1,2,3,5-Tetrachlorobenzene was detected in carrots (0.0297 ug/kg (peel)) and potatoes (0.0216 ug/kg (peel)) sampled in the UK(1). Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene isomers 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).

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.
Milk Concentrations1,2,3,5-Tetrachlorobenzene was detected in human milk in Canada at 0.03 ng/g (whole milk) and 0.92 ng/g (milk fat)(1).
Average Daily IntakeThe World Health Organization (WHO) estimates the AVDI of all tetrachlorobenzene isomers for humans is less than 0.1 ng/kg body weight(1).
Plant ConcentrationsCombined isomers of tri- and tetrachlorobenzene were detected in pine needles at concns of 3-30 ng/g and grass at 15 ng/g(1).
Animal Concentrations · 1 件

Combined 1,2,3,5- and 1,2,4,5-tetrachlorobenzene isomers were detected 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 detected 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).

Effluent Concentrations · 1 件

Combined tetrachlorobenzene isomers were detected at concns of 38-1,800,000 ng/cu m in the effluent of a waste gasification and combustion pilot plant(1) and detected at concns of 74.7 and 48 ng/cu m in the effluent of a hazardous waste incinerator in Biebesheim, Germany(2). 1,2,3,5-Tetrachlorobenzene was identified, not quantified, in the effluent from a coal-fired power plant(3). 1,2,3,5-Tetrachlorobenzene was detected at a concn of 0.3 ug/cu m in the effluent of a hazardous waste incinerator in Germany(4). Combined tetrachlorobenzene isomers were detected at concns of 0.01-0.11 ug/l in the effluent of 2 Dow Chemical plants near the St. Claire River, Canada(5). 1,2,3,5-Tetrachlorobenzene was identified, not quantified, in pulp mill effluents in Canada(6). Combined tetrachlorobenzene isomers were detected at concns of 29 and 57 ug/cu m in the effluent of municipal refuse incinerators located in Virginia and Ohio, respectively(7).

Soil Adsorption/Mobility · 1 件

Log Koc values of 4.2(1) and 3.2(2) were reported for 1,2,3,5-tetrachlorobenzene. A log Koc value of 3.9 was measured for 1,2,3,5-tetrachlorobenzene in sediment obtained from Ise Bay, Japan(3) According to a recommended classification scheme(4), these Koc values suggest that 1,2,3,5-tetrachlorobenzene has low mobility in soil(SRC).

法規制情報

TSCA Requirements · 1 件

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. 1,2,3,5-Tetrachlorobenzene is included on this list.

安全データ

wgk
3
tsca
TSCA listed
rtecs
DB9445000
ridadr
UN 1230 3/PG 2
毒性
Acute oral LD50 for rats 1,727 mg/kg (quoted, RTECS, 1985).
hs_code
2903.99.8001
risk_code
22-39/23/24/25-23/24/25-11
化審法
(3)-76
安衛法
57,57-2
消防法
危-4-1-II
hazard_code
Xn,T,F
safety_code
22-24/25-45-36/37-16-7
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
634-90-2(Hazardous Substances Data)

PRODUCED AS BY-PRODUCT IN MFR OF 1,2,4,5-TETRACHLOROBENZENE BY CHLORINATION OF 1,2,4-TRICHLOROBENZENE OVER ALUMINUM AMALGAM; CHLORINATION OF 1,3,5-TRICHLOROBENZENE OVER ALUMINUM AMALGAM

Obtained by chlorination of 1,3,5-trichlorobenzene

General Manufacturing InformationBenzene, 1,2,3,5-tetrachloro-: ACTIVE

応用分野

一般的な説明White crystals or off-white solid.

調製方法

純化方法Crystallise it from EtOH. [Beilstein 5 II 157, 5 III 551, 5 IV 668.]

上流・下流製品情報

上流原料

1,2,3α,4β,5β,6α-ヘキサクロロ-1-シクロヘキセンCyclohexene, 1,2,3,4,5,6-hexachloro-1,2,3,4-テトラクロロベンゼン2-ブロモ-1,3,5-トリクロロベンゼン2,4,6-トリクロロフェニルヒドラジン2,2',4,4',6,6'-ヘキサクロロ[1,1'-ビフェニル]メタノールマロン酸ジメチル2,4,6-トリクロロアニリン1,3,5-トリクロロベンゼン

下流製品

2,4,5-トリクロロフェノール1,2,4,5-テトラクロロベンゼン

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上海爱蝶实业有限公司021-58957966 18930537195 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
陕西缔都医药化工有限公司+86-29-87569262 +86-15003564040 · [email protected]
成都润泽本土化工有限公司13096311329 028-88469284 616445927 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
嘉兴市德亿化工有限公司0573-85866609 13325730825 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海岚克医药科技发展有限公司0086-21-58956006
上海西陇生化科技有限公司021-52907766-8042
上海源叶生物科技有限公司18916372613 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
上海泰坦科技股份有限公司13023226327 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
北京坛墨质检科技有限公司010-52889049 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]

補足説明

定義ChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2, 3 and 5.