基本情報
- 標準SMILES
Clc1cc(Cl)c(Cl)nc1Cl- InChIKey
FATBKZJZAHWCSL-UHFFFAOYSA-N- 分子式
- C5HCl4N
- 平均分子量
- 216.9 g/mol
- 単同位体質量
- 214.88630975
名称と識別子
- 優先名称
- 2,3,5,6-Tetrachloropyridine
- IUPAC
- 2,3,5,6-tetrachloropyridine
- 現地名
- 2,3,5,6-テトラクロロピリジン
- 英語名
- 2,3,5,6-Tetrachloropyridine
- 分子式
- C5HCl4N
- 分子量
- 216.88
名称と別名
名称をさらに表示
データベース識別子
- CAS
2402-79-1、33752-16-8- PubChem CID
- 16990
- DTXSID
DTXSID7027467- ChEMBL
CHEMBL3187097- UNII
- WJR8HAY65E
- EC Number
- 219-283-9
- Nikkaji
- J32.653D
物性
構造計算による物性
- XLogP
- 3.3
- 極性表面積
- 12.9 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 108
実験および物理化学的性質
LogP
log Kow= 3.32
3.32
Physical Description
Other Solid
White solid; Darkens upon exposure to light and air; [CHEMINFO] White crystals with a camphor-like odor; [AIHA]
物理化学的性質
- 融点
- 90.5 °C · 90.5°C
- 沸点
- 251.6 °C · 251.6°C
- 比重(密度)
- 2.0309 · 2.0309 (rough estimate)
- 蒸気圧
- 3 Pa · 3Pa at 25℃
- 屈折率
- 1.6 · 1.6000 (estimate)
- 闪点
- 188 °C · 188°C
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- very soluble in Ether,Ethanol
- 外見
- Crystalline
- 酸解離定数(Pka)
- -5.5 · -5.50±0.50(Predicted)
- 色
- White to Almost white
- BRN
- 129639 · 129639
- Henry's Law Constant
- 1.2 · 1.2×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
- InChIKey
- FATBKZJZAHWCSL-UHFFFAOYSA-N
- LogP
- 3.87 at · 3.87 at 30℃ and pH7
- 表面張力
- 72.4 mN/m · 72.4mN/m at 20.7mg/L and 21.3℃
- CAS データベース
- 2402 · 2402-79-1(CAS DataBase Reference)
- EPAの化学物質情報
- 2 · 2,3,5,6-Tetrachloropyridine (2402-79-1)
安全と法規制
GHS分類
GHS Classification
Danger
H301 (37.9%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P272, P273, P280, P301+P316, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 103 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
危険有害性情報
Regulatory Information
Pyridine, 2,3,5,6-tetrachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyridine, 2,3,5,6-tetrachloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Cease Manufacture Update: 11-06-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/13192
Pyridine, 2,3,5,6-tetrachloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and Categories
Acute Tox. 3 (37.9%)
Acute toxicity (Oral) - Category 4
安全と保護具
Disposal Methods
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.
Preventive Measures
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.
Personal Protective Equipment (PPE)
Depending on the extent of possible contact, workers should be provided with personal protective equipment. A charcoal gas mask canister respirator has been found to be effective against a 2% pyridine concentration at 30 l/min for 1 hr. Rubber and plastic gloves should not be relied upon to prevent skin contact because pyridine and many of its derivatives penetrate these materials ... . /Pyridine, homologs, and derivatives/
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a log Kow of 3.32(2) and a regression-derived equation(3), indicates that 2,3,5,6-tetrachloropyridine is expected to have low mobility in soil(SRC). Volatilization of 2,3,5,6-tetrachloropyridine from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 8.5X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(4) although adsorption to soil surfaces may attenuate the rate of this process(SRC). 2,3,5,6-Tetrachloropyridine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.1X10-3 mm Hg(SRC), determined from a fragment constant method(5). 2,3,5,6-Tetrachloropyridine is expected to be resistant to biodegradation under aerobic conditions in soil based on data from structurally-similar compounds(SRC). Only <0.1% and 3% of the available nitrogen was released over 64 days following the application of 2,3- and 2,6-dichloropyridine to soil(6). This compound may be susceptible to anaerobic biodegradation via dehalogenation(7).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a log Kow of 3.32(2) and a regression-derived equation(3), indicates that 2,3,5,6-tetrachloropyridine may adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.5X10-3 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 4 hours and 6 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 2.7 years if adsorption is considered(7). According to a classification scheme(5), an estimated BCF of 70(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). 2,3,5,6-Tetrachloropyridine is expected to be resistant to biodegradation under aerobic conditions in water based on soil data from structurally-similar compounds(SRC). Only <0.1% and 3% of the available nitrogen was released over 64 days following the application of 2,3- and 2,6-dichloropyridine to soil(8). This compound may be susceptible to anaerobic biodegradation via dehalogenation(9).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,3,5,6-tetrachloropyridine, which has an estimated vapor pressure of 6.1X10-3 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 2,3,5,6-tetrachloropyridine 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 nearly 3 years(SRC), calculated from its rate constant of 1.6X10-14 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).
Soil Adsorption/Mobility
The Koc of 2,3,5,6-tetrachloropyridine is estimated as 1500(SRC), using a log Kow of 3.32(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,3,5,6-tetrachloropyridine is expected to have low mobility in soil.
Environmental Biodegradation
Information pertaining to the biodegradation of 2,3,5,6-tetrachloropyridine in soil and water was not located in the available literature. However, an aerobic biological screening study, which utilized a 10 mg/L yeast extract and an Aeric Ocharaqualf soil for inocula, indicates that chloropyridines are not readily biodegradable(1). At 24 °C and a pH of 7, less than 1% and 14% of the initial 2,3- and 2,6-dichlorpyridine were mineralized within 30 days as evidenced via the release of inorganic nitrogen(1). An aerobic soil grab sample study also demonstrated that dichlorpyridines are not readily biodegradable(2). 2,3- and 2,6-Dichloropyridine were added to fincastle silt loam (Aeric Ochraqualf) with a pH of 6.7 and incubated at 25 °C(2). Within 64 days, less than 0.1% and 3% of the available nitrogen were released to inorganic forms(2). Sterilized controls lost less than 5% of the starting material to volatilization and did not release inorganic nitrogen(2).
Environmental Bioconcentration
An estimated BCF of 70 was calculated for 2,3,5,6-tetrachloropyridine(SRC), using a log Kow of 3.32(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).
Volatilization from Water/Soil
The Henry's Law constant for 2,3,5,6-tetrachloropyridine is estimated as 8.5X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,3,5,6-tetrachloropyridine is expected to volatilize from water surfaces(2). 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)(2) is estimated as 4 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 6 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 2.7 years if adsorption is considered(4). 2,3,5,6-Tetrachloropyridine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 2,3,5,6-Tetrachloropyridine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.1X10-3 mm Hg(SRC), determined from a fragment constant method(3).
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 2,3,5,6-tetrachloropyridine with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of nearly 3 years at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,3,5,6-Tetrachloropyridine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Pyridine has a weak absorption band that extends into the environmental UV spectrum(3), which suggests that direct photolysis is not likely to be an important fate process for 2,3,5,6-tetrachloropyridine (SRC).
Probable Routes of Human Exposure
The most probable human exposure to 2,3,5,6-tetrachloropyridine would be occupational exposure, which may occur through dermal contact or inhalation at places where it is produced or used. NIOSH (NOES Survey 1981-83) has estimated that 311 workers are potentially exposed to 2,3,5,6-tetrachloropyridine in the USA(1).
Environmental Fate/Exposure Summary
2,3,5,6-Tetrachloropyridine's production and use as a chemical intermediate in the production of pesticides such as chlorpyrifos and triclopyr may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 6.1X10-3 mm Hg at 25 °C indicates 2,3,5,6-tetrachloropyridine will exist solely as a vapor. Vapor-phase 2,3,5,6-tetrachloropyridine will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 3 years. If released to soil, 2,3,5,6-tetrachloropyridine is expected to have low mobility based upon an estimated Koc of 1500. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 8.5X10-3 atm-cu m/mole. 2,3,5,6-Tetrachloropyridine is expected to be resistant to biodegradation under aerobic conditions in both soil and water based on soil data from structurally-similar compounds. Only <0.1% and 3% of the available nitrogen was released over 64 days following the application of 2,3- and 2,6-dichloropyridine to soil. 2,3,5,6-Tetrachloropyridine may be susceptible to anaerobic biodegradation via dehalogenation. If released into water, 2,3,5,6-tetrachloropyridine may adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces may be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 4 hours and 6 days, respectively. However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column; a half-life of 2.7 years is estimated if adsorption is considered in a model pond scenario. An estimated BCF of 70 suggests the potential for bioconcentration in aquatic organisms is moderate. Occupational exposure to 2,3,5,6-tetrachloropyridine may occur through inhalation and dermal contact with this compound at workplaces where 2,3,5,6-tetrachloropyridine is produced or used. (SRC)
Antidote and Emergency Treatment
/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. 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 ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/
/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /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. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
安全データ
- tsca
- TSCA listed
- rtecs
- UT8225000
- ridadr
- 2811
- 毒性
- mouse,LD50,intraperitoneal,1150mg/kg (1150mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)LIVER: FATTY LIVER DEGERATIONBEHAVIORAL: ANTIPSYCHOTIC,Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967.
- hs_code
- 2933392000
- risk_code
- 20/21/22-36/37/38-51/53
- 化審法
- 一般化学物質
- hazard_code
- Xi
- hazard_note
- Harmful/Irritant
- safety_code
- 26-36/37/39-60-61-36
- hazard_class
- 6.1
- packing_group
- III
- 有毒物質データの
- 2402-79-1(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used as a chemical intermediate in the production of chlorpyrifos and triclopyr; [HSDB]
2,3,5,6-Tetrachloropyridine is used as a chemical intermediate in the production of chlorpyrifos and triclopyr.
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Pyridine, 2,3,5,6-tetrachloro-: ACTIVE
応用分野
用途有機合成原料。
用途製造中間体
使用2,3,5,6-Tetrachloropyridine is used as a chemical intermediate in the production of chlorpyrifos and triclopyr.
上流・下流製品情報
下流製品
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