2-クロロピリジン

2-Chloropyridine

HCID 7977CAS 109-09-1

基本情報

標準SMILES
Clc1ccccn1
InChIKey
OKDGRDCXVWSXDC-UHFFFAOYSA-N
分子式
C5H4ClN
平均分子量
113.54 g/mol
単同位体質量
113.00322681

概要

2-chloropyridine appears as a colorless oily liquid. Toxic by ingestion and/or skin absorption. Used to make other chemicals.

名称と識別子

優先名称
2-Chloropyridine
IUPAC
2-chloropyridine
現地名
2-クロロピリジン
英語名
2-Chloropyridine
分子式
C5H4ClN
分子量
113.54

名称と別名

2-CHLOROPYRIDINE109-09-1o-ChloropyridinePyridine, 2-chloro-alpha-ChloropyridineDTXSID80248108HMD45AYEJCHEBI:39174NSC-4649DTXCID304810RefChem:86536203-646-3
名称をさらに表示
2-クロロピリジン2-ピリジニルクロリド2クロロピリジン2‐クロロピリジン2-クロロピリジン, 100 µg/mL in MeOH2CLPYNSC 46492-Chloropyridiα-chloropyridine2-chloro-pyridin2- chlorinepyridineTAK438 Impurity 135
2-Chloropyridine-13C5.alpha.-Chloropyridine2-chloro-pyridinePyridine, chloro-MFCD000062282-Chloro pyridineCAS-109-09-1CCRIS 1724

データベース識別子

CAS
109-09-1、68412-40-8
PubChem CID
7977
DTXSID
DTXSID8024810
ChEMBL
CHEMBL509579
ChEBI
CHEBI:39174
UNII
8HMD45AYEJ
EC Number
203-646-3
Nikkaji
J2.430I

物性

構造計算による物性

XLogP
1.2
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
7

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Pyridines

Flammable agents - 2nd degree

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 件

log Kow = 1.22

1.34

Density1.205 g/cu cm at 15 °C
Color/Form · 2 件

Oil

Oily liquid

Solubility · 3 件

In water, 2.00X10+4 mg/L t 25 °C

Slightly soluble in water

Soluble in alcohol, ether

物理化学的性質

融点
-46 °C · -46 °C
沸点
166 °C/714 · 166 °C/714 mmHg (lit.)
比重(密度)
1.2 g/mL · 1.2 g/mL at 25 °C (lit.)
蒸気圧
1.7 mm · 1.7 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.532(lit.)
闪点
149 °F · 149 °F

化学的性質

化学的特性Clear colourless to light yellow liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301 (67%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 97 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H227: Combustible liquid [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 5 件

Chemical: Pyridine, 2-chloro-

Pyridine, 2-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyridine, 2-chloro- 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: Active Update: 14-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13503

2-Chloropyridine: Does not have an individual approval but may be used under an appropriate group standard

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.)

DOT LabelPoison
Fire Hazards · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Fire PotentialCombustible when exposed to heat or flame.
Health Hazards · 2 件

SYMPTOMS: Exposure to this chemical can cause skin irritation. The vapor or mist is irritating to the eyes, mucous membranes and upper respiratory tract.

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards Summary · 1 件

Toxic after inhalation, ingestion, or skin contact; [CAMEO] LD50 (rabbit) is 64 mg/kg by skin and 48 mg/kg by IP injection indicating high dermal absorption; Pyridine compounds are potential CNS depressants; [Ullmann] See Pyridine. See 3-Chloropyridine.

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 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.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 4 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Use water spray to cool unopened containers.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Extinguish fire using agent suitable for type of surrounding fire (Material itself does not burn or burns with difficulty). Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

毒性情報

Ecotoxicity ValuesEC50; Species: Tetrahymena pyriformis (Ciliate); Conditions: freshwater, static; Concentration: 657770 ug/L for 60 hr (95% confidence interval: 264630-1040740 ug/L); Effect: decreased population growth rate /formulated product/
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from a structure estimation method(2), indicates that 2-chloropyridine is expected to have high mobility in soil(SRC). Volatilization of 2-chloropyridine from moist soil surfaces is expected(SRC) given an estimated Henry's Law constant of 1.6X10-5 atm-cu m/mole(SRC) based upon its vapor pressure, 2.18 mm Hg(3), and water solubility, 20,000 mg/L(4). 2-Chloropyridine volatilized 37% from soil incubated at 28 °C for 64 days(5). 2-Chloropyridine is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). A 0.5% of Theoretical BOD using activated sludge in the Japanese MITI test(4) suggests that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from a structure estimation method(2), indicates that 2-chloropyridine is not 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 1.6X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 2.18 mm Hg(4), and water solubility, 20,000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2.5 and 22 days, respectively(SRC). 2-Chloropyridine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(6), BCFs of <20 measured in fish(5), suggest bioconcentration in aquatic organisms is low. 2-Chloropyridine, incubated for one year anaerobically in an aquifer slurry, was not biodegraded(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-chloropyridine, which has a vapor pressure of 2.18 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-chloropyridine 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 62 days(SRC), calculated from its rate constant of 2.6X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 2-Chloropyridine does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity Summary · 1 件

IDENTIFICATION AND USE: 2-Chloropyridine (2-CPY) is used as an intermediate in synthetic organic, pharmaceutical, and agricultural chemical (fungicides, herbicides) manufacture. It is also used as a catalyst for phase transfer and is a key intermediate in the manufacture of pyrithione-based biocides for use in cosmetics and various pharmaceutical products. HUMAN STUDIES: Photo-treatment of 2-CPY produces genotoxic products discovered when tested in cultured human lymphocytes. ANIMAL STUDIES: Male albino rats were exposed to 2-CPY via inhalation at a concentration of approximately 6.05 mg/L for 6 hours. All animals died within 3 days after exposure. Male and female rabbits were exposed to the undiluted 2-CPY dermally at concentrations of 40, 48, 50, 58, 63, 68, 79, 82 or 100 mg/kg. 2-CPY caused only transient local congestion of the skin when applied to either intact or abraded skin. The primary gross lesion observed was hemorrhagic necrosis of the liver. In rats, liver damage was the primary alteration caused by the inhalation of 2-CPY. In rat developmental studies there were no effects of treatment on mating performance, fertility or length of gestation. There was a slight decrease in pup survival. A bacterial reverse mutation assay was performed on Salmonella typhimurium strains TA 97, TA 98, TA 100, and TA 102, using concentrations of 50, 100, 500, 1000 and 5000 mg/plate. The results were negative without metabolic activation, and positive with metabolic activation in all tester strains.

Ongoing Test Status · 2 件

The following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for 2-chloropyridine is available.[Available from, as of February 1, 2019: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of February 4, 2019: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-chloropyridine can be estimated to be 120(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-chloropyridine is expected to have high mobility in soil(SRC).

安全データ

wgk
3
tsca
TSCA listed
rtecs
US5950000
ridadr
UN 2822
hs_code
29333999
risk_code
23/24/25-36/37/38

化学と産業

用途と製造

Uses · 5 件

Used to make other chemicals; [CAMEO] Used to make antihistamines, germicides, pesticides, and agricultural chemicals; [Hawley]

o-Chloropyridine is used as an intermediate in synthetic organic, pharmaceutical, and agricultural chemical (fungicides, herbicides) manufacture. It is also used as a catalyst for phase transfer and is a key intermediate in the manufacture of pyrithione-based biocides for use in cosmetics and various pharmaceutical products.

Production of antihistamines, germicides, pesticides, and agricultural chemicals

A major use of 2-chloropyridine is the production of pyrithione, which is used widely as a fungicide. Another use is in the production of insecticides such as pyripropoxyfen.

The 2- and 4-chloropyridines react with various nucleophiles to give alkyl ether, alkyl thioether, and alkylamine derivatives.

U.S. Production · 2 件

2023: 2,828,356 lb

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2-Chloropyridine:

Consumer UsesIntermediate
Industry UsesIntermediate
Methods of ManufacturingThe preparation of 2- and 4- chloropyridines from pyridinols is achieved by the use of halogenating reagents such as phosphoryl chloride.
Formulations/Preparationso-Chloropyridine is available in purified (99%), technical (95%), or crude (80%) grades.
応用分野 · 3 件

用途ピ リチオ ン( 殺 菌剤)の製造、 ピリプロキシフェ ン 等 の 殺 虫 剤 の製造。

使用2-Chloropyridine (2-CPY) has been identified as a trace organic chemical in process streams, wastewater and even drinking water. Furthermore, it appears to be formed as a secondary pollutant during t he decomposition of specific insecticides.

一般的な説明A colorless oily liquid. Toxic by ingestion and/or skin absorption. Used to make other chemicals.

調製方法

純化方法Dry 2-chloropyridine with NaOH for several days, then distil it from CaO under reduced pressure. [Beilstein 20/5 V 402.]

関連反応

780 件

関連ノート

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