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2-シアノピリジン

Pyridine-2-carbonitrile

HCID 7522
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基本情報

CAS
100-70-9
標準SMILES
N#Cc1ccccn1
InChIKey
FFNVQNRYTPFDDP-UHFFFAOYSA-N
分子式
C6H4N2
平均分子量
104.11 g/mol
単同位体質量
104.03744814

概要

2-cyanopyridine is a cyanopyridine carrying the cyano group at position 2.

名称と識別子

優先名称
Pyridine-2-carbonitrile
IUPAC
pyridine-2-carbonitrile
現地名
2-シアノピリジン
英語名
2-Cyanopyridine
分子式
C6H4N2
分子量
104.11

名称と別名

Pyridine-2-carbonitrileRefChem:4833572-CyanopyridinePicolinonitrile100-70-92-PYRIDINECARBONITRILEPyridinecarbonitrilePicolinic acid nitrile2-Pyridyl nitrilecyanopyridine29386-66-12-Pyridinecarboxylic acid, nitrile
名称をさらに表示
2-シアノピリジン2-ピリジンカルボニトリルピリジン-2-カルボニトリルピコリン酸ニトリルピコリノニトリル2-ピリジニルシアニド2シアノピリジン2‐シアノピリジンNSC 59697picolylnitrile2 cyanopyrimideα-Cyanopyridine
MFCD00006218DTXSID9021843WHR1DPG7YSCHEMBL3185861CHEBI:27837NSC-59697DTXCID1018432-pyridylnitrile

データベース識別子

CAS
100-70-9、29386-66-1
PubChem CID
7522
DTXSID
DTXSID9021843
ChEMBL
CHEMBL3185861
ChEBI
CHEBI:27837
UNII
WHR1DPG7YS
EC Number
202-880-3
Nikkaji
J58.011B

物性

構造計算による物性

XLogP
0.4
極性表面積
36.7 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
8
形式電荷
0
複雑度
111

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Nitriles
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 件

log Kow= 0.45

0.5

Density1.0810 @ 25 °C
Color/FormNEEDLES OR PRISMS FROM ETHER
Solubility · 2 件

Soluble in water, alcohol, ether, and benzene.

Soluble in chloroform; slightly soluble in petroleum ether.

Boiling Point224.5 °C
Melting Point29 °C
Vapor Pressure0.09 [mmHg]
Refractive IndexIndex of refraction: 1.5242 @ 25 °C/D
Physical DescriptionSolid; [HSDB] Low melting solid; mp = 26-28 deg C; [MSDSonline]
Dissociation ConstantspKa = 0.26 (conjugate acid)

物理化学的性質

融点
24 · 24-27 °C(lit.)
沸点
212 · 212-215 °C(lit.)
比重(密度)
1.081 g/mL · 1.081 g/mL at 25 °C(lit.)
蒸気圧
11.96 Pa · 11.96Pa at 25℃
屈折率
20 · n20/D 1.529(lit.)
闪点
193 °F · 193 °F
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
67 g/リットル · 67g/リットル
外見
低融点結晶性固体
酸解離定数(Pka)
1 · pK1:-0.26(+1) (25°C)
色
白から茶色
PH
8.4 · 8.4 (100g/l, H2O)
水溶解度
混和しない
BRN
107710 · 107710
Henry's Law Constant
1.4 · 1.4×102 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
93.77 · 93.769999999999996
InChI
1S/C6H4N2/c7-5-6-3-1-2-4-8-6/h1-4H
InChIKey
FFNVQNRYTPFDDP-UHFFFAOYSA-N
SMILES
N#Cc1ccccn1
LogP
0.45 at · 0.45 at 25℃
CAS データベース
100 · 100-70-9(CAS DataBase Reference)
NISTの化学物質情報
2 · 2-Pyridinecarbonitrile(100-70-9)
EPAの化学物質情報
2 · 2-Pyridinecarbonitrile (100-70-9)

化学的性質

化学的特性white to brown low melting crystalline solid

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

Warning

H302 (96.5%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 115 reports by companies from 11 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 · 3 件

Chemical: 2-Pyridinecarbonitrile

REACH registered substance: Pyridine-2-carbonitrile (EC: 202-880-3)

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

Hazards SummaryEmergency treatment: Pyridine; Pyridine is an irritant that causes CNS depression after ingestion of 1/2 cup or inhalation of 6-12 ppm; It can cause liver and kidney injury; [HSDB] An irritant; [MSDSonline] See NITRILES.
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. 2-Pyridinecarbonitrile is included on this list.

Hazard Classes and Categories · 2 件

Acute Tox. 4 (96.5%)

Acute toxicity (Oral) - Category 4

Skin, Eye, and Respiratory IrritationsPyridine and its derivatives cause local irritation on contact with the skin, mucous membranes and cornea. /Pyridine and its derivatives/

安全と保護具

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.

Preventive Measures · 1 件

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) · 1 件

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

Ecotoxicity Values · 2 件

LC50 Pimephales promelas (fathead minnow) 726 mg/l/96 hr (confidence limit 673 - 783 mg/l), flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 5.7 mg/l, hardness 45.0 mg/l CaCO3, alkalinity 51.3 mg/l CaCO3, and pH 7.58.

EC50 Pimephales promelas (fathead minnow) 726 mg/l/96 hr (confidence limit 673 - 783 mg/l), flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 5.7 mg/l, hardness 45.0 mg/l CaCO3, alkalinity 51.3 mg/l CaCO3, and pH 7.58. Effect: loss of equilibrium.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 42(SRC), determined from a log Kow of 0.45(2) and a regression-derived equation(3), indicates that 2-pyridinecarbonitrile is expected to have very high mobility in soil(SRC). Volatilization of 2-pyridinecarbonitrile from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.89X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 2-Pyridinecarbonitrile is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.5 mm Hg(SRC), determined from its estimated water solubility, 25,500 mg/l(5), and estimated Henry's law constant(4). In water, the half-life for 2-pyridinecarbonitrile in an anoxic sediment from the Tansui River (Taiwan) was 16.5 hrs based in a pseudo-first-order rate constant of 1.01 per day(6); this suggests that 2-pyridinecarbonitrile may biodegrade in soil under anaerobic conditions(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 42(SRC), determined from a log Kow of 0.45(2) and a regression-derived equation(3), indicates that 2-pyridinecarbonitrile is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 6.89X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The half-life for 2-pyridinecarbonitrile in an anoxic sediment from the Tansui River (Taiwan) was 16.5 hrs based in a pseudo-first-order rate constant of 1.01 per day(7), which suggests that 2-pyridinecarbonitrile may biodegrade in the environment under anaerobic conditions(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-pyridinecarbonitrile, which has an estimated vapor pressure of 0.5 mm Hg at 25 °C(SRC), determined from its estimated water solubility, 25,500 mg/l(2), and its estimated Henry's law constant, 6.89X10-8 atm/cu m/mole(3), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase 2-pyridinecarbonitrile 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 246 days(SRC), calculated from its rate constant of 6.53X10-14 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(4).

Food Survey Values2-Pyridinecarbonitrile was qualitatively detected in the volatile components of meat(1).
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Effluent ConcentrationsPyridinecarbonitrile (isomer not specified) was detected in 1 of 21 industrial wastewater effluents at a concn between 10 and 100 ug/l(1).
Soil Adsorption/Mobility · 1 件

The Koc of 2-pyridinecarbonitrile is estimated as 42(SRC), using a measured log Kow of 0.45(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2-pyridinecarbonitrile is expected to have very high mobility in soil(SRC).

Atmospheric Concentrations2-Pyridinecarbonitrile was qualitatively listed as a contaminant of the ambient air at Houston, TX(1).
Artificial Pollution Sources2-Pyridinecarbonitrile's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

ANAEROBIC: The maximum pseudo-first-order rate constant and half-life for 2-pyridinecarbonitrile in an anoxic sediment slurry from the estuary of the Tansui River (Guandu, Taipei) were 1.01 per day and 16.5 hrs, respectively(1). 2-Pyridinecarbonitrile was not transformed in the sterile control sediment slurry(1) which suggests that 2-pyridinecarbonitrile may degrade in the environment, at least under anaerobic conditions(SRC).

Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated for 2-pyridinecarbonitrile(SRC), using a log Kow of 0.45(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for 2-pyridinecarbonitrile is estimated as 6.89X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-pyridinecarbonitrile is expected to be essentially nonvolatile from water surfaces(2). 2-Pyridinecarbonitrile is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.5 mm Hg(SRC), determined from its estimated water solubility, 25,500 mg/l(3), and its estimated Henry's law constant(1).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of 2-pyridinecarbonitrile with photochemically-produced hydroxyl radicals has been estimated as 6.53X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 246 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Pyridinecarbonitrile is expected to undergo slow hydrolysis in the environment based upon the slow hydrolysis of other aromatic nitriles, eg benzonitrile(2). 2-Pyridinecarbonitrile will not directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm)(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. 2-Pyridinecarbonitrile is included on this list.

安全データ

wgk
3
tsca
TSCA listed
ridadr
3276
hs_code
29333999
risk_code
22-36/37/38-20/21/22
化審法
(5)-3714
hazard_code
Xn
safety_code
26-24/25
hazard_class
6.1
packing_group
III
毒劇物取締法
劇物
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 4 Oral
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
100-70-9(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=1

化学と産業

用途と製造

Uses · 3 件

Used as a chemical intermediate for rimiterol hydrobromide (bronchodilator) and other chemicals; [HSDB]

CHEM INT FOR RIMITEROL HYDROBROMIDE, A BRONCHODILATOR

An important chemical intermediate.

Methods of ManufacturingVAPOR PHASE AMMOXIDATION OF 2-METHYLPYRIDINE WITH AMMONIA IN THE PRESENCE OF AIR
General Manufacturing Information2-Pyridinecarbonitrile: ACTIVE

応用分野

用途化学中間体

使用2-Cyanopyridine is a cyano substituted pyridine. 2-Cyanopyridine is a related compound of nicotine and is a component of tobacco smoke condensate.

上流・下流製品情報

上流原料

2-(1,3,4-オキサジアゾール-2-イル)ピリジン2-ヨードピリジン4-クロロ-2-シアノピリジンピリジン-2-アルドキシムPropanedinitrile, 2-(dimethylamino)-2-ピリジンメタノール亜鉛ジシアニドピバロニトリルシアン化カリウム2-ブロモピリジン2-クロロピリジン

下流製品

2-ピリジルアミドオキシムジ-2-ピリジル ケトン2,2'-ジピコリルアミン2-Cyanopyridin-3-ylboronic acid2-ピコリンアミドピリジン-2-カルボキシイミドアミド塩酸塩2-ピコリルアミン

補足説明

定義ChEBI: A cyanopyridine carrying the cyano group at position 2.

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