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3-シアノピリジン

3-Cyanopyridine

HCID 79
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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
100-54-9
標準SMILES
N#Cc1cccnc1
InChIKey
GZPHSAQLYPIAIN-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

3-cyanopyridine is a cyanopyridine carrying the cyano group at position 3.

名称と識別子

優先名称
3-Cyanopyridine
IUPAC
pyridine-3-carbonitrile
現地名
3-シアノピリジン
英語名
3-Cyanopyridine
分子式
C6H4N2
分子量
104.11

名称と別名

3-cyanopyridineNicotinonitrile100-54-93-PYRIDINECARBONITRILENicotinic acid nitrile3-Pyridinenitrile3-Pyridylcarbonitrile3-AzabenzonitrileNitryl kwasu nikotynowegoDTXSID10266653-Pyridinecarboxylic acid, nitrileNSC-17558
名称をさらに表示
3-シアノピリジン3-ピリジンカルボニトリルニコチノニトリルピリジン-3-カルボニトリル3シアノピリジン3‐シアノピリジンBETA-CYANOPYRIDINENicotinamide EP Impurity Bb-Cyanopyridine
CHEBI:86556X64V0K6260DTXCID606665RefChem:505106202-863-0pyridine-3-carbonitrile3-Cyjanopirydyna3-Pyridyl cyanide

データベース識別子

CAS
100-54-9
PubChem CID
79
DTXSID
DTXSID1026665
ChEMBL
CHEMBL3181972
ChEBI
CHEBI:86556
UNII
X64V0K6260
EC Number
202-863-0
Nikkaji
J149.678F

物性

構造計算による物性補完中

XLogP
0.2
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 PropertiesBoiling point
LogP · 2 件

log Kow = 0.36

0.36

Density1.1590 @ 25 °C
Color/Form · 2 件

NEEDLES FROM PETROLEUM ETHER

Colorless liquid

Solubility · 3 件

Soluble in hot petroleum ether

Soluble in alcohol, ether, and benzene.

In water, 1.35X10+5 mg/l @ 20 °C

Flash Point87 °C
Boiling Point206.9 °C
Melting Point51 °C
Vapor Pressure · 2 件

0.29 [mmHg]

0.296 mm Hg @ 25 °C

Henry's Law ConstantHenry's Law constant = 2.74X10-7 atm-cu m/mole @ 25 °C

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

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 85 reports by companies from 9 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 · 4 件

Chemical: 3-Pyridinecarbonitrile

3-Pyridinecarbonitrile is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Pyridinecarbonitrile 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)

REACH registered substance: Nicotinonitrile (EC: 202-863-0)

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

Hazards Summary · 1 件

A skin, eye, and mucous membrane irritant; Emergency 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] Causes respiratory depression and liver changes in lethal-dose studies of rats; [RTECS] An irritant; Harmful if swallowed; [Alfa Aesar MSDS] See m-Phthalodinitrile.

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. 3-Pyridinecarbonitrile is included on this list.

化学と産業

用途と製造

Uses · 3 件

Used for organic synthesis; [HSDB]

Org synthesis

CHEM INT, EG, FOR NICOTINYL ALCOHOL & NIACINAMIDE

U.S. Production · 2 件

2023: <75,000 lb

(1980) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Methods of ManufacturingVAPOR PHASE AMMOXIDATION OF 3-METHYLPYRIDINE WITH AMMONIA IN THE PRESENCE OF AIR
General Manufacturing Information3-Pyridinecarbonitrile: ACTIVE
応用分野 · 3 件

用途化学中間体。犬のペラグラ様疾患の予防と治療。

用途有機合成原料。

使用3-Cyanopyridine is used in the preparation of arylthiazolines and arylimidazolines via dibromodimethylhydantoin-catalyzed condensation of aryl nitriles with ethylene diamine or aminoethanethiol.

調製方法

純化方法3-Cyanopyridine is recrystallised to constant melting point from o-xylene/hexane. [Beilstein 22/2 V 115.]

上流・下流製品情報

上流原料

ニコチンアミド14-クロロベンズアルデヒド

下流製品

ニコチン酸3-(TERT-BUTOXYCARBONYLAMINO-METHYL)-PYRIDINE-2-CARBOXYLIC ACID

関連反応

199 件
反応記録を作成
HRID 17764 の反応式
HRID 17764反応物としてuspto-grants-2010_06
HRID 21702 の反応式
HRID 21702反応物としてuspto-grants-1995_06
HRID 21703 の反応式
HRID 21703反応物としてuspto-grants-1995_06
HRID 21704 の反応式
HRID 21704反応物としてuspto-grants-1995_06
HRID 29512 の反応式
HRID 29512反応物としてuspto-grants-2008_09
HRID 42281 の反応式
HRID 42281反応物としてuspto-grants-2013_09
HRID 42282 の反応式
HRID 42282反応物としてuspto-grants-2013_09
HRID 42283 の反応式
HRID 42283反応物としてuspto-grants-2013_09
1 / 25 ページ

化合物ノート

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Physical Description · 2 件

Other Solid

Colorless liquid; [Hawley] Off-white crystalline solid; [MSDSonline]

物理化学的性質

融点
48 · 48-52 °C(lit.)
沸点
201 °C · 201 °C(lit.)
比重(密度)
1.159 · 1.159
屈折率
1.5242 · 1.5242 (estimate)
闪点
184 °F · 184 °F
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
140 g/リットル · 140g/リットル
外見
結晶塊、結晶または塊
酸解離定数(Pka)
1 · pK1:1.45(+1) (25°C)
色
無色または白から黄色
水溶解度
140 G/L · 140 G/L (20℃)
BRN
107711 · 107711
Henry's Law Constant
3.6 · 3.6×101 mol/(m3Pa) at 25℃, Abraham et al. (1994)
安定性
強力な酸化剤、強力な還元剤、強酸、強塩基とは相容れない。
InChI
1S/C6H4N2/c7-4-6-2-1-3-8-5-6/h1-3,5H
InChIKey
GZPHSAQLYPIAIN-UHFFFAOYSA-N
SMILES
N#Cc1cccnc1
CAS データベース
100 · 100-54-9(CAS DataBase Reference)
NISTの化学物質情報
3 · 3-Pyridinecarbonitrile(100-54-9)
EPAの化学物質情報
3 · 3-Pyridinecarbonitrile (100-54-9)

化学的性質

化学的特性white to beige solid

Hazard Classes and Categories · 2 件

Acute Tox. 4 (100%)

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

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 37(SRC), determined from a measured log Kow of 0.36(2) and a regression-derived equation(3), indicates that 3-pyridinecarbonitrile is expected to have very high mobility in soil(SRC). Volatilization of 3-pyridinecarbonitrile from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.74X10-7 atm-cu m/mole(4). 3-Pyridinecarbonitrile is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.296 mm Hg(5). In water, the maximum pseudo-first-order rate constant and half-life for 3-pyridinecarbonitrile in an anoxic sediment slurry from the estuary of the Tansui River (Guandu, Taipei) were 9.41 per day and 1.7 hrs, respectively(6) which suggests that 3-pyridinecarbonitrile may biodegrade in soil at least under anaerobic conditions(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 37(SRC), determined from a measured log Kow of 0.36(2) and a regression-derived equation(3), indicates that 3-pyridinecarbonitrile is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.74X10-7 atm-cu m/mole(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 maximum pseudo-first-order rate constant and half-life for 3-pyridinecarbonitrile in an anoxic sediment slurry from the estuary of the Tansui River (Guandu, Taipei) were 9.41 per day and 1.7 hrs, respectively(7) which suggests that 3-pyridinecarbonitrile may degrade in the environment at least under anaerobic conditions(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3-pyridinecarbonitrile, which has a vapor pressure of 0.296 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase 3-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(3).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1 件

The Koc of 3-pyridinecarbonitrile is estimated as 37(SRC), using a measured log Kow of 0.36(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3-pyridinecarbonitrile is expected to have very high mobility in soil(SRC).

Artificial Pollution Sources3-Pyridinecarbonitrile's production and use in organic synthesis(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 3-pyridinecarbonitrile in an anoxic sediment slurry from the estuary of the Tansui River (Guandu, Taipei) were 9.41 per day and 1.7 hrs, respectively(1). 3-Pyridinecarbonitrile was not transformed in the sterile control sediment slurry(1) which suggests that 3-pyridinecarbonitrile may degrade in the environment at least under anaerobic conditions(SRC).

Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated for 3-pyridinecarbonitrile(SRC), using a log Kow of 0.36(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 3-pyridinecarbonitrile is 2.74X10-7 atm-cu m/mole(1). This Henry's Law constant indicates that 3-pyridinecarbonitrile is not expected to volatilize from water and moist soil surfaces(2). 3-Pyridinecarbonitrile is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.296 mm Hg(3).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of 3-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 concn of 5X10+5 hydroxyl radicals per cu cm(1). 3-Pyridinecarbonitrile is expected to undergo slow hydrolysis in the environment based upon the slow hydrolysis of other aromatic nitriles, eg, benzonitrile(2). 3-Pyridinecarbonitrile is also not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm)(SRC).

Probable Routes of Human ExposureOccupational exposure to 3-pyridinecarbonitrile may occur through inhalation and dermal contact with this compound at workplaces where 3-pyridinecarbonitrile is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 件

3-Pyridinecarbonitrile's production and use in organic synthesis may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.296 mm Hg at 25 °C indicates 3-pyridinecarbonitrile will exist solely as a vapor in the ambient atmosphere. Vapor-phase 3-pyridinecarbonitrile 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 246 days. If released to soil, 3-pyridinecarbonitrile is expected to have very high mobility based upon an estimated Koc of 37. Volatilization from moist soil surfaces is not expected to be an important fate process based upon a Henry's Law constant of 2.74X10-7 atm-cu m/mole. If released into water, 3-pyridinecarbonitrile is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. The maximum pseudo-first-order rate constant and half-life for 3-pyridinecarbonitrile in an anoxic sediment slurry were 9.41 per day and 1.7 hrs, respectively which suggests that 3-pyridinecarbonitrile may rapidly biodegrade in the environment at least under anaerobic conditions(SRC). Volatilization from water surfaces is not expected to be an important fate process based upon this compound's Henry's Law constant. An estimated BCF of 3 suggests the potential for bioconcentration in aquatic organisms is low. Chemical hydrolysis is expected to be slow. Occupational exposure to 3-pyridinecarbonitrile may occur through inhalation and dermal contact with this compound at workplaces where 3-pyridinecarbonitrile is produced or used. (SRC)

EPA Provisional Peer-Reviewed Toxicity Values · 3 件

Nicotinonitrile

PDF Document

2004

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. 3-Pyridinecarbonitrile is included on this list.

安全データ

wgk
3
tsca
TSCA listed
rtecs
QT3030000
hs_code
29333999
risk_code
22-36/37/38
化審法
(5)-742
hazard_code
Xn
safety_code
22-24/25-36/37/39-26
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2
ストレージクラス
11 - Combustible Solids
有毒物質データの
100-54-9(Hazardous Substances Data)
ニコチンアミド
2‐(3‐ピリジル)‐1,3‐チアゾール‐4‐カルボン酸
3-[(N-(TERT-BUTYLOXYCARBONYL)AMINO)METHYL]PYRIDINE
3-ピコリルアミン
3-CYANOPYRIDIN-4-YLBORONIC ACID
3-ピリジンカルボキシアミジン
3-AMINOMETHYL-PYRIDINE-2-CARBOXYLIC ACID
2-クロロ-5-シアノピリジン
ピリジン-3-カルボキシミドアミド一塩酸塩
3-ピリジンカルボキシアルデヒド
2-(2-ピリジニル)-4-(トリフルオロメチル)-5-ピリミジンカルボン酸エチル
ベンジルトリフェニルホスホニウム クロリド
3-ピリジンメタノール
3-ピリジンカルボキサミドオキシム
3-(メチルアミノメチル)ピリジン
Methyl 2-(3-cyanopyridin-4-yl)acetate
2-(2-PYRIDINYL)-4-(TRIFLUOROMETHYL)-5-PYRIMIDINECARBOXYLIC ACID
3,3'-ジピコリルアミン

補足説明

定義ChEBI: A nitrile that is pyridine substituted by a cyano group at position 3.