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3-시아노피린딘

3-Cyanopyridine

HCID 79
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
100-54-9
표준 SMILES
N#Cc1cccnc1
InChIKey
GZPHSAQLYPIAIN-UHFFFAOYSA-N
분자식
C6H4N2
평균 분자량
104.11 g/mol
단동위원소 질량
104.03744814

개요

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

이름 및 식별자

우선 이름
3-Cyanopyridine
IUPAC
pyridine-3-carbonitrile
현지명
3-시아노피린딘
영어명
3-Cyanopyridine
분자식
C6H4N2
분자량
104.11

이름 및 동의어

3-cyanopyridineNicotinonitrile100-54-93-PYRIDINECARBONITRILENicotinic acid nitrile3-Pyridinenitrile3-Pyridylcarbonitrile3-AzabenzonitrileNitryl kwasu nikotynowegoDTXSID10266653-Pyridinecarboxylic acid, nitrileNSC-17558
이름 더 보기
3-시아노피리딘3-시아노피린딘3-사이아노피리딘3-아자벤조나이트릴3-피리딜 사이아나이드3-피리딜카보나이트릴니코티노나이트릴니코티닉산 나이트릴BETA-CYANOPYRIDINENicotinamide EP Impurity Bb-Cyanopyridine
CHEBI:86556X64V0K6260DTXCID606665RefChem:505106202-863-0pyridine-3-carbonitrile3-Cyjanopirydyna3-Pyridyl cyanide

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
0.2
극성 표면적
36.7 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
8
형식 전하
0
복잡도
111

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Nitriles
SpringerMaterials PropertiesBoiling point
LogP · 2건

log Kow = 0.36

0.36

Density1.1590 @ 25 °C
Color/Form · 2건

NEEDLES FROM PETROLEUM ETHER

Colorless liquid

Solubility · 3건

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 · 2건

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

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

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]

유해성 정보

Regulatory Information · 4건

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 · 1건

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 · 1건

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.

화학 및 산업

용도 및 제조

Uses · 3건

Used for organic synthesis; [HSDB]

Org synthesis

CHEM INT, EG, FOR NICOTINYL ALCOHOL & NIACINAMIDE

U.S. Production · 2건

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

응용 분야

용도3-Cyanopyridine is used in the preparation of arylthiazolines and arylimidazolines via dibromodimethylhydantoin-catalyzed condensation of aryl nitriles with ethylene diamine or aminoethanethiol.

상·하류 제품 정보

상류 원료

니코틴산아미드N-페닐-1-나프틸아민하이드로브로마이드,98p-클로로벤즈알데히드

하류 제품

니코틴산3-(tert-Butoxycarbonylamino-methyl)-pyridine-2-carboxylic acid니코틴산아미드2-(3-피리딜)-1,3-티아졸-4-카르복실산

관련 반응

199건
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화합물 노트

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Physical Description · 2건

Other Solid

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

물리화학적 성질

녹는점
48 · 48-52 °C(lit.)
끓는 점
201 °C · 201 °C(lit.)
밀도
1.159 · 1.159
굴절률
1.5242 · 1.5242 (estimate)
인화점
184 °F · 184 °F
저장 조건
Inert atmosphere,Room Temperature
용해도
140 g/L · 140g/L
물리적 상태
결정질 질량, 결정 또는 덩어리
산도 계수 (pKa)
1 · pK1:1.45(+1) (25°C)
색상
무색 또는 흰색에서 노란색까지
수용성
140 G/L · 140 G/L (20 ºC)
BRN
107711 · 107711
Henry's Law Constant
3.6 · 3.6×101 mol/(m3Pa) at 25℃, Abraham et al. (1994)
안정성
강한 산화제, 강한 환원제, 강산, 강염기와 호환되지 않습니다.
InChI
1S/C6H4N2/c7-4-6-2-1-3-8-5-6/h1-3,5H
InChIKey
GZPHSAQLYPIAIN-UHFFFAOYSA-N
SMILES
N#Cc1cccnc1
NIST
3 · 3-Pyridinecarbonitrile(100-54-9)
EPA
3 · 3-Pyridinecarbonitrile (100-54-9)

화학적 성질

white to beige solid

Hazard Classes and Categories · 2건

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/

안전 및 보호

Disposal Methods · 1건

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 · 1건

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) · 1건

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/

독성 정보

Environmental Fate · 3건

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 · 1건

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 · 1건

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 · 1건

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 · 1건

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 · 1건

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 · 1건

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 · 3건

Nicotinonitrile

PDF Document

2004

규제 정보

TSCA Requirements · 1건

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.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
QT3030000
HS 번호
29333999
risk_code
22-36/37/38
hazard_code
Xn
safety_code
22-24/25-36/37/39-26
기존화학 물질
KE-29932
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
100-54-9(Hazardous Substances Data)
3-[(N-(tert-Butyloxycarbonyl)amino)methyl]pyridine
피콜리아민
3-CYANOPYRIDIN-4-일보론산
3-Pyridinecarboxamidine
3-Aminomethyl-pyridine-2-carboxylic acid
2-chloro-5-cyanopyridine
3-Amidinopyridinium chloride
3-알데히드피리딘
에틸4-(트리플루오로메틸)-2-(피리딘-2-일)피리미딘-5-카르복실레이트
벤질트리페닐포스포늄 클로라이드
3-피리딘메탄올
3-피리딜아미독심
3-[(Methylamino)methyl]pyridine
메틸2-(3-시아노피리딘-4-일)아세테이트
2-(2-Pyridinyl)-4-(trifluoromethyl)-5-pyrimidinecarboxylic acid
3,3'-Dipicolylamine

추가 설명

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