기본 정보
- 표준 SMILES
CC(C)(C#N)N=NC(C)(C)C#N- InChIKey
OZAIFHULBGXAKX-UHFFFAOYSA-N- 분자식
- C8H12N4
- 평균 분자량
- 164.21 g/mol
- 단동위원소 질량
- 164.10619638
개요
Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
이름 및 식별자
- 우선 이름
- Azobisisobutyronitrile
- IUPAC
- 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile
- 현지명
- 아조비스이소부티로니트릴
- 영어명
- AIBN
- 분자식
- C8H12N4
- 분자량
- 164.21
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
34241-39-9、78-67-1- PubChem CID
- 6547
- DTXSID
DTXSID1026457- ChEMBL
CHEMBL1886625- ChEBI
CHEBI:189360- UNII
- FZ6PX8U5YB
- EC Number
- 201-132-3、829-366-7
- Nikkaji
- J1.955K、J3.670.816F
물성
구조 계산 물성
- XLogP
- 1.3
- 극성 표면적
- 72.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 251
실험 및 물리화학적 성질
Chemical Classes
Nitrogen Compounds -> Nitriles
Flammable agents - 3rd degree
Color/Form
CRYSTALS FROM ETHANOL + WATER
WHITE POWDER
Solubility
SOL IN METHANOL @ 0, 20, 40 °C: 1.8, 4.96, 16.06 G/100 ML; SOL IN ETHANOL @ 0, 20, 40 °C: 0.58, 2.04, 7.15 G/100 ML
INSOL IN WATER; SOL IN MANY ORG SOLVENTS; SOL IN VINYL MONOMERS
Solubility in water at 20 °C: none
Vapor Pressure
0.0067 [mmHg]
Vapor pressure, Pa at 20 °C:
Physical Description
Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
Dry Powder; Other Solid; Large Crystals; CBI
White solid; [ICSC] Fine white crystals; [MSDSonline]
WHITE POWDER.
Autoignition Temperature
147 °F (64 °C)
64 °C
물리화학적 성질
- 녹는점
- 102 · 102-104 °C (dec.)(lit.)
- 끓는 점
- 281.68 °C · 281.68°C (rough estimate)
- 밀도
- 1.11 · 1.11
- 증기압
- 0.81 Pa · 0.81Pa at 24.85℃
- 굴절률
- 20 · n20/D1.495
- 인화점
- 4 ℃ · 4℃
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 고체
- 색상
- 에탄올에서 결정이 형성됨
- 냄새
- 냄새 없는
- 수용성
- 불용성
- 비열
- 1.45 J/ · Cp(crystal): 1.45 J/(g·K), at 25℃
- Merck
- 13 · 13,920
- BRN
- 1708400 · 1708400
- Henry's Law Constant
- 2.4 · 2.4×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 안정성
- 안정성 가연성 고체. 충격에 민감합니다. 열적으로 불안정합니다. 아세톤이나 헵탄과 결합하면 폭발할 수 있습니다. 산화제와 호환되지 않습니다.
- InChI
- 1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+
- InChIKey
- OZAIFHULBGXAKX-VAWYXSNFSA-N
- SMILES
- CC(C)(\N=N\C(C)(C)C#N)C#N
- LogP
- 1.1 at · 1.1 at 25℃
- NIST
- 2 · 2,2'-Azo-bis-isobutyronitrile(78-67-1)
- EPA
- Azobis(isobutyronitrile) (78-67-1)
안전 및 규제
GHS 분류
GHS Classification
Danger
H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P330, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
Danger
H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P330, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
유해성 정보
Regulatory Information
Chemical: Propanenitrile, 2,2'-azobis[2-methyl-
Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl- 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: 28-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14322
Propanenitrile, 2,2'-azobis(2-methyl)-: HSNO Approval: HSR001429 Approved with controls
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.)
Fire Hazards
Excerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Highly flammable. Finely dispersed particles form explosive mixtures in air. Risk of fire and explosion when dissolving in organic solvents. Explosive.
Hazards Summary
Forms hydrogen cyanide in the body; [Merck Index] Decomposed by warming forming toxic fumes such as tetramethylsuccinonitrile and cyanide; May decompose explosively from heating, shock, friction, or concussion; May cause CNS and liver effects; [ICSC] May form explosive mixture of dust in air; May self-decompose or self-ignite from heat, chemical reaction, or impact; [CAMEO] Effects in high-dose animal studies include toxicity to liver and kidneys; [eChemPortal: SIDSUNEP] Highly flammable; May explode from shock, friction, fire, or other source of ignition; May cause irritation; Targets the CNS, liver, and kidneys; [MSDSonline] See NITRILES.
Reactivity Profile
Self-decomposition or self-ignition may be triggered by heat, chemical reaction, friction or impact. Self-accelerating decomposition may occur if the specific control temperature is not maintained. These materials are particularly sensitive to temperature rises. AZODIISOBUTYRONITRILE is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.
Chemical Dangers
Decomposes on warming. This produces toxic fumes of tetramethylsuccinonitrile (see ICSC 1121) and cyanide. May decompose explosively on shock, friction or concussion. May explode on heating. Reacts violently with alcohols, oxidants, ketones such as acetone, aldehydes and hydrocarbons such as heptane. This generates fire and explosion hazard.
안전 및 보호
Fire Fighting
Excerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Use water in large amounts, water spray. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Induce vomiting (ONLY IN CONSCIOUS PERSONS!). Give a slurry of activated charcoal in water to drink. Refer for medical attention .
Spillage Disposal
Consult an expert! Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Remove all ignition sources. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.
독성 정보
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- UG0800000
- ridadr
- UN 3234 4.1
- 독성
- LDLo orl-rat: 670 mg/kg 34ZIAG 0,117,69
- HS 번호
- 29269090
- risk_code
- 2-11-20/22-52/53-67-65-48/20-38-63-66-36
- hazard_code
- E,Xn,F,Xi
- safety_code
- 39-41-47-61-62-36/37-16-26
- 포장분류
- II
- 위험 등급
- 4.1
- 기존화학 물질
- KE-01998
- F 고인화성물질
- 4.4
- Hazard Classifications
- Aquatic Chronic 3Asp. Tox. 1Flam. Liq. 2Repr. 2Skin Irrit. 2STOT RE 2STOT SE 3
- 스토리지 클래스
- 3 - Flammable liquids
- 유해 물질 데이터
- 78-67-1(Hazardous Substances Data)
화학 및 산업
약리 정보
용도 및 제조
Uses
Used as blowing agent (elastomers and plastics), catalyst (vinyl polymerizations), curing agent (unsaturated polyester resins), and fumigant (when heated); [HSDB]
Plastic Composites Manufacturing [Category: Industry]
BLOWING AGENT FOR ELASTOMERS & PLASTICS; INITIATOR FOR FREE RADICAL REACTIONS
CATALYST FOR VINYL POLYMERIZATIONS & FOR CURING UNSATURATED POLYESTER RESINS
AZOBISNITRILES ARE CARRIER GASES FOR FUMIGANTS. COMPOUND CONTAINING PERMETHRIN 10, 2,2'-AZOBISISOBUTYRONITRILE 80, & MOLDING AGENT 10 PARTS WAS GRANULATED. WHEN HEATED 92% OF PERMETHRIN GASIFIED.
Methods of Manufacturing
...BY OXIDATION OF ALPHA,ALPHA'-HYDRAZOBUTYRIC ACID DINITRILE: OVERBERGER ET AL, J AM CHEM SOC 71, 2661 (1949); HORNER, SCHWENK, ANN 566, 69 (1950); FROM 2-AMINOISOBUTYRONITRILE + NAOCL: BRITISH PATENT 672,106 (1952 TO DU PONT)...
...FROM 2,2'-DICHLORO-2,2'-AZOPROPANE: BENZING, ANN 631, 1 (1960); BRITISH PATENT 929,182 (1963 TO MONSANTO).
General Manufacturing Information
Plastics Material and Resin Manufacturing
Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl-: ACTIVE
응용 분야
용도정확하게는 2,2'(또는 α, α')-아조비스이소부틸로니트릴이라 한다. mw 164.21 mp 106℃ (분해) 라디칼 중합개시제로서 가장 많이 사용하는 아조화합물인 동시에 폴리염화비닐이다. 폴리스틸렌 등의 분해 발포제로서도 중요하다.
용도Used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers. 1 Used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA). 2
일반 설명Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: (E)-Azobis(isobutyronitrile) is an azo compound.
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