2,2'-Dimethyl-2,2'-azodipropiono-nitril
Azobisisobutyronitrile
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Grundinformationen
- CAS
34241-39-9- Standard-SMILES
CC(C)(C#N)N=NC(C)(C)C#N- InChIKey
OZAIFHULBGXAKX-UHFFFAOYSA-N- Summenformel
- C8H12N4
- Durchschnittliche Molmasse
- 164,21 g/mol
- Monoisotopische Masse
- 164,1061964
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- Azobisisobutyronitrile
- IUPAC
- 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile
- Lokaler Name
- 2,2'-Dimethyl-2,2'-azodipropiono-nitril
- Englischer Name
- AIBN
- Summenformel
- C8H12N4
- Molmasse
- 164.21
Namen und Synonyme
78-67-12,2'-Azobis(2-methylpropionitrile)AzobisisobutyronitrileAzdhPorofor NAceto AZIBPianofor anPorofor 57Azobis(isobutyronitrile)Chkhz 57VAZO 64AZODIISOBUTYRONITRILE
Weitere Namen anzeigen
AIBNABINAZOISOBUTYRONITRILEAIVN2,2'-Azobisisobutyronitrile2,2-AZOBIS(2-METHYLPROPIONITRILE)ALPHA,ALPHA'-AZOISOBUTYRONITRILEPropanenitrile, 2,2'-azobis[2-methyl-
2,2'-Azobis(2-methylpropanenitrile)DTXSID10264572,2'-azobis(2-cyanopropane)PERKADOX AIBNDTXCID60809637alpha,alpha'-azobis(isobutyronitrile)Azobis[isobutyronitrile]2,2'-Azobis[2-methylpropionitrile]
Datenbank-Bezeichner
- CAS
34241-39-9、78-67-1- PubChem CID
- 6547
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 1,3
- Polarare Oberfläche (TPSA)
- 72,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 251
Experimentelle und physikochemische Eigenschaften
Chemical Classes
Nitrogen Compounds -> Nitriles
Flammable agents - 3rd degree
SpringerMaterials PropertiesBoiling point
Density1.1 g/cm³
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
Melting Point221 °F (105 °C)
Vapor Pressure
0.0067 [mmHg]
Vapor pressure, Pa at 20 °C:
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
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)
Gefahrenhinweise
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)
REACH registered substance: 2,2'-dimethyl-2,2'-azodipropiononitrile (EC: 201-132-3)
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.)
Other Safety InformationIMAP assessments - Propanenitrile, 2,2'-azobis[2-methyl-: Human health tier I assessment
DOT LabelFlammable Solid
Fire Hazards
Excerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesIN ORGANISM, FORMS HCN WHICH IS FOUND IN BLOOD, LIVER & BRAIN.
Verwendung und Herstellung
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.
U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesOther
Industry UsesChain transfer agent
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
Anwendungen
VerwendenUsed 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
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