2,2'-Dimethyl-2,2'-azodipropiono-nitril

Azobisisobutyronitrile

HCID 6547CAS 34241-39-9

Grundinformationen

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
164,10619638

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
DTXSID
DTXSID1026457
ChEMBL
CHEMBL1886625
ChEBI
CHEBI:189360
UNII
FZ6PX8U5YB
EC Number
201-132-3、829-366-7
Nikkaji
J1.955K、J3.670.816F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,3
Polarare Oberfläche (TPSA)
72,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Nitrogen Compounds -> Nitriles

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
Density1.1 g/cm³
Color/Form · 2 Einträge

CRYSTALS FROM ETHANOL + WATER

WHITE POWDER

Solubility · 3 Einträge

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)

Physikochemische Eigenschaften

Schmelzpunkt
102 · 102-104 °C (dec.)(lit.)
Siedepunkt
281.68 °C · 281.68°C (rough estimate)
Dichte
1.11 · 1.11
Dampfdruck
0.81 Pa · 0.81Pa at 24.85℃
Brechungsindex
20 · n20/D1.495
Flammpunkt
4 ℃ · 4℃

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

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 · 5 Einträge

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.)

Other Safety InformationIMAP assessments - Propanenitrile, 2,2'-azobis[2-methyl-: Human health tier I assessment
DOT LabelFlammable Solid
Fire Hazards · 2 Einträge

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.

Health HazardsExcerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Hazards Summary · 1 Eintrag

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.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

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 · 4 Einträge

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 .

First AidExcerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Safe StorageFireproof. Cool. Separated from strong oxidants and incompatible materials. See Chemical Dangers.
Nonfire Spill ResponseExcerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Spillage Disposal · 1 Eintrag

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.

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Signs and SymptomsHeadache. Nausea. Weakness. Convulsions.
ICSC Environmental DataThe substance is harmful to aquatic organisms. The substance may cause long-term effects in the aquatic environment.
Human Toxicity ExcerptsMAY BE TOXIC BY INGESTION.
Probable Routes of Human Exposure...IS TOXIC, & RELEASES NITROGEN GAS & RESIDUE OF TETRAMETHYL SUCCINIC DINITRILE, WHICH PERSISTS IN FOAM. THIS COMPD...HAS BEEN BELIEVED TO BE CAUSE OF HEADACHE, NAUSEA, & OTHER ILL-DEFINED SYSTEMIC COMPLAINTS IN WORKERS.

Sicherheitsdaten

F
4.4
wgk
2
tsca
TSCA listed
ridadr
UN 3234 4.1
hs_code
29269090
RTECS-Nr.
UG0800000

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesIN ORGANISM, FORMS HCN WHICH IS FOUND IN BLOOD, LIVER & BRAIN.

Verwendung und Herstellung

Uses · 5 Einträge

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 · 2 Einträge

...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 · 2 Einträge

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

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Anbieter50 Anbieter

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: (E)-Azobis(isobutyronitrile) is an azo compound.

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