2,2'-AZOBIS(2-METHYLBUTYRONITRILE)

PRODUCT IDENTIFICATION
CAS NO. 13472-08-7

2,2'-AZOBIS(2-METHYLBUTYRONITRILE)
EINECS NO. 236-740-8
FORMULA C10H16N4
MOL WT. 192.26
H.S. CODE 2927.00
TOXICITY Oral rat LD50: 982mg/kg
SYNONYMS 2,2'-azobisisoamylonitrile; 2,2'-azodi-(2-methylbutyronitrile);
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white to off-white powder
MELTING POINT 49 - 52 C (Decomposes)
BOILING POINT  
SPECIFIC GRAVITY

 
SOLUBILITY IN WATER Insoluble (Soluble in toluene, lower alcohols)
AUTOIGNITION  
VAPOR DENSITY  

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT

 
STABILITY Unstable (shock sensitive, explosive decomposition by acetone, thermally unstable)

APPLICATIONS
Azo is the prefix for the group -N=N- or a combining form of azote which share the core azobenzene structure. Azo compounds have a general molecular formula of R-N=N-R', where R is aryl, heteroaryl, -CH=C(OH)- or aliphatic. The extended delocalization of electrons in the benzene and azo groups forms a conjugated system absorbing visible frequencies of light. Aromatic groups provide characteristic colors of red, orange, and yellow. This is the fundamental structure of azo dyes. Aliphatic azo compounds are unstable and the loss of nitrogen gas occurs by the simultaneous cleavage of carbon-nitrogen bonds, resulting in carbon-centered radicals. some aliphatic azo compounds are utilized as radical initiators. Azobisisobutyronitrile is used as an initiator of free radical reactions for the production of polymer (polyvinyl chloride, polyacrylonitrile, polyvinyl alcohol and synthetic fibers) and as a blowing agent for plastics and elastomers.

Some Azocompound initiators include:

  • 2,2'-Azobis(2-methylpropionamidine) dihydrochloride  (CAS #: 2997-92-4)
  • 2,2'-Azobis(2-methylpropionitrile) (CAS #: 78-67-1)
  • 2,2'-Azobis(2-methylbutanenitrile) (CAS #: 13472-08-7)
  • 4,4'-Azobis(4-cyanovaleric acid) (CAS #: 2638-94-0)
  • 2,2'-Azobis(2,4-dimethylvaleronitrile) (CAS #: 4419-11-8)
  • 1,1'-Azobis(cyanocyclohexane) (CAS #: 2094-98-6)
  • 4,4'-Azobis(4-cyanovaleric Acid) (CAS #: 2638-94-0)
  • 1,1'-Azobis(N,N-dimethylformamide) (CAS #: 10465-78-8)
  • 2,2'-Azobis(4-methoxy-2,4-dimethylvaleronitrile) (CAS #: 15545-97-8)
  • 2,2'-Azobis(2-methylbutyronitrile) (CAS #: 13472-08-7)
  • 2,2'-Azobis(2,4,4-trimethylpentane) (CAS #: 39148-34-0)
Polymerization is initiated generally by free radical. There are four types of free radical initiators which initiate polymerization.
  • Peroxides including hydroperoxides (tertiary-butyl hydroperoxide, benzoylperoxide)
  • Azocompound thermal initiators (azoisobutyronitrile)
  • Redoxinitiators (mixture of iron(III) acetylacetonate): free radicals are formed by one-electron transferreactions. Useful in low temperature and emulsion polymerization
  • Photoinitiators (benzoin, benzil dimethylketal)
SALES SPECIFICATION

APPEARANCE

 white to off-white crystal or crystalline powder
PURITY

99.0% min

MELTING POINT

49 - 52 C

VOLATILES

1.0% max
TRANSPORTATION
PACKING 25kgs in bag
HAZARD CLASS 4.1
UN NO. 3236
OTHER INFORMATION
Hazard Symbols: F XN, Risk Phrases: 11-22, Safety Phrases: 16-47