4,4'-Azobis(4-cyanopentanoic acid)

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4,4'-Azobis(4-cyanopentanoic acid)
Skeletal formula of ACPA
Ball-and-stick model of the ACPA molecule
IUPAC name
4-Cyano-4-(2-cyano-5-hydroxy-5-oxopentan-2-yl)diazenylpentanoic acid
Other names
4,4-Azobis(4-cyanovaleric acid); 4,4-Azobis(cyanovaleric acid); 4,4′-Azobis(4-cyanopentanoic acid); ABCVA; ACVA
2638-94-0 YesY
3D model (Jmol) Interactive image
ChemSpider 83896 YesY
ECHA InfoCard 100.018.305
PubChem 92938
Molar mass 280.28 g/mol
Appearance White crystalline powder
Melting point 118 to 125 °C (244 to 257 °F; 391 to 398 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

4,4'-Azobis(4-cyanopentanoic acid) (ACPA) is a free radical initiator used in polymer synthesis. ACPA is a water-soluble initiator used in both heterogeneous and homogenous free-radical polymerizations. It is used as an initiator in reversible addition−fragmentation chain transfer polymerization (RAFT). When heated to decomposition, c. 70 °C, it releases N2 and produces 2 equivalents of reactive radicals capable of initiating polymerization.


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