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Sigma-Aldrich

4,4′-Azobis(4-cyanovaleric acid)

≥98.0% (T)

Synonym(s):

4,4′-Azobis(4-cyanopentanoic acid), ABCVA, ACVA

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About This Item

Linear Formula:
HOCOCH2CH2C(CH3)(CN)N=NC(CH3)(CN)CH2CH2COOH
CAS Number:
Molecular Weight:
280.28
Beilstein:
1729856
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (T)

form

solid

impurities

≤1% water

mp

118-125 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

CC(CCC(O)=O)(\N=N\C(C)(CCC(O)=O)C#N)C#N

InChI

1S/C12H16N4O4/c1-11(7-13,5-3-9(17)18)15-16-12(2,8-14)6-4-10(19)20/h3-6H2,1-2H3,(H,17,18)(H,19,20)/b16-15+

InChI key

VFXXTYGQYWRHJP-FOCLMDBBSA-N

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Application

4,4′-Azobis(4-cyanovaleric acid) has been used in the preparation of polystyrene particles by polymerizing styrene in ethyl alcohol.

Biochem/physiol Actions

4,4′-azobis(4-cyanovaleric acid) is an azo-initiator that induces lipid peroxidation of sunflower oil.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Self-react. D

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ray Chang et al.
Polymers, 10(10) (2019-04-10)
Temperature stimulus, easy modulation in comparison to other environmental stimuli, makes thermo-responsive nanocarriers popular in the applications of controlled drug release for cancer therapy. In this study, photosensitive sodium copper chlorophyllin (SCC) was incorporated into thermo-responsive polymeric nanogels consisted of
Uniform polymer particles by dispersion polymerization in alcohol.
Journal of Polymer Science Part A: Polymer Chemistry, 24(11), 2995-3007 (1986)
Maraíssa S Franco et al.
Journal of chromatography. A, 1597, 149-158 (2019-03-30)
This paper addresses the evaluation of a new amphiphilic nanoparticle supported on silica and its application as sorbent in on-line solid phase extraction. The investigated sorbent material is a copolymer composed by [2- (Acryloyloxy) ethyl] trimethylammonium chloride (block A) and
A Zaidi et al.
Free radical biology & medicine, 27(7-8), 810-821 (1999-10-09)
The regulation of free intracellular calcium [Ca2+]i is altered in neurons from the aged brain, possibly due to reductions in the activity of Ca2+ transporters. The plasma membrane Ca(2+)-ATPase (PMCA) plays a critical role in Ca2+ homeostasis, and its kinetic
J A Tripp et al.
Journal of combinatorial chemistry, 3(2), 216-223 (2001-04-13)
Polyethylene encased porous poly(chloromethylstyrene-co-divinylbenzene) disks have been prepared by polymerization in a cylindrical glass mold and cut to a disk format. Following attachment of a free radical azo initiator 4,4'-azobis(4-cyanovaleric acid) to available functionalities at the surface of the pores

Articles

We presents an article regarding common FAQ's for initiators and stabalizers

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Tools for Performing ATRP

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

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Protocols

Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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