Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

11590

Sigma-Aldrich

4,4′-Azobis(4-cyanovaleric acid)

≥98.0% (T)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HOCOCH2CH2C(CH3)(CN)N=NC(CH3)(CN)CH2CH2COOH
CAS Number:
2638-94-0
Molecular Weight:
280.28
Beilstein:
1729856
EC Number:
220-135-0
MDL number:
MFCD00002799
UNSPSC Code:
12352100
PubChem Substance ID:
57646934
NACRES:
NA.22

Quality Level

200

Assay

≥98.0% (T)

form

solid

impurities

≤1% water

mp

118-125 °C (dec.) (lit.)

functional group

azo
carboxylic acid
nitrile

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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
GHS02

Signal Word

Danger

Hazard Statements

H242

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCD8612
BCCC1550
BCBX6377
BCBV5935
BCBR4351V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

2-Cyano-2-propyl benzodithioate >97% (HPLC)

Sigma-Aldrich

722987

2-Cyano-2-propyl benzodithioate

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
View All Related Papers

Articles

Initiator/Stabilizer FAQs

An article regarding common FAQs for initiators and stabilizers.

A Micro Review of Reversible Addition/Fragmentation Chain Transfer (RAFT) Polymerization

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

Tools for Performing ATRP

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

See All

Protocols

Typical Procedures for Polymerizing via RAFT

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.

Concepts and Tools for RAFT Polymerization

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

Typical Procedures for Polymerizing via ATRP

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service