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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:
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.)

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
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

Certificates of Analysis (COA)

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B Pekiner et al.
Biochemistry and molecular biology international, 33(6), 1159-1167 (1994-08-01)
Haemolysis induced by a free radical initiator (4,4'azobis-(4-cyanovaleric acid) has been studied with transfusion blood. Azobis cyanovaleric acid caused an increase in haemolysis. The effect of alpha- and gamma-tocopherol, 2,2,5,7,8 pentamethyl-6-chromanol and 2,2,7,8 tetramethyl-6-chromanol on the red blood cell haemolysis
Eric D Nelson et al.
Journal of pharmaceutical sciences, 95(7), 1527-1539 (2006-05-26)
AIBN and ACVA oxidative forced degradation models are examined for two drug molecules whose predominant oxidation chemistries arise from different reaction mechanisms (i.e., free radical vs. nucleophilic). Stress was conducted under a variety of initiator concentrations, and under ambient and
Dragana D Cetojević-Simin et al.
Journal of medicinal food, 13(2), 452-459 (2010-02-23)
In this study we investigated antioxidative and antiproliferative activity of different horsetail (Equisetum arvense L.) extracts. The antioxidative activity was measured by the electron spin resonance (ESR) spectroscopy-spin trapping method. The influence of different horsetail extracts during lipid peroxidation of
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)
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