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11590

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.)

functional group

azo

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD8612
BCCC1550
BCBX6377
BCBV5935
BCBR4351V

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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
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