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11590

4,4′-Azobis(4-cyanovaleric acid)

≥98.0% (T)

4,4′-Azobis(4-cyanovaleric acid)

Synonym(s):

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

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25 G

$82.70

100 G

$201.00

$82.70


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About This Item

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

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Quality Level

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

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1 of 4

This Item
7424817685496738
assay

≥98.0% (T)

assay

≥98.0% (HPLC)

assay

≥97.0% (H-NMR)

assay

≥95.0% (H-NMR)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

mp

118-125 °C (dec.) (lit.)

mp

208-212 °C

mp

-

mp

-

form

solid

form

powder

form

crystals

form

crystals

impurities

≤1% water

impurities

≤1.0% water

impurities

-

impurities

-

Application

4,4′-Azobis(4-cyanovaleric acid) has been used in the preparation of polystyrene particles by polymerizing styrene in ethyl alcohol[1].

Biochem/physiol Actions

4,4′-azobis(4-cyanovaleric acid) is an azo-initiator that induces lipid peroxidation of sunflower oil[2].

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. D

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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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
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
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
Hassen Bouchékif et al.
The journal of physical chemistry. B, 111(38), 11120-11126 (2007-09-07)
The reversible addition-fragmentation chain transfer (RAFT) polymerization of N-isopropylacrylamide (NIPAM) was studied to determine the reasons for deviation of experimental molecular weights to lower molecular weight at high monomer conversion when S-1-dodecyl-S-(alpha,alpha'-dimethyl-alpha' '-acetic acid)trithiocarbonate (CTAm) and S,S-bis(alpha,alpha'-dimethyl-alpha' '-acetic acid)trithiocarbonate (CTAd)
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

Articles

An article regarding common FAQs for initiators and stabilizers.

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protocols

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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.

Questions

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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