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440914

Sigma-Aldrich

2,2′-Azobis(2-methylpropionamidine) dihydrochloride

powder or granules, 97%

Synonym(s):

α,α′-Azodiisobutyramidine dihydrochloride, AAPH

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About This Item

Linear Formula:
[=NC(CH3)2C(=NH)NH2]2·2HCl
CAS Number:
2997-92-4
Molecular Weight:
271.19
Beilstein:
3718854
EC Number:
221-070-0
MDL number:
MFCD00142725
UNSPSC Code:
12162002
PubChem Substance ID:
24867630
NACRES:
NA.23

Assay

97%

form

powder or granules

t1/2

10 hr(56 °C)

mp

175-177 °C (lit.)

solubility

acetone, dioxane, methanol, ethanol, DMSO and water: soluble

SMILES string

Cl.Cl.CC(C)(\N=N\C(C)(C)C(N)=N)C(N)=N

InChI

1S/C8H18N6.2ClH/c1-7(2,5(9)10)13-14-8(3,4)6(11)12;;/h1-4H3,(H3,9,10)(H3,11,12);2*1H/b14-13+;;

InChI key

LXEKPEMOWBOYRF-QDBORUFSSA-N

Related Categories

Application

Free radical initiator.
Polymerization initiator for acrylic, vinyl and allyl monomers.

Features and Benefits

Undergoes first order decomposition to a cationic radical. Decomposes on exposure to UV. Compatible with cationic surfactants. Decomposition rate is pH dependent

Signal Word

Danger

Hazard Statements

H251,H302,H317,H319,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Self-heat. 1 - Skin Sens. 1

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Nitya Jani et al.
Journal of pharmacological and toxicological methods, 65(3), 142-146 (2012-04-18)
Radical-induced haemolysis has been employed by many investigators to determine the antioxidant capacity of novel compounds. However the free radical generator 2,2'-azobis (2-amidinopropane) dihydrochloride (AAPH) results in the complete depletion of intracellular reduced glutathione (GSH) in cells that can no
Jia-Yu Wang et al.
Biomacromolecules, 13(9), 2616-2623 (2012-07-20)
PEO-PPO-PEO triblock copolymers have opposing effects on lipid membrane integrity: they can behave either as membrane sealants or as membrane permeabilizers. To gain insights into their biomembrane activities, the fundamental interactions between a series of PEO-based polymers and phospholipid vesicles
Chuan Xiao et al.
European journal of medicinal chemistry, 53, 159-167 (2012-04-24)
A series of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety were synthesized and their antioxidant activities were evaluated in AAPH (2,2'-azobis(2-amidinopropane hydrochloride))-induced oxidation of DNA, and in trapping DPPH (2,2'-diphenyl-1-picrylhydrazyl) and ABTS(+•) (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical), respectively. Among coumarin derivatives, 3a-d and 4a-c
Shawn N Watson et al.
Neurobiology of aging, 34(2), 610-620 (2012-03-31)
Memory failure associated with changes in neuronal circuit functions rather than cell death is a common feature of normal aging in diverse animal species. The (neuro)biological foundations of this phenomenon are not well understood although oxidative stress, particularly in the
A Nakajima et al.
Analytical and bioanalytical chemistry, 403(7), 1961-1970 (2012-05-01)
The characteristics of the spin-trapping reaction in the oxygen radical absorbance capacity (ORAC)-electron spin resonance (ESR) assay were examined, focusing on the kind of spin traps. 2,2-Azobis(2-amidinopropane) dihydrochloride (AAPH) was used as a free radical initiator. The spin adducts of
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