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440914

Sigma-Aldrich

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

powder or granules, 97%

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Synonym(s):
α,α′-Azodiisobutyramidine dihydrochloride, AAPH
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

Quality Level

200

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Douglas Morisue Sartore et al.
Talanta, 219, 121185-121185 (2020-09-06)
An original, selective and automated method, for the microextraction by packed sorbent (MEPS) of Δ9-tetrahydrocannabinol (THC), 11-hydroxy-Δ9-tetrahydrocannabinol (THC-OH), and 11-nor-Δ9-tetrahydrocannabinol-9-carboxylic acid (THC-COOH) from human urine, was developed by using (i) a catechin-molded molecularly imprinted polymer (MIP), (ii) a new lab-made
Rong-Rong He et al.
PloS one, 8(3), e57732-e57732 (2013-03-08)
It is now well established that the developing embryo is very sensitive to oxidative stress, which is a contributing factor to pregnancy-related disorders. However, little is known about the effects of reactive oxygen species (ROS) on the embryonic cardiovascular system
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
Ju-Young Ko et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 52, 113-120 (2012-11-14)
We investigated the effects of bioactive-peptides from hydrolysates of flounder fish muscle (FFM) on antioxidant activity. The hydrolysates were prepared by enzymatic reactions of FFM using eight commercial proteases such as papain, pepsin, trypsin, neutrase, alcalase, kojizyme, protamex, and α-chymotrypsin.
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
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