440914

Sigma-Aldrich

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

granular, 97%

Synonym(s):
α,α′-Azodiisobutyramidine dihydrochloride, AAPH
Linear Formula:
=NC(CH3)2C(=NH)NH22·2HCl
CAS Number:
Molecular Weight:
271.19
Beilstein/REAXYS Number:
3718854
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

assay

97%

form

granular

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

Packaging

25, 100 g in poly bottle

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 Codes

Xn

Risk Statement

5-22-43

Safety Statement

24-37

RIDADR

UN3226 - class 4.1 - Self-reactive solid type D (2,2'-AZOBIS(2-AMIDINOPROPANE)-DIHYDROCHLORIDE)

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Olivier Mozziconacci et al.
Chemical research in toxicology, 25(9), 1842-1861 (2012-06-21)
Glutathione thiyl radicals (GS(•)) were generated in H(2)O and D(2)O by either exposure of GSH to AAPH, photoirradiation of GSH in the presence of acetone, or photoirradiation of GSSG. Detailed interpretation of the fragmentation pathways of deuterated GSH and GSH...
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...
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...
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....
Articles
We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.
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Tools for Performing ATRP
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We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.
Read More
Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization
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Protocols
Monodisperse, surfactant-free polymer spheres for use as colloidal crystal templates can be easily obtained in reasonably large quantities. Typical synthesis methods for poly(methyl methacrylate) (PMMA) and poly(styrene) (PS) by emulsifier free emulsion polymerization are described below and yield spheres several hundred nanometers in diameter.
Read More
Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.
Read More
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.
Read More
An article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.
Read More

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