Skip to Content
Merck
All Photos(2)

Documents

440914

Sigma-Aldrich

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

powder or granules, 97%

Synonym(s):

α,α′-Azodiisobutyramidine dihydrochloride, AAPH

Sign Into View Organizational & Contract Pricing
All Photos(2)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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.
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
View All Related Papers

Articles

Micro Review of RAFT Polymerization

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

Protocols

Preparation of Monodisperse Polymer Spheres

Polymeric spheres serve as crystal templates. Synthesis methods yield large quantities.

Concepts and Tools for RAFT Polymerization

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

Polymerizing via ATRP

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service