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Merck
CN

257494

3-Cyano-PROXYL

for ESR-spectroscopy

Synonym(s):

3-Cyano-2,2,5,5-tetramethyl-1-pyrrolidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C9H15N2O
CAS Number:
Molecular Weight:
167.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
MDL number:
Form:
solid
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InChI

1S/C9H15N2O/c1-8(2)5-7(6-10)9(3,4)11(8)12/h7H,5H2,1-4H3

SMILES string

CC1(C)CC(C#N)C(C)(C)N1[O]

InChI key

RQRRZZIMMXPAGX-UHFFFAOYSA-N

form

solid

mp

31-33 °C (lit.)

functional group

nitrile

storage temp.

2-8°C

Quality Level

General description

Spin label

Application

3-Cyano-PROXYL is a stable free radical that can be used in the ESR technique as a nitroxide standard:
  • For the estimation of relative concentrations of the spin adducts of 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) with ·OH and O2.- radicals.
  • For the determination of free radicals present in an aqueous cigarette tar extract.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Scavenging of superoxide anion radical by chaparral
Zang L-Y, et al.
Molecular and Cellular Biochemistry, 196(1-2), 157-161 (1999)
Detection of free radicals in aqueous extracts of cigarette tar by electron spin resonance
Zang L-Y, et al.
Free radical biology & medicine, 19(2), 161-167 (1995)
Effect of chlorogenic acid on hydroxyl radical
Zhang L-Y, et al.
Molecular and Cellular Biochemistry, 247(1-2), 205-210 (2003)
S M Hahn et al.
Radiation research, 132(1), 87-93 (1992-10-01)
The nitroxide Tempol, a stable free radical, has recently been shown to protect mammalian cells against several forms of oxidative stress including radiation-induced cytotoxicity. To extend this observation, six additional water-soluble nitroxides with different structural features were evaluated for potential

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