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257494

Sigma-Aldrich

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:
2154-70-3
Molecular Weight:
167.23
MDL number:
MFCD00010548
UNSPSC Code:
12352000
PubChem Substance ID:
24855418
NACRES:
NA.22

grade

for ESR-spectroscopy

Quality Level

100

form

solid

mp

31-33 °C (lit.)

functional group

nitrile

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

RQRRZZIMMXPAGX-UHFFFAOYSA-N

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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD3120
09227AE
14426AU
12924CG
06203HZ

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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
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)
Scavenging of superoxide anion radical by chaparral
Zang L-Y, et al.
Molecular and Cellular Biochemistry, 196(1-2), 157-161 (1999)
Effect of chlorogenic acid on hydroxyl radical
Zhang L-Y, et al.
Molecular and Cellular Biochemistry, 247(1-2), 205-210 (2003)

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