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Merck
CN

215430

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone

99%

Synonym(s):

N-(4-Pyridylmethylene)-tert-butylamine N,N′-dioxide, N-tert-Butyl-α-(4-pyridyl)nitrone N′-oxide, POBN

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O2
CAS Number:
Molecular Weight:
194.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
266-512-3
Beilstein/REAXYS Number:
1453764
MDL number:
Assay:
99%
Form:
solid
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Quality Level

assay

99%

form

solid

mp

183-185 °C (lit.)

solubility

water: soluble 10 mg/mL, clear, colorless to faintly yellow

functional group

amine

SMILES string

CC(C)(C)\[N+]([O-])=C/c1cc[n+]([O-])cc1

InChI

1S/C10H14N2O2/c1-10(2,3)12(14)8-9-4-6-11(13)7-5-9/h4-8H,1-3H3/b12-8+

InChI key

RNRMWTCECDHNQU-XYOKQWHBSA-N

Application

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone was used as spin trapping agent to detect:
  • the formation of hydroxyl radical adducts during decomposition of hydrogen peroxide in the presence of nickel (II) oligopeptides
  • hydroxyl radicals and selenide radical anions
Spin trap reagent used to measure ethanol oxidation to 1-hydroxyethyl radical (HER) which can bind to protein. Has also been used in studies of DNA methylation, iron-mediated polyunsaturated fatty acid peroxidation, and free-radical formation by Alzheimer β-amyloid peptide. The formation of hydroxyl radical in chondrocytes and cartilage has been detected using POBN.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Bulletin of the Chemical Society of Japan, 64, 1976-1976 (1991)
Measurement of hydroxyl radical activity in a soil slurry using the spin trap a-(4-pyridyl-1-oxide)-N-tert-butylnitrone.
Huling SG, et al.
Environmental Science & Technology, 32(21), 3436-3441 (1998)
J. Photochem. Photobiol., A, 56, 89-89 (1991)



Global Trade Item Number

SKUGTIN
215430-1G04061838773739