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Merck
CN

300721

Di-tert-butyl nitroxide

technical grade, 90%

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About This Item

Linear Formula:
[(CH3)3C]2NO
CAS Number:
Molecular Weight:
145.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
EC Number:
219-298-0
MDL number:
Assay:
90%
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InChI key

CKJMHSMEPSUICM-UHFFFAOYSA-N

InChI

1S/C8H18NO/c1-7(2,3)9(10)8(4,5)6/h1-6H3

SMILES string

CC(C)(C)N([O])C(C)(C)C

grade

technical grade

assay

90%

refractive index

n20/D 1.435 (lit.)

bp

74-75 °C/34 mmHg (lit.)

functional group

amine

storage temp.

2-8°C

Application

Di-tert-butyl nitroxide (DTBN) can be used as:
  • An additive for the synthesis of N-sulfenylimines by oxidative coupling of amines and disulfides or thiols using a copper-based metal-organic framework (MOF) as a catalyst.
  • An initiator in the controlled radical polymerization reactions.
  • A reagent in the preparation of N-aroyl-o-aroyl-N-tert-butylhdroxylamines by reacting with aromatic acid chlorides.

Reagent for the room-temperature oxidation of primary and secondary benzylamines to imines and for the ESR study of Lewis acid centers in Zeolite X.
Spin label. Has been used in localization of lipid microdomains and thermal phenomena in murine stratum corneum.

signalword

Warning

pictograms

FlameExclamation mark

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Limitations in the synthesis of high molecular weight polymers via nitroxide-mediated controlled radical polymerization: modeling studies
Kruse TM, et al.
Macromolecules, 36(20), 7812-7823 (2003)
The Journal of Organic Chemistry, 50, 5382-5382 (1985)
S J Rehfeld et al.
The Journal of investigative dermatology, 91(5), 499-505 (1988-11-01)
Lipids appear to play a critical role as regulators of stratum corneum desquamation. In this study, we observed discrete lipid phase transitions at physiologic temperatures in both normal human scale (NHS) and in lipid extracts of NHS by differential scanning
J Fuchs et al.
The Journal of investigative dermatology, 98(5), 713-719 (1992-05-01)
Electron paramagnetic resonance (EPR) is a spectroscopic technique that allows detection of paramagnetic compounds, e.g., free radicals, in skin, and is used for measuring skin membrane fluidity and polarity. EPR imaging is concerned with spatially resolved EPR spectroscopy. We studied
Heverton Silva Camargos et al.
Lipids, 45(5), 419-427 (2010-04-03)
In this work, we have used electron paramagnetic resonance (EPR) spectroscopy of the small spin label di-tert-butyl nitroxide (DTBN), which partitions the aqueous and hydrocarbon phases, to study the interaction of the terpenes alpha-terpineol, 1,8-cineole, L(-)-carvone and (+)-limonene with the

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