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Merck
CN

194751

Sigma-Aldrich

N-tert-Butylhydroxylamine hydrochloride

≥98%

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About This Item

Linear Formula:
(CH3)3CNHOH · HCl
CAS Number:
Molecular Weight:
125.60
Beilstein:
3546053
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay

≥98%

form

solid

mp

183-185 °C (lit.)

SMILES string

Cl.CC(C)(C)NO

InChI

1S/C4H11NO.ClH/c1-4(2,3)5-6;/h5-6H,1-3H3;1H

InChI key

DCSATTBHEMKGIP-UHFFFAOYSA-N

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Application

N-tert-Butylhydroxylamine hydrochloride was used in spin trapping of short-lived radicals. It was also used in the synthesis of α-ketoamides and 3-spirocyclopropanated 2-azetidinones.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of alpha-ketoamides by a molecular-sieves-promoted formal oxidative coupling of aliphatic aldehydes with isocyanides.
Jean-Marie Grassot et al.
Angewandte Chemie (International ed. in English), 47(5), 947-950 (2007-12-20)
On the anti-aging activities of aminoguanidine and N-t-butylhydroxylamine.
A R Hipkiss
Mechanisms of ageing and development, 122(2), 169-171 (2001-02-13)
David W Killilea et al.
Antioxidants & redox signaling, 5(5), 507-516 (2003-10-29)
Iron accumulates as a function of age in several tissues in vivo and is associated with the pathology of numerous age-related diseases. The molecular basis of this change may be due to a loss of iron homeostasis at the cellular
C Lagercrantz
Free radical research communications, 14(5-6), 395-407 (1991-01-01)
Spin trapping of short-lived R. radicals is done by use of N-tert-butylhydroxylamine (1) and H2O2. The hydroxylamine is oxidized to the radical t-BuN(O)H (2) which is converted into the spin trap 2-methyl-2-nitrosopropane (3). Simultaneously, hydroxyl radicals .OH are formed from
Jin Hyup Lee et al.
Carcinogenesis, 25(8), 1435-1442 (2004-03-16)
Exposure of cells to ionizing radiation leads to formation of reactive oxygen species (ROS) that are associated with radiation-induced cytotoxicity. Therefore, compounds that scavenge ROS may confer radioprotective effects. Recently, it has been shown that the decomposition product of the

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