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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A New Three-Component Cascade Reaction to Yield 3-Spirocyclopropanated?-Lactams.
Zanobini A, et al.
European Journal of Organic Chemistry, 2006(5), 1251-1255 (2006)
Ludmila A Voloboueva et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 21(14), 4077-4086 (2007-07-28)
Age-related macular degeneration (AMD) is the leading cause of severe visual impairment in the elderly in developed countries. AMD patients have elevated levels of iron within the retinal pigment epithelia (RPE), which may lead to oxidative damage to mitochondria, disruption
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)
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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