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221457

Sigma-Aldrich

N,N-Dimethylhydroxylamine hydrochloride

99%

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About This Item

Linear Formula:
(CH3)2NOH · HCl
CAS Number:
Molecular Weight:
97.54
Beilstein:
3905683
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

mp

107-109 °C (lit.)

SMILES string

Cl[H].CN(C)O

InChI

1S/C2H7NO.ClH/c1-3(2)4;/h4H,1-2H3;1H

InChI key

HWWVAHCWJLGKLW-UHFFFAOYSA-N

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Application

N,N-Dimethylhydroxylamine hydrochloride was used in the synthesis of 4,4-dimethyl-2,5,5-triphenyl-l.3-dioxa-4-azonia-2-bora-5-boratacyclopentane. It was also used as a polymer-chain terminator.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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)

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A R Tunoori et al.
Organic letters, 2(25), 4091-4093 (2000-12-12)
[structure] The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with N,N-dimethylhydroxylamine to give the corresponding Weinreb amides in high yields. The reaction proceeds without racemization when optically active acids are used
Structural studies of organoboron compounds. XVI. Preparation and crystal and molecular structures of 4, 4-dimethyl-2, 5, 5-triphenyl-1, 3-dioxa-4-azonia-2-bora-5-boratacyclopentane and 4, 4, 5, 5-tetramethyl-2, 2-diphenyl-1, 3-dioxa-4-azonia-2-boratacyclopentane.
Canadian Journal of Chemistry, 62(5), 838-844 (1984)
Hana Popelkova et al.
Photosynthesis research, 110(2), 111-121 (2011-11-02)
The photosystem II (PSII) manganese-stabilizing protein (PsbO) is known to be the essential PSII extrinsic subunit for stabilization and retention of the Mn and Cl(-) cofactors in the oxygen evolving complex (OEC) of PSII, but its function relative to Ca(2+)
K Stolze et al.
Free radical research communications, 8(2), 123-131 (1990-01-01)
Nitroxide radicals have been detected in the methemoglobin formation reaction between oxyhemoglobin and the substituted hydroxylamine compounds, N-methylhydroxylamine and N,N-dimethylhydroxylamine, by ESR spectroscopy. The stability of these nitroxide radicals was considerably higher than that of the NH2O. radical derived from
A A Spooren et al.
Archives of toxicology, 71(5), 299-305 (1997-01-01)
Hydroxylamine (HYAM, HONH2) and some of its derivatives are known to cause erythrotoxic effects both in vitro and in vivo. Previous studies have shown that the primary in vitro effect of HYAM and O-ethyl hydroxylamine (OEH) is methaemoglobin formation, leading

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