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Key Documents

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.)

functional group

amine

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+)
C T Evelo et al.
Blood cells, molecules & diseases, 24(3), 280-295 (1998-08-28)
The toxic potency of three industrially used hydroxylamines was studied in human blood cells in vitro. The parent compound hydroxylamine and the O-ethyl derivative gave very similar results. Both compounds induced a high degree of methemoglobin formation and glutathione depletion.
J Taira et al.
Biochimica et biophysica acta, 1336(3), 502-508 (1997-11-21)
Hydroxylamine (HA), which is a natural product of mammalian cells, has been shown to possess vasodilatory properties in several model systems. In this study, HA and methyl-substituted hydroxylamines, N-methylhydroxylamine (NMHA) and N,N-dimethylhydroxylamine (NDMHA), have been tested for their ability to

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