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Merck
CN

221457

N,N-Dimethylhydroxylamine hydrochloride

99%

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About This Item

Linear Formula:
(CH3)2NOH · HCl
CAS Number:
Molecular Weight:
97.54
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
240-691-8
Beilstein/REAXYS Number:
3905683
MDL number:
Assay:
99%
Form:
solid
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Product Name

N,N-Dimethylhydroxylamine hydrochloride, 99%

InChI key

HWWVAHCWJLGKLW-UHFFFAOYSA-N

InChI

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

SMILES string

Cl[H].CN(C)O

assay

99%

form

solid

mp

107-109 °C (lit.)

functional group

amine

Quality Level

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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.

General description

N,N-Dimethylhydroxylamine hydrochloride is an organic compound often used as an organocatalyst to increase Morita-Baylis-Hillman reaction rate by reducing the activation energy of the rate-limiting aldol step.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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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