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221457

Sigma-Aldrich

N,N-Dimethylhydroxylamine hydrochloride

99%

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About This Item

Lineární vzorec:
(CH3)2NOH · HCl
Číslo CAS:
16645-06-0
Molekulová hmotnost:
97.54
Beilstein/REAXYS Number:
3905683
EC Number:
240-691-8
MDL number:
MFCD00012600
UNSPSC Code:
12352100
PubChem Substance ID:
24853241
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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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.

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
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Osvědčení o analýze (COA)

Lot/Batch Number
0000268836
0000257418
0000207599
0000207563

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N-Phenylhydroxylamine ≥95.0%

Sigma-Aldrich

671576

N-Phenylhydroxylamine

Methoxyamine hydrochloride 98%

Sigma-Aldrich

226904

Methoxyamine hydrochloride

O-(Carboxymethyl)hydroxylamine hemihydrochloride 98%

Sigma-Aldrich

C13408

O-(Carboxymethyl)hydroxylamine hemihydrochloride

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+)
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
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
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
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