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Merck
CN

121967

Aminoacetaldehyde dimethyl acetal

99%

Synonym(s):

2,2-Dimethoxyethylamine

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About This Item

Linear Formula:
NH2CH2CH(OCH3)2
CAS Number:
Molecular Weight:
105.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
245-026-5
Beilstein/REAXYS Number:
741868
MDL number:
Assay:
99%
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Quality Level

assay

99%

refractive index

n20/D 1.417 (lit.)

bp

135-139 °C/95 mmHg (lit.)

density

0.965 g/mL at 25 °C (lit.)

functional group

acetal, amine, ether

SMILES string

COC(CN)OC

InChI

1S/C4H11NO2/c1-6-4(3-5)7-2/h4H,3,5H2,1-2H3

InChI key

QKWWDTYDYOFRJL-UHFFFAOYSA-N

General description

Aminoacetaldehyde dimethyl acetal reacts with sulfone, followed by hydrolysis and reductive amination by adding desired piperazine derivative to yield piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine.

Aminoacetaldehyde dimethyl acetal is used as a building block for the synthesis of various acylated and sufonylated oxyenamides.

Application

Aminoacetaldehyde dimethyl acetal was used in a study to develop a fluorescent substrate for aldehyde dehydrogenase. It was used in preparation of chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol). It was used in an efficient 3-step synthesis of a bicyclic proline analog from L-ascorbic acid and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates.


pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Stereoselective Synthesis of 2-Oxyenamides
Krieg, Sara-Cathrin and Grimmer
European Journal of Organic Chemistry (2022)
Chi B Vu et al.
Bioorganic & medicinal chemistry letters, 14(19), 4835-4838 (2004-09-03)
Piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine have recently been shown to be potent and selective adenosine A(2a) receptor antagonists. We now demonstrate that potent and selective A(2a) receptor antagonists could still be obtained when the arylpiperazines are separated from the triazolotriazine core
Improved synthesis of imidazole-2-carboxaldehyde, imidazole-2-carboxylic acid, and ethyl imidazole-2-carboxylate
Galeazzi, Eduviges and Guzman
The Journal of Organic Chemistry, 60, 1090-1092 (1995)



Global Trade Item Number

SKUGTIN
121967-100ML04061838719720
121967-25ML04061838719737
121967-500ML04061837013904