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Sigma-Aldrich

Aminoacetaldehyde dimethyl acetal

99%

Sinónimos:

2,2-Dimethoxyethylamine

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25 ML
$66.50
100 ML
$176.00
500 ML
$683.00

About This Item

Fórmula lineal:
NH2CH2CH(OCH3)2
Número de CAS:
22483-09-6
Peso molecular:
105.14
Beilstein:
741868
Número CE:
245-026-5
Número MDL:
MFCD00008135
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24847473
NACRES:
NA.22

$66.50

Disponible para envío el10 de abril de 2025Detalles

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Nivel de calidad

200

Ensayo

99%

índice de refracción

n20/D 1.417 (lit.)

bp

135-139 °C/95 mmHg (lit.)

densidad

0.965 g/mL at 25 °C (lit.)

grupo funcional

acetal
amine
ether

cadena SMILES

COC(CN)OC

InChI

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

Clave InChI

QKWWDTYDYOFRJL-UHFFFAOYSA-N

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Descripción general

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[1].

Aminoacetaldehyde dimethyl acetal is used as a building block for the synthesis of various acylated and sufonylated oxyenamides.[2] [3]

Aplicación

Aminoacetaldehyde dimethyl acetal was used in a study to develop a fluorescent substrate for aldehyde dehydrogenase[4]. It was used in preparation of chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol)[5]. It was used in an efficient 3-step synthesis of a bicyclic proline analog from L-ascorbic acid[6] and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates[7].

Pictogramas

FlameCorrosion
GHS02,GHS05

Palabra de señalización

Danger

Frases de peligro

H226,H314

Clasificaciones de peligro

Flam. Liq. 3 - Skin Corr. 1B

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

111.2 °F - closed cup

Punto de inflamabilidad (°C)

44 °C - closed cup

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
STBJ7980
SHBK8628
STBH7464
STBH6699
SHBK2001

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Hitoshi Sashiwa et al.
Biomacromolecules, 4(5), 1244-1249 (2003-09-10)
Chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester, and poly(ethylene glycol) groups were prepared successfully using dendrimer acetal by reductive N-alkylation. The synthetic procedure could be accomplished by one-step reaction without organic solvent. The degree of substitution of
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
Stereoselective Synthesis of 2-Oxyenamides
Krieg, Sara-Cathrin and Grimmer
European Journal of Organic Chemistry (2022)
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)
R W Storms et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(16), 9118-9123 (1999-08-04)
Because hematopoietic stem cells are rich in aldehyde dehydrogenase (ALDH) activity, we developed a fluorescent substrate for ALDH, termed BODIPY aminoacetaldehyde (BAAA), and tested its potential for isolating primitive human hematopoietic cells. A population of cells with low orthogonal light
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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