Aminoacetaldehyde dimethyl acetal Chemical Properties

Melting point:

-78°C

Boiling point:

135-139 °C/95 mmHg (lit.)

Density 

0.965 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.417(lit.)

Flash point:

128 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

soluble in Chloroform, Methanol

pka

6.95±0.10(Predicted)

form 

Liquid

color 

Clear colorless to pale yellow

Water Solubility 

miscible

BRN 

741868

InChI

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

InChIKey

QKWWDTYDYOFRJL-UHFFFAOYSA-N

SMILES

COC(CN)OC

CAS DataBase Reference

22483-09-6(CAS DataBase Reference)

NIST Chemistry Reference

Aminoacetaldehyde dimethyl acetal(22483-09-6)

EPA Substance Registry System

Ethanamine, 2,2-dimethoxy- (22483-09-6)

Safety Information

Hazard Codes 

C,F,Xi

Risk Statements 

10-34-36/37/38

Safety Statements 

26-36/37/39-45-16-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

2

Hazard Note 

Flammable/Corrosive

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

III

HS Code 

29225000

Storage Class

3 - Flammable liquids

Hazard Classifications

Flam. Liq. 3
Skin Corr. 1B

MSDS

• Language:English Provider:2,2-Dimethoxyethylamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Aminoacetaldehyde dimethyl acetal Usage And Synthesis

Description

Aminoacetaldehyde dimethyl acetal, also known as 2,2-dimethoxy-ethylamine, is a critical intermediate in the synthesis of ivabradine hydrochloride, proline analogs, praziquantel, and other raw materials. The existing process for producing aminoacetal dimethyl acetate uses vinyl acetate as the starting material, and the target product is synthesized through bromination, Gabriel synthesis, and hydrazinolysis.

Chemical Properties

clear colorless to pale yellow liquid

Uses

Amino acetaldehyde dimethyl 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 synthesis of a bicyclic proline analog from L-ascorbic acid and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates.

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.

Synthesis

1) to disposable in container, add the ammonia soln that monochloroacetaldehyde dimethyl acetal and concentration are 10～40%, stir;
2) by step 1) in reaction solution stir, this reaction solution is warming up to 100～150 ℃;
3) by step 2) in reaction solution distill, reclaim ammoniacal liquor, until steam without obvious cut;
4) in step 3) in reaction solution in to add concentration be 20%～50% aqueous sodium hydroxide solution, regulate pH to 12～14;
5) by step 4) in solution carry out rectifying, collect colourless and light yellow transparent liquid, be target product aminoacetaldehyde dimethyl acetal.

Purification Methods

Dry the acetal over KOH pellets and distil it through a 30cm vacuum jacketed Vigreux column (p 11). [Lawson J Am Chem Soc 75 3398 1953, Erickson et al. J Am Chem Soc 77 6640 1955, Beilstein 4 IV 1918.]

Aminoacetaldehyde dimethyl acetal(22483-09-6)Related Product Information

• ETHANE
• 1,2-Dimethoxyethane
• Acetylacetaldehyde dimethyl acetal
• 4-Chlorobutanal dimethyl acetal
• Methylglyoxal 1,1-dimethyl acetal
• 2-METHOXYETHYLAMINE
• Bromoacetaldehyde diethyl acetal
• Bromoacetaldehyde dimethyl acetal
• Dimethyldimethoxysilane
• Dimethyl fumarate
• Dimethyl carbonate
• Dimethyl sulfoxide
• Chloroacetaldehyde diethyl acetal
• Chloroacetaldehyde dimethyl acetal
• Dacthal
• Triethylamine
• Dimethoxymethane
• Acetal