2,2-DIMETHOXYPROPIONIC ACID METHYL ESTER Chemical Properties

Boiling point:

70 °C / 13mmHg

Density 

1.07

refractive index 

1.4100-1.4120

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

color 

Colorless to Almost colorless

CAS DataBase Reference

10076-48-9

Safety Information

HS Code 

2918.19.9000

2,2-DIMETHOXYPROPIONIC ACID METHYL ESTER Usage And Synthesis

Synthesis

General procedure for the synthesis of methyl 2,2-dimethoxypropionate from methyl pyruvate and trimethyl orthoformate: 100 g (979 mmol) of methyl pyruvate was mixed with 135 g (1273 mmol) of trimethyl orthoformate in 240 ml of methanol. After adding 0.96 g (9.79 mmol) of concentrated sulfuric acid, the mixture was heated to reflux for 4 hours. Subsequently, the solvent was distilled out over 2 h. The crude product was cooled to 10 °C and added to a solution of 2.4 g of potassium hydroxide in 1200 ml of water at 10 °C. After repeated extraction with ether, the organic phases were combined and dried over anhydrous sodium sulfate, filtered and concentrated. The residue was distilled under reduced pressure and the fractions with boiling points of 50-55°C (10 mbar) were collected. Finally 118 g (77% yield) of the target product was obtained.1H NMR (CDCl3) data were as follows: δ = 1.53 (s, 3H, C-CH3), 3.29 (s, 6H, CH3-OCO-CH3), 3.82 (s, 3H, COOCH3).

References

[1] Journal of the American Chemical Society, 1983, vol. 105, # 7, p. 2021 - 2029
[2] Patent: US2015/245616, 2015, A1. Location in patent: Paragraph 0189; 0190

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