3,3-Dimethoxybutan-2-one Chemical Properties

Boiling point:

145-146 °C (lit.)

Density 

0.987 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.407(lit.)

Flash point:

113 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

liquid

color 

Clear, colourless

InChI

InChI=1S/C6H12O3/c1-5(7)6(2,8-3)9-4/h1-4H3

InChIKey

UFQBSPGKRRSATO-UHFFFAOYSA-N

SMILES

CC(=O)C(OC)(OC)C

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10

Safety Statements 

16

RIDADR 

UN 1224 3/PG 3

WGK Germany 

3

HazardClass 

3.2

PackingGroup 

III

HS Code 

29145000

MSDS

• Language:English Provider:SigmaAldrich

3,3-Dimethoxybutan-2-one Usage And Synthesis

Chemical Properties

Clear colorless liquid

Uses

3,3-Dimethoxybutan-2-one is used in preparation of 3-acetylpyrazole.

Uses

3,3-Dimethoxy-2-butanone may be used as starting reagent in the synthesis of 6-acety1-l,2-dihydro-2-oxo-3-pyridinecarboxylic acid. It may be used in the preparation of 4,4-dimethoxy-3-oxo-1-phenyl-1-pentene.

General Description

3,3-Dimethoxy-2-butanone is a biacetyl monoketal.

Synthesis

The general procedure for the synthesis of 3,3-dimethoxy-2-butanone from 2,3-butanedione and trimethyl orthoformate was as follows: 2,3-butanedione (47.3 g, 0.55 mol) was added to a reaction flask equipped with a stirrer, and a mixture of trimethyl orthoformate (64.13 g, 0.605 mol) and p-toluenesulfonic acid (0.19 g) was slowly added dropwise at 15 °C. The reaction temperature was maintained at 15 °C and the reaction was continuously stirred for 7 h to ensure complete reaction. After completion of the reaction, potassium carbonate (1 g) was added to neutralize the reaction mixture and stirring was continued for 1 hour. Subsequently, distillation was carried out under reduced pressure at 100 mmHg and the crude product was collected. For further purification, the crude product was subjected to secondary distillation at 90 °C and 200 mbar. The yield of the final product was 83%.

References

[1] Patent: CN107382687, 2017, A. Location in patent: Paragraph 0009; 0022-0033
[2] Journal of Organic Chemistry, 1995, vol. 60, # 25, p. 8204 - 8208
[3] Journal of Chemical Research, Miniprint, 1985, # 3, p. 925 - 945
[4] Tetrahedron, 2003, vol. 59, # 13, p. 2231 - 2239

3,3-Dimethoxybutan-2-one(21983-72-2)Related Product Information

• Diphenyldimethoxysilane
• Pinacolone
• 1,1-Dimethoxyethane
• 2-Butanone oxime
• Dimethyldimethoxysilane
• Dimethoxymethane
• Rifaximin
• Fluorescamine
• DIETHOXYPHENYLACETOPHENONE
• Rifamycin Sodium
• 1,2:4,5-DI-O-ISOPROPYLIDENE-BETA-D-ERYTHRO-2,3-HEXODIULO-2,6-PYRANOSE
• 2,2-Dimethoxy-2-phenylacetophenone
• Rifabutin
• Rifamexil
• Rifapentine hydrochloride
• Rifalazil
• 4-O-(Carboxymethyl)rifamycin
• 2-Butanone