Methyl isobutyrylacetate Chemical Properties

Melting point:

-75°C

Boiling point:

55-57 °C15 hPa(lit.)

Density 

1.013 g/mL at 20 °C(lit.)

vapor pressure 

1.46hPa at 25℃

refractive index 

1.4265

Flash point:

79°C

storage temp. 

Store below +30°C.

solubility 

43.6g/l

pka

10.59±0.46(Predicted)

form 

Oil

color 

Colourless

PH

4.8 (10g/l, H2O, 20℃)

explosive limit

1.29%(V)

Water Solubility 

43.6g/L at 20℃

BRN 

1857823

InChIKey

HNNFDXWDCFCVDM-UHFFFAOYSA-N

LogP

0.21 at 25℃

CAS DataBase Reference

42558-54-3(CAS DataBase Reference)

Safety Information

Risk Statements 

36/38

Safety Statements 

26-36-24/25

WGK Germany 

1

Autoignition Temperature

280°C

HS Code 

29183000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methyl isobutyrylacetate Usage And Synthesis

Chemical Properties

colorless to yellowish liquid

Uses

Isobutanoyl Methyl Acetate is a starting material in the synthesis of 3-Hydroxy-4-methylpentanoic Acid (H947700), which is isolated from Turkish tobacco leaves. It can be used to prepare 1,3-Polyol arrays via stereoselective rearrangement.

Uses

Methyl isobutyrylacetate is used for the synthesis if heterocycles (Furane, Pyrazolone, Chinilone) and building block for pharmaceuticals (reducer of cholesterol). Product Data Sheet

Flammability and Explosibility

Not classified

Synthesis

The general procedure for the synthesis of methyl isobutyrylacetate from 3-methyl-2-butanone and dimethyl carbonate was as follows: first, sodium hydride (70.32 g, 2.1 eq., 50% dispersion in oil) was washed with toluene, and the washings were decanted. Next, anhydrous toluene (500 mL) and dimethyl carbonate (329.3 g, 2 eq.) were added to the reaction system and the stirred mixture was heated to 80 °C under nitrogen protection. Meanwhile, 3-methyl-2-butanone (120 g, 1 eq.) was dissolved in 240 mL of toluene and slowly added to the reaction system. After the reaction lasted for 5 hours, the cooled mixture was poured into a mixture containing glacial acetic acid (300 mL) and water (120 mL). The organic layer was separated and the aqueous layer was further extracted with ethyl acetate (300 mL). All organic extracts were combined and after evaporation of the solvent, the residue was distilled to afford methyl 4-methyl-3-oxopentanoate as a slurry (138 g, 62.72% yield).

References

[1] Journal of Heterocyclic Chemistry, 2007, vol. 44, # 4, p. 923 - 926
[2] Patent: WO2006/110918, 2006, A1. Location in patent: Page/Page column 51
[3] Organic and Biomolecular Chemistry, 2011, vol. 9, # 3, p. 739 - 743
[4] Chemistry - A European Journal, 2008, vol. 14, # 32, p. 9864 - 9867
[5] Advanced Synthesis and Catalysis, 2016, vol. 358, # 12, p. 1934 - 1941

Methyl isobutyrylacetate(42558-54-3)Related Product Information

• METSULFURON METHYL
• Isobutyraldehyde
• Isobutyryl chloride
• Methyl acetate
• Methyl acrylate
• Methylparaben
• Ethyl isobutyrylacetate
• Methyl formate
• Methyl methoxyacetate
• Methyl phenylacetate
• Methyl cyanoacetate
• Kresoxim-methyl
• Dibutyryl adenosine cyclophosphate calcium
• Methyl benzoate
• Methyl bromoacetate
• Chlorosulfonyl isocyanate
• Thiophanate-methyl
• Methyl glycolate