Methyl acetoacetate Chemical Properties

Melting point:

-80 °C (lit.)

Boiling point:

169-170 °C/70 mmHg (lit.)

Density 

1.076 g/mL at 25 °C (lit.)

vapor density 

4 (vs air)

vapor pressure 

1 hPa (20 °C)

refractive index 

n20/D 1.419(lit.)

Flash point:

158 °F

storage temp. 

2-8°C

solubility 

460 g/L (20°C)

pka

10.67±0.46(Predicted)

form 

Liquid

color 

APHA: ≤20

Odor

at 100.00 %. fresh fruity citrus green

PH

3.8 (863g/l, H2O, 20℃)

explosive limit

1.3-14.2%(V)

Odor Type

fruity

Water Solubility 

460 g/L (20 ºC)

Merck 

14,6009

BRN 

506727

InChIKey

WRQNANDWMGAFTP-UHFFFAOYSA-N

LogP

0.185 (est)

CAS DataBase Reference

105-45-3(CAS DataBase Reference)

NIST Chemistry Reference

Butanoic acid, 3-oxo-, methyl ester(105-45-3)

EPA Substance Registry System

Methyl acetoacetate (105-45-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

1

RTECS 

AK5775000

Autoignition Temperature

536 °F

TSCA 

Yes

HS Code 

29183000

Hazardous Substances Data

105-45-3(Hazardous Substances Data)

Toxicity

LD50 orally in rats: 3.0 g/kg (Smyth, Carpenter)

MSDS

• Language:English Provider:MAA
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methyl acetoacetate Usage And Synthesis

Chemical Properties

Colorless, clear liquid

Uses

Methyl acetoacetate (MAA) is a starting material for the syntheses of alpha-substituted aceto- acetic esters and cyclic compounds, e.g. pyrazole, pyrimidine and coumarin derivatives.

Uses

Methyl acetoacetate is used as a chemical reagent used in the synthesis of pharmaceuticals. It participates in the Biginelli reaction, forming molecules including dihydropyrimidinones.Methyl acetoacetate (MAA) is used for the synthesis of alpha-substituted aceto- acetic esters and cyclic compounds, e.g. pyrazole, pyrimidine and coumarin derivatives.

Uses

3-Oxobutanoic Acid Methyl Ester is a chemical reagent used in the synthesis of pharmaceuticals. It participates in the Biginelli reaction, forming molecules including dihydropyrimidinones.

Application

Methyl acetoacetate (MAA) has been used for the following applications:
As a chemical reagent for organic synthesis and as a solvent for cellulose ethers;
As a chemical intermediate for organic compounds, used for the synthesis of nifedipine;
As a food additive, used as an amine protectant for synthetic sweeteners;
As a pharmaceutical raw material, used in the manufacture of antibiotics.

Definition

ChEBI: Methylacetoacetic acid is an oxo carboxylic acid.

Production Methods

Methyl acetoacetate is produced by a reaction of methyl acetate with sodium methoxide.

General Description

A clear colorless liquid. Flash point 158°F. Denser than water and slightly soluble in water. Vapors heavier than air.

Air & Water Reactions

Very slightly soluble in water.

Reactivity Profile

Methyl acetoacetate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides

Hazard

Toxic by ingestion and inhalation.

Health Hazard

May be harmful by inhalation, ingestion, or skin absorption. Causes eye irritation. May cause skin irritation.

Safety Profile

Moderately toxic by ingestion. A skin and severe eye irritant. Combustible when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Carcinogenicity

Not listed by ACGIH, IARC, NTP, or California Proposition 65.

Methyl acetoacetate(105-45-3)Related Product Information

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