Methyl Acetoacetate

Methyl acetoacetate - Names and Identifiers
Name	Methyl acetoacetate
Synonyms	MAA
	ACM
	HYL ACETOACETATE
	Methyl acetoacetate
	Methyl acetoacetaten
	ACETYL METHYL ACETATE
	methyl 3-oxobutanoate
	ACETOACETIC ESTER (METHYL)
	ACETOACETIC ACID METHYL ESTER
	Acetoacetic acid methyl ester
	3-OXOBUTYRIC ACID METHYL ESTER
	3-OXBUTANOIC ACID METHYL ESTER
	3-OXOBUTANOIC ACID METHYL ESTER
CAS	105-45-3
EINECS	203-299-8
InChI	InChI=1/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3
InChIKey	WRQNANDWMGAFTP-UHFFFAOYSA-N

Methyl acetoacetate - Physico-chemical Properties
Molecular Formula	C5H8O3
Molar Mass	116.12
Density	1.076 g/mL at 25 °C (lit.)
Melting Point	-80 °C (lit.)
Boling Point	169-170 °C/70 mmHg (lit.)
Flash Point	158°F
Water Solubility	460 g/L (20 ºC)
Solubility	Soluble in water.
Vapor Presure	1 hPa (20 °C)
Vapor Density	4 (vs air)
Appearance	Transparent liquid
Color	APHA: ≤20
Merck	146,009
BRN	506727
pKa	10.67±0.46(Predicted)
PH	3.8 (863g/l, H2O, 20℃)
Storage Condition	2-8°C
Sensitive	Easily absorbing moisture
Explosive Limit	1.3-14.2%(V)
Refractive Index	n20/D 1.419(lit.)
MDL	MFCD00008784
Physical and Chemical Properties	Characteristics of colorless transparent liquid, with aromatic flavor.
	melting point -80 ℃
	boiling point 171.7 ℃
	relative density 1.0762
	refractive index 1.4184
	flash point 70 ℃
	solubility miscible with ethanol and ether, slightly soluble in water.
Use	For the pharmaceutical industry

Methyl acetoacetate - Risk and Safety
Hazard Symbols	Xi - Irritant
Risk Codes	36 - Irritating to the eyes
Safety Description	26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany	1
RTECS	AK5775000
TSCA	Yes
HS Code	29183000
Toxicity	LD50 orally in rats: 3.0 g/kg (Smyth, Carpenter)

Methyl acetoacetate - Upstream Downstream Industry
Raw Materials	Methyl alcohol
	diketene
Downstream Products	Methyl 3-oxopentanoate
	2,4-Dihydroxy-6-methylpyrimidine
	Pirimiphos-methyl
	Diazinon
	Nifedipine
	Nitrendipine
	2-Propylvaleric acid sodium salt

Methyl acetoacetate - Nature

colorless transparent liquid with aromatic flavor. The relative density was 1. 0762. Melting Point -80 °c. Boiling point 171.7 °c. Refractive index 4184. The flash point was 70 °c. Miscible with ethanol and ether, slightly soluble in water. Slightly decomposed at boiling temperature. Dark red when mixed with fecl3.

Methyl acetoacetate - Preparation Method

esterification of diketene with methanol using concentrated sulfuric acid as catalyst, followed by crude fractionation and distillation to obtain the finished product. Diketene is obtained by the cleavage of acetic acid. See ethyl acetoacetate.

Methyl acetoacetate - Introduction

It has an aromatic flavor. It is miscible with ethanol and ether and soluble in 2 parts of water. It is dark red when mixed with ferric chloride. (Microdecomposition), slightly decomposed at boiling temperature. The median lethal dose (rat, oral) was 3.0 g/kg. Stimulant

Methyl acetoacetate - Use

organic synthesis raw materials, cellulose resin solvent, used in medicine, Pesticide Synthesis.

Methyl acetoacetate - Safety

• This product is less toxic, rat oral LD50 3.Og/ kg. The RAT test was exposed to concentrated vapor for 8 hours and no death was observed. There is a moderate degree of irritation and anesthesia. The equipment should be closed and the ventilation of the operating place should be strengthened. The operator shall wear protective equipment.

• This product is packaged in an aluminum barrel. Note that the lid is well sealed. Store in a cool and ventilated place. Fire Protection. According to the provisions of flammable and toxic chemicals storage and transportation.

Methyl acetoacetate - Reference Information
NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
use	methyl acetoacetate is an intermediate of fungicides hymmezol, dimethylsulfurol, ethylsulfurol, insecticides diazinon, pyrifos, pyrimidine oxyphosphorus, herbicide imidazoleetinic acid, rodenticide, rodenticide, rodenticide, rodenticide, rodenticide, etc.
	It is used as a solvent for cellulose ether and a mixed solvent for cellulose resin, and is also used in organic synthesis such as pesticides, medicines, dyes, and polymer stabilizers.
	Used in pharmaceutical industry
	organic synthesis. Solvent.
Production method	It is prepared by the reaction of diketene and methanol. Diketene and methanol are esterified with concentrated sulfuric acid as a catalyst, and then the finished product is obtained by crude fractionation and rectification. Diketene is obtained by cleavage of acetic acid. See "Ethyl acetoacetate".
	The preparation method of methyl acetoacetate is similar to the preparation method of ethyl acetoacetate. The crude product is obtained by the reaction of diketene and methanol under the catalysis of sulfuric acid, and the finished product is obtained by rectification.
auto-ignition temperature	536 °F
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)