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 |
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 | 14,6009 |
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 |
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) |
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 |
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.
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.
organic synthesis raw materials, cellulose resin solvent, used in medicine, Pesticide Synthesis.
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) |