structural formula
| business number | 06gq |
|---|---|
| molecular formula | c7h10o4 |
| molecular weight | 158.15 |
| label |
ethyldiazole ester, ethyl acetylacetonate, acetone ethyl oxalate, acetylacetonate, ethyl acetonoxalate, ch3coch2cocooc2h5 |
numbering system
cas number:615-79-2
mdl number:mfcd00009124
einecs number:210-447-5
rtecs number:none
brn number:607062
pubchem number:24853912
physical property data
1. physical property data
1. melting point (ºc): 16-18ºc
2. boiling point (ºc, normal pressure): 101-103 °c12 mm hg(lit .)
3. density: 1.126 g/ml at 25 °c(lit.
4. refractive index: n20/d 1.474(lit .)
5. flash point (ºc): 230 °f
toxicological data
none
ecological data
3. ecological data:
1. other harmful effects: this substance may be harmful to the environment, and special attention should be paid to water bodies.
molecular structure data
5. molecular property data:
1. molar refractive index: 36.31
2. molar volume (cm3/mol): 141.8
3. isotonic specific volume (90.2k): 345.5
4. surface tension (dyne/cm): 35.2
5. polarizability (10-24cm3): 14.39
compute chemical data
1. reference value for hydrophobic parameter calculation (xlogp): 0.2
2. number of hydrogen bond donors: 0
3. number of hydrogen bond acceptors: 4
4. number of rotatable chemical bonds: 5
5. number of tautomers: 5
6. topological molecule polar surface area 60.4
7. number of heavy atoms: 11
8. surface charge: 0
9. complexity: 183
10. number of isotope atoms: 0
11. determine the number of atomic stereocenters: 0
12. uncertain number of atomic stereocenters: 0
13. determine the number of chemical bond stereocenters: 0
14. number of uncertain chemical bond stereocenters: 0
15. number of covalent bond units: 1
properties and stability
properties and stability:
the product may not decompose under normal temperature and pressure.
storage method
storage:
seal the container and store it in a sealed main container in a cool, dry place.
synthesis method
1. production method: obtained from the condensation of oxalic acid diester and acetone (kirschner reaction). add sodium methoxide dropwise into diethyl oxalate and acetone at 40-45°c, keep warm for 1 hour, and add concentrated sulfuric acid dropwise to ph=3.5 while cooling. extract with benzenethe reactants and extracts were distilled under reduced pressure after benzene was removed. collect the 130-132°c (4.93kpa) fraction to obtain the product ethyl acetylacetonate. 2. preparation method: 
in a reaction flask equipped with a stirrer, reflux condenser and dropping funnel , add 2l of absolute ethanol, and add 63g (2.7mol) of metallic sodium in batches while stirring. after all the sodium has reacted, cool to room temperature. add dropwise a mixture of 365g (2.5mol) of diethyl oxalate (3) and 145g (2.5mol) of acetone (2), and finish adding ① in about 3 hours. after the addition is completed, raise the temperature to 40°c and continue stirring for 1 hour to form a yellow viscous substance. cool, filter with suction, and wash with ethanol to obtain sodium salt (4) ②. add the sodium salt to 1.3g of ice water, slowly add it to the pre-frozen dilute sulfuric acid (prepared with 100ml concentrated sulfuric acid and 200ml water) while stirring, control the temperature of the reaction solution at 0~5°c, adjust to ph 3~4, and continue stirring for 10 minutes , until the yellow sodium salt disappears. extract with benzene (300ml×3), combine the extracts, and wash with water. benzene was recovered by distillation under normal pressure, and then distilled under reduced pressure to collect the fraction at 117~121℃/308kpa to obtain 240g of ethyl acetylacetonate (1)③, with a yield of 61%. note: ① a white precipitate is formed in the early stage of the reaction, then gradually turns yellow, further deepens, and finally turns yellow, and the reaction system gradually thickens. ②suction filtration is very slow, and finally centrifugation is used. ③the product has poor stability and will decompose on its own during storage. [1]
purpose
usage: intermediate of pharmaceutical sulfonamides.
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