Structural formula
Business number | 01LP |
---|---|
Molecular formula | C11H20O4 |
Molecular weight | 216.28 |
label |
Ethyl diethyl malonate, Ethyl Diethylmalonate, Diethylmalonic ester, (C2H5)2C(CO2C2H5)2, Diethylylmalonic Acid Diethyl Ester |
Numbering system
CAS number:77-25-8
MDL number:MFCD00009132
EINECS number:201-016-2
RTECS number:None
BRN number:None
PubChem number:24849637
Physical property data
1. Properties: colorless liquid
2. Density (g/mL, 25/4℃): 0.990 (20/4℃)
3. Relative density ( 25℃, 4℃): 0.964330
4. Melting point (ºC): 257~259℃
5. Boiling point (ºC, normal pressure) :230℃
6. Refractive index at room temperature (n25): 1.418530
7. Refractive index: 1.4231
8. Flash point (ºC): 94℃
9. Refractive index at room temperature (n20): 1.4240
10. Autoignition point or ignition temperature (ºC): Uncertain
11. Vapor pressure (kPa, 25ºC): Uncertain
12. Saturated vapor pressure (kPa, 60ºC): Uncertain Determine
13. Heat of combustion (KJ/mol): Uncertain
14. Critical temperature (ºC): Uncertain
15. Critical pressure (KPa ): Uncertain
16. Log value of oil-water (octanol/water) partition coefficient: Uncertain
17. Explosion upper limit (%, V/V): Uncertain
18. Lower explosion limit (%, V/V): Uncertain
19. Solubility: Miscible with alcohol and ether, insoluble in water
Toxicological data
None yet
Ecological data
None yet
Molecular structure data
5. Molecular property data:
1. Molar refractive index: 56.52
2. Molar volume (cm3/mol): 217.1
3. Isotonic specific volume (90.2K): 514.3
4. Surface tension (dyne/cm): 31.4
5. Polarizability (10-24cm3): 22.40
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): 2.5
2. Number of hydrogen bond donors: 0
3. Number of hydrogen bond acceptors: 4
4. Number of rotatable chemical bonds: 8
5. Number of tautomers: none
6. Topological molecule polar surface area 52.6
7. Number of heavy atoms: 15
8. Surface charge: 0
9. Complexity: 199
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 Number: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
None yet
Storage method
This product should be stored at room temperature.
Synthesis method
1. Obtained from the ethylation of diethyl malonate.
2. Preparation method:
Add 300mL of absolute ethanol into the reaction bottle, add 24.85g (1.08mol) of metallic sodium in batches while stirring, and wait until all the sodium has reacted. Add 80g (0.5mol) of diethyl malonate (2) dropwise, and finish adding ① in about 1 hour. Heating in water bath for 15 minutes, solid precipitated after cooling. Add 156g (1.0 mol) of ethyl iodide dropwise, complete the addition in about 1 hour, and reflux for 3 hours to complete the reaction. The ethanol is distilled off. After cooling, dilute with water and extract with ether (75ml×3). Combine the ether extracts, wash with water, and dry over anhydrous calcium chloride. The diethyl ether was evaporated, and then the temperature was raised for distillation. The fractions at 218-222°C were collected to obtain 84 g of diethyl diethyl malonate ② (1), with a yield of 83%. Note: ① Solid matter may precipitate during the reaction. If necessary, it can be slightly heated to dissolve it. ②Ethyl bromide can also be used to prepare by step-by-step kylation method. [1]
Purpose
Used as an intermediate in organic synthesis.