Diethyl diethylmalonate Diethyl diethylmalonate

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

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.