Diethyl ethoxymethylenemalonate

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:87-13-8

MDL number:MFCD00009148

EINECS number:201-725-7

RTECS number:OO1100000

BRN number:880058

PubChem number:24845377

Physical property data

1. Properties: liquid

2. Relative density (25/4℃): 1.07

3. Boiling point (℃): 279~281

4. Refractive index (20℃): 1.4620

5. Flash point (℃): 155

Toxicological data

1. Acute toxicity

Rat caliber LD50: 925mg/kg;

Mouse caliber LD50: 2227mg/kg; Mouse inhalation LC50: 44mg/m3

2. Neurotoxicity

Rabbit skin test: 500 mg/24HREACTION

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 53.57

2. Molar volume (cm³/mol): 200.3

3. Isotonic specific volume (90.2K ): 482.5

4. Surface tension (dyne/cm): 33.6

5. Polarizability (10^-24cm³)：21.23

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 1.5

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 5

4. Number of rotatable chemical bonds: 8

5. Number of tautomers: none

6. Topological molecule polar surface area 61.8

7. Number of heavy atoms: 15

8. Surface charge: 0

9. Complexity: 224

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

Skin contact may cause allergic reactions. After contact with skin, wash with plenty of soap immediately. Operators should wear protective equipment.

Storage method

This product should be kept sealed, dry and protected from light.

Synthesis method

Stir and heat the mixture of triethyl orthoformate, acetic anhydride, diethyl malonate and anhydrous zinc oxide, keep it at 102-115℃ for 2.5h, and at 115-127℃ for 7h, then add some Acetic anhydride and triethyl orthoformate were heated to 127-145°C for 2 hours, and then kept at 145-155°C for 2 hours. The reaction was then cooled to room temperature and filtered. The filtrate is distilled under reduced pressure, and the 108-110°C (33Pa) fraction is collected to obtain the finished product with a yield of 50-60%.

Purpose

This product is an important organic raw material containing a variety of active groups in the molecule. It can perform polycondensation and cyclization condensation with a variety of substances. It is now mainly used to synthesize norfloxacin.