Acetoacetanilide 2′-Methlacetoacetanilide

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:93-68-5

MDL number:MFCD00008782

EINECS number:202-267-0

RTECS number:AK6550000

BRN number:2099098

PubChem ID:None

Physical property data

1. Character: White needle-like crystal

2. Density (g/mL, 25/4℃): 1.062

3. Relative vapor density (g/mL, Air=1): Undetermined

4. Melting point (ºC): 106

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC, 5.2kPa): Not determined

7. Refractive index: Not determined

8. Flash point (ºC): Not determined

9. Specific rotation (º): Undetermined

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (kPa, 25ºC): Undetermined

12. Saturated vapor pressure (kPa, 60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature ( ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Explosion lower limit (%, V/V): Undetermined

19. Solubility: Undetermined

Toxicological data

None yet

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 54.64

2. Molar volume (cm³/mol): 168.9

3. Isotonic specific volume (90.2K ): 433.2

4. Surface tension (dyne/cm): 43.2

5. Polarizability (10^-24cm³): 21.66

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Hydrogen bond acceptorNumber of entities: 2

4. Number of rotatable chemical bonds: 3

5. Number of tautomers: 8

6. Topological molecule polar surface area 46.2

7. Number of heavy atoms: 14

8. Surface charge: 0

9. Complexity: 225

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine Number of stereocenters of chemical bonds: 0

14. Number of stereocenters of uncertain chemical bonds: 0

15. Number of covalent bond units: 1

Properties and stability

None yet

Storage method

None yet

Synthesis method

Obtained from the reaction of o-toluidine and ethyl acetoacetate. Ortho-toluidine and diketene can also be reacted: add 400nl distilled water to a four-neck round-bottomed flask, start stirring, cool down 10-15°C, and use a 50ml buret to evenly add 32.1g o-toluidine and 26.5g diketene at a certain flow ratio at the same time. (The product will precipitate 10 minutes after dropping). Complete the addition in 1.5 hours, then stir at 10-15°C for 1 hour, filter with suction, and suck dry. The yield is 90.5%-90.9%. It was once used as o-methoxyaniline. Instead of o-toluidine, react according to the conditions in the above test method to obtain a white fine granular product with a yield of 92%-94.2%. Industrially, the unit consumption of producing 1000kg of product is: 620kg of o-toluidine and 760kg of acetoacetate.

Purpose

This product is an intermediate for dyes, organic pigments and pesticides, and is used to synthesize organic yellow dyes. Such as pigment yellow GI14 (packaging synergistic pigment yellow GI14).