1,2-Cyclohexanedicarboxylic anhydride

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:85-42-7

MDL number:MFCD00005926

EINECS number:201-604-9

RTECS number:None

BRN number:83213

PubChem number:24847568

Physical property data

1. Properties: Colorless clear viscous liquid.

2. Density (g/mL, 40℃): 1.18

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

4. Melting point (ºC): 35～36

5. Boiling point (ºC, normal pressure): 145 (ºC, 18 mmHg)

6. Boiling point (ºC, 2.7kPa): 158

7. Refractive index: Undetermined

8. Flash point (ºC): 143

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. Oil-water (octanol/water) distribution coefficient Log value: Undetermined

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

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

19. Solubility: Miscible with benzene, toluene, acetone, carbon tetrachloride, chloroform, ethanol and ethyl acetate, slightly soluble in petroleum ether

Toxicological data

None yet

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 36.81

2. Molar volume (cm³/mol): 124.7

3. Isotonic specific volume (90.2K ): 317.9

4. Surface tension (dyne/cm): 42.2

5. Polarizability (10^-24cm³): 14.59

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 1.2

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 3

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 3

6. Topological molecule polar surface area 43.4

7. Number of heavy atoms: 11

8. Surface charge: 0

9. Complexity: 187

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 2

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

Colorless clear viscous liquid that solidifies into a glassy solid at 35-36°C. Miscible with benzene; toluene; acetone; carbon tetrachloride; chloroform; ethanol and ethyl acetate; slightly soluble in petroleum ether. Toxic if inhaled and highly irritating to skin and eyes.

Storage method

This product is sealed and stored in a cool, dry and ventilated place, protected from fire, moisture and sun.

Synthesis method

Tetrahydrophthalic anhydride is produced by the addition of maleic anhydride and 1,3-butadiene diene (see tetrahydrophthalic anhydride for specific preparation methods). This product is prepared by high-pressure hydrogenation of tetrahydrophthalic anhydride.

Purpose

Used as plasticizer, insect repellent, anti-rust intermediate, resin modifier and curing agent of epoxy resin. Used as epoxy resin curing agent, the reference dosage is 75 to 85 parts by mass, and the pot life of 100g of resin complex is 6 days at room temperature. The curing conditions are 80℃/1h+22℃/1h or 150℃/4h, and the heat generation is small during curing. The cured product has excellent electrical properties and chemical resistance, with a heat distortion temperature of 110 to 130°C. Used as an alkyd resin modifier to improve resin adhesion, gloss, and salt water resistance. It is also used as a raw material for the manufacture of plasticizers, insect repellents, blood pressure lowering drugs and rust inhibitors.