Trihydroxymethylethane 2-Hydroxymethyl-2-methyl-1,3-propanediol

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:77-85-0

MDL number:MFCD00004687

EINECS number:201-063-9

RTECS number:TY7137500

BRN number:1304452

PubChem number:24889848

Physical property data

1. Properties: Odorless, free-flowing, white crystalline solid.

2. The standard heat of combustion (enthalpy) of the crystal phase (kJ·mol^-1): -2938.0

3. The standard claim heat of the crystal phase ( Enthalpy) (kJ·mol^-1): -744.6

4. Melting point (ºC): 204℃

5. Boiling point (ºC, normal pressure ): 136¹⁵

6. Boiling point (ºC, 5.2kPa): Uncertain

7. Refractive index: Uncertain

8. Flash point (ºC): 160℃

9. Specific rotation (º): Uncertain

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

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

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

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

14. Critical temperature (ºC): Uncertain

15. Critical pressure (KPa): Uncertain

16 . The logarithmic value of the oil-water (octanol/water) partition coefficient: Uncertain

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

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

19. Solubility: Solubility [g / 100g solvent] (25℃): water 140, methanol 75.2, ethanol 27.9

Toxicological data

None yet

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 29.78

2. Molar volume (cm³/mol): 103.6

3. Isotonic specific volume (90.2K ): 276.3

4.Surface tension (dyne/cm): 50.5

5, Polarizability (10^-24cm³): 11.80

Compute chemical data

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

2. Number of hydrogen bond donors: 3

3. Number of hydrogen bond acceptors: 3

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4. Number of rotatable chemical bonds: 3

5. Number of tautomers: none

6. Topological molecule polar surface area 60.7

7. Number of heavy atoms: 8

8. Surface charge: 0

9. Complexity: 50.4

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

None yet

Storage method

Strong stability and can be stored at room temperature.

Synthesis method

There are two main preparation processes: condensation disproportionation method and condensation hydrogenation method. Although the condensation disproportionation process is carried out in two steps, the reaction is carried out continuously in the same reaction device, so it is also called a one-step process.
The reaction of the condensation disproportionation method is as follows:
The first step: the product of the aldol condensation reaction of formaldehyde and n-propionaldehyde is 2,2-dimethylolpropionaldehyde;
The second step: Cannizzaro reaction between 2,2-dimethylolpropionaldehyde and formaldehyde.
Through the above two-step reaction, the target product TME is obtained, and formate is produced as a by-product. The TME yield reaches 90% (calculated as propionaldehyde), and the TME yield after extraction is >70%,
Content ≥97%.

Purpose

It has properties such as light resistance, heat resistance, hydrolysis resistance, antioxidant, and chemical resistance, as well as super weather resistance, stability and gloss. It is mainly used as raw material for alkyd resin, polyurethane resin and high-grade paints and coatings. It is used as heat storage material and can also be used to prepare plasticizers and surfactants. Advanced lubricants, liquid fuel additives, reactive diluents, synthetic leather and insulation materials. TME has a higher hardness than TMP, so it is more suitable for the production of alkyd resin, high solid resin, powder coating resin, polyester and reducing resin.