Name | Dioxanone |
Synonyms | Dioxanone p-dioxanone 4-dioxanone 2-p-Dioxanone p-Dioxan-2-one 1,4-dioxan-2-one 1,4-Dioxan-2-One 2-Oxo-1,4-dioxane PARA-DIOXANE-2-ONE |
CAS | 3041-16-5 |
EINECS | 608-477-2 |
InChI | InChI=1/C4H6O3/c5-4-3-6-1-2-7-4/h1-3H2 |
Molecular Formula | C4H6O3 |
Molar Mass | 102.089 |
Density | 1.2g/cm3 |
Melting Point | 28°C(lit.) |
Boling Point | 222.9°C at 760 mmHg |
Flash Point | 85.5°C |
Water Solubility | Acetonitrile (Slightly), Chloroform (Sparingly), Ethyl Acetate (Slightly) |
Vapor Presure | 0.0991mmHg at 25°C |
Appearance | Form Solid color White to Off-White Semi-Solid to Low-Melting Waxy |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.425 |
Use | 1, 4-dioxane -2-one is an important organic chemical raw materials and intermediates, which can be widely used in biodegradable materials, medicine and other fine chemical industries. Biodegradable material monomer, pharmaceutical intermediate. |
UN IDs | 1993 |
RTECS | JH2290000 |
FLUKA BRAND F CODES | 3 |
Packing Group | II |
Two synthetic processes of 1, 4-dioxan-2-one,
process 1 uses ethylene glycol as raw material, synthesizes ethylene glycol monosodium through the reaction of ethylene glycol and sodium hydroxide into salt, and then condensed with sodium chloroacetate to prepare β-hydroxyethoxy sodium acetate, and finally β-hydroxyethoxy sodium acetate under acidic conditions The target product 1, 4-dioxane -2-one is obtained by internal esterification.
The effects of material quantity and reaction time in salt formation and condensation reactions on the reaction were studied, and the effects of acid dosage, reaction temperature and reaction time on the product yield in the internal esterification reaction were studied. In addition, the recovery and application of solvents in the reaction were studied, and the better process conditions were determined:
in the salt formation reaction, n (ethylene glycol):n(NaOH)= 3.6:1, 12h at 130 ℃;
In the condensation reaction, n (ethylene glycol monosodium):n (sodium chloroacetate) = 1:1, reaction at 80 ℃ for 3h:
In the internal esterification reaction, the mass of concentrated sulfuric acid is the 25.8% of sodium β-hydroxyethoxyacetate, and the reaction is carried out at 30 ℃ for 1h. The total yield of the target product is 57.7% to sodium hydroxide.
process 2 uses diethylene glycol as raw material, under the catalysis of copper chromite, liquid phase catalytic dehydrogenation one-step reaction to obtain the target product 1, 4-dioxane -2-one.
The effects of the height of the distillation column, the type of catalyst, and the amount of catalyst on the product yield were studied, the catalyst recovery and application were studied, and the better process conditions were determined:
using a 12cm prick rectification column, the amount of copper chromite catalyst with chromium content of 39% is 6% of the mass of diethylene glycol, 220~280 ℃ distillation reaction for 3h, the target product yield is 80% of diethylene glycol.