13076-19-2

Basic information

• Product Name: 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)-
• Synonyms: 1,4-Dioxane-2,5-dione,3,6-dimethyl-, trans-; p-Dioxane-2,5-dione, 3,6-dimethyl-, trans- (8CI); meso-Lactide; trans-Lactide
• CAS NO: 13076-19-2
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.127
• Mol File: 13076-19-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 285.469 °C at 760 mmHg
• Flash Point: 150.578 °C
• Density: 1.186 g/cm³
• CAS DataBase Reference: 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)-(13076-19-2)
• EPA Substance Registry System: 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)-(13076-19-2)

Safety Data

• Hazardous Substances Data: 13076-19-2(Hazardous Substances Data)

Usage

General Description

The chemical "1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)-" is a compound with a molecular formula of C6H8O4. It is also known as (3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione. This chemical is a cyclic diester that is commonly used in organic synthesis as a reagent for the preparation of various compounds. It is used in the production of pharmaceuticals, agrochemicals, and specialty chemicals. The (3R,6S) configuration indicates the stereochemistry of the molecule, which is important for its chemical and biological properties. Despite its utility in organic synthesis, 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)- is also known to be hazardous, as it is a potential irritant to the skin, eyes, and respiratory system, and may have harmful effects on aquatic life.

Upstream product

• 547-64-8 methyl lactate 
• 95-96-5 D,L-lactide 
• 27871-49-4 (S)-Methyl lactate 
• 13076-17-0 D-lactide 
• 4511-42-6 L,L-dilactide 
• 849585-22-4 LACTIC ACID 
• 26680-10-4 3,6-dimethyl-1,4-dioxane-2,5-dione 
• 79-33-4 L-Lactic acid 
• 1071822-17-7 (6S)-3-methylene-6-methyl-1,4-dioxane-2,5-dione 
• 7440-31-5 stannane 

Downstream Products

• 616-09-1 n-propyl lactate 
• 314069-33-5 (S)-2-hydroxy-propionic acid (S)-1-benzyloxycarbonyl-ethyl ester 
• 4511-42-6 L,L-dilactide 
• 13076-17-0 D-lactide 
• 26680-10-4 3,6-dimethyl-1,4-dioxane-2,5-dione 
• 95-96-5 D,L-lactide 
• 57-55-6 propylene glycol 

Relevant articles and documents

Catalytic Gas-Phase Production of Lactide from Renewable Alkyl Lactates

A new route to lactide, which is a key building block of the bioplastic polylactic acid, is proposed involving a continuous catalytic gas-phase transesterification of renewable alkyl lactates in a scalable fixed-bed setup. Supported TiO2/SiO2 catalysts are highly selective to lactide, with only minimal lactide racemization. The solvent-free process allows for easy product separation and recycling of unconverted alkyl lactates and recyclable lactyl intermediates. The catalytic activity of TiO2/SiO2 catalysts was strongly correlated to their optical properties by DR UV/Vis spectroscopy. Catalysts with high band-gap energy of the supported TiO2 phase, indicative of a high surface spreading of isolated Ti centers, show the highest turnover frequency per Ti site.

TRANSFORMATIONS OF MESO-LACTIDE

B/N Lewis pairs have been discovered to catalyze rapid epimerization of meso-lactide (LA) or LA diastereomers quantitatively into rac-LA. The obtained rac-LA can be kinetically polymerized into poly(L-lactide) and optically resolved D-LA, with a high stereoselectivity factor kL/kD of 53 and an ee value of 91% at 50.6% monomer conversion, by a bifunctional chiral catalyst. The epimerization and enantioselective polymerization can be coupled into a one-pot process for transforming meso-LA directly into poly(L-lactide) and D-LA.

Method for obtaining lactide

Processes for producing lactide from lactic acid oligomers are described herein. The processes generally include heating a lactic acid oligomer in the presence of a catalyst at a temperature of between 150° C. and 300° C. under a pressure of less than 0.01 MPa to form a lactide; distilling the lactide; and condensing and recovering the lactide, wherein the catalyst is a metal salt of the phosphite anion PO33? in which the metal is selected from the group consisting of tin, aluminum, zinc, titanium and zirconium.