(3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione

Base Information

• Chemical Name: (3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione
• CAS No.: 13076-17-0
• Deprecated CAS: 17699-82-0
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• Hs Code.: 2934999090
• European Community (EC) Number: 603-436-5
• UNII: I1863O7V0Q
• DSSTox Substance ID: DTXSID10873989
• Nikkaji Number: J231.860A
• Wikidata: Q24757832
• Mol file: 13076-17-0.mol

Synonyms:13076-17-0;(3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione;d-lactide;1,4-Dioxane-2,5-dione, 3,6-dimethyl-, (3R,6R)-;Lactide, D-;(3R-Cis)-3,6-Dimethyl-1,4-dioxane-2,5-dione;d,d-dilactide;d(+)-lactide;UNII-I1863O7V0Q;I1863O7V0Q;EC 603-436-5;1,4-Dioxane-2,5-dione, 3,6-dimethyl-, (3R-cis)-;25038-75-9;d-dilactide;MFCD00082566;DD-LACTIDE;D-(+)-LACTIDE;LACTIDE, D-(+)-;SCHEMBL682255;DTXSID10873989;AKOS006272133;615-95-2;DS-15463;3,6-Dimethyl-1,4-dioxane-2,5-dione #;CS-0158241;FT-0774350;L0366;(cis)-3,6-dimethyl-1,4-dioxane-2,5-dione;A888675;Cis-[+/-]-3,6-Dimethyl-1,4-dioxane-2,5-dione;P-DIOXANE-2,5-DIONE, 3,6-DIMETHYL-, D-;Q24757832;1,4-DIOXANE-2,5-DIONE, 3,6-DIMETHYL-, (3R,5R)-

Chemical Property of (3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 96.5-97.5 °C
• Refractive Index: 1.429
• Boiling Point: 285.469 °C at 760 mmHg
• Flash Point: 150.578 °C
• PSA: 52.60000
• Density: 1.186 g/cm³
• LogP: -0.13660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Toluene (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.9% ^*data from raw suppliers

D-(+)-Lactide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)OC(C(=O)O1)C
• Isomeric SMILES: C[C@@H]1C(=O)O[C@@H](C(=O)O1)C
• Uses: D-(+)-Lactide is the cyclic di-ester of lactic acid (L113490), an by product that is produced by muscle cells and red blood cells when the body breaks down carbohydrates for energy during times of low oxygen levels. Lactide can be polymerized to polylactic acid using a suitable catalyst go give materials of useful properties.

Technology Process of (3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione

There total 17 articles about (3R,6R)-3,6-dimethyl-1,4-dioxane-2,5-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.82%

stannous lactate → D-lactide (13076-17-0,26680-10-4,26969-66-4,615-95-2)

Guidance literature:

With 1-acetylthiosemicarbazide; at 110 - 180 ℃; for 2h; under 1 Torr; Temperature; Reagent/catalyst; Pressure;

Reference yield: 58.0%

D-Alanine (338-69-2,25191-17-7,18875-37-1) → D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-lactide (13076-17-0,26680-10-4,26969-66-4,615-95-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; stereoselective reaction;

DOI:10.1055/s-0034-1380511

Reference yield: 46.8%

D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6) → D-lactide (13076-17-0,26680-10-4,26969-66-4,615-95-2)

Guidance literature:

D-Lactic acid; at 160 ℃; for 4h; under 50 Torr; Inert atmosphere; Industrial scale;

With biogenic guanidine creatinine (CR); at 200 ℃; for 2h; under 8 Torr; Industrial scale;

upstream raw materials:

(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

L-Lactic acid

3,6-dimethyl-1,4-dioxane-2,5-dione

L,L-dilactide

Downstream raw materials:

(R)-Ethyl lactate

propyl (2R)-2-hydroxypropanoate

(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

L,L-dilactide

Refernces

• 1、 -. "Method for catalytically synthesizing lactide". Paragraph 0056-0076; 0081-0084; 0095-0096; 0099-0100. . Retrieved 2021/01/29.
• 2、 -. "TECHNOLOGICAL METHOD FOR SYNTHESIS OF OPTICALLY PURE L-/D-LACTIDE CATALYZED BY BIOGENIC GUANIDINE". Paragraph 0040-0042. . Retrieved 2016/03/26.