Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate

Base Information

• Chemical Name: Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate
• CAS No.: 76913-29-6
• Molecular Formula: C6H8O6
• Molecular Weight: 176.126
• DSSTox Substance ID: DTXSID90545415
• Nikkaji Number: J2.432.833C
• Mol file: 76913-29-6.mol

Synonyms:76913-29-6;Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate;Carbonic acid, methyl (2-oxo-1,3-dioxolan-4-yl)methyl ester;SCHEMBL1952351;DTXSID90545415;WHXLJZGTODFTRX-UHFFFAOYSA-N;methyl 2-oxo-1,3-dioxolan-4-ylmethyl carbonate

Chemical Property of Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate

Chemical Property:

• PSA: 71.06000
• LogP: 0.30480
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 176.03208797
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)OCC1COC(=O)O1

Technology Process of Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate

There total 5 articles about Methyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate 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: 58.4%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + carbonic acid dimethyl ester (616-38-6) → 4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + methyl ((2-oxo-1,3-dioxolan-4-yl)methyl)carbonate (76913-29-6) + oxiranyl-methanol (556-52-5)

Guidance literature:

With potassium fluoride; at 80 ℃; for 1.5h; Reagent/catalyst; Catalytic behavior;

DOI:10.5935/0103-5053.20130281

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + carbonic acid dimethyl ester (616-38-6) → 4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + methyl ((2-oxo-1,3-dioxolan-4-yl)methyl)carbonate (76913-29-6)

Guidance literature:

lithium hydroxide; calcium oxide; at 73 - 80 ℃; for 8 - 9h; Product distribution / selectivity; Heating / reflux;

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + carbonic acid dimethyl ester (616-38-6) → 4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + methyl ((2-oxo-1,3-dioxolan-4-yl)methyl)carbonate (76913-29-6) + carbonic acid bis(2-oxo-[1,3]dioxolan-4-ylmethyl)ester

Guidance literature:

With Aspergillus niger lipase immobilized on magnetic micro-/nanoparticles; at 60 ℃; for 6h; Neat (no solvent); Enzymatic reaction;

DOI:10.1016/j.apcata.2012.06.016

upstream raw materials:

glycerol

carbonic acid dimethyl ester

4-hydroxymethyl-1,3-dioxolan-2-one

Downstream raw materials:

1,3-diphenoxy-2-propanol

Refernces

• 1、 Gérardy, Romaric,Estager, Julien,Luis, Patricia,Debecker, Damien P.,Monbaliu, Jean-Christophe M.. "Versatile and scalable synthesis of cyclic organic carbonates under organocatalytic continuous flow conditions". . p. 6841 - 6851. Retrieved 2019/12/24.
• 2、 Liu, Zhenmin,Wang, Junwei,Kang, Maoqing,Yin, Ning,Wang, Xinkui,Tan, Yisheng,Zhu, Yulei. "Synthesis of glycerol carbonate by transesterification of glycerol and dimethyl carbonate over KF/γ-Al2O3 catalyst". . p. 152 - 160. Retrieved 2014/02/14.