Methylene diacetate

Base Information

• Chemical Name: Methylene diacetate
• CAS No.: 628-51-3
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 2916190090
• European Community (EC) Number: 607-656-2,812-771-8
• NSC Number: 57545
• UNII: 468LQ25WB7
• DSSTox Substance ID: DTXSID20865198
• Nikkaji Number: J25.614E
• Mol file: 628-51-3.mol

Synonyms:Methylene diacetate;628-51-3;acetyloxymethyl acetate;Methanediol, diacetate;ACETIC ACID, METHYLENE ESTER;(acetyloxy)methyl acetate;AI3-61419;NSC 57545;BRN 1758973;NSC-57545;4-02-00-00280 (Beilstein Handbook Reference);Diacetoxymethane;Methyl diacetate;Diacetoxy-methane;methylendiacetat;METHYLENE DIACETATE, 99;methylene bis-acetate;Methanediol, 1,1-diacetate;WLN: 1VO1OV1;METHYLENEDIACETATE,99;SCHEMBL322669;Methanediol, diacetate (8CI);DTXSID20865198;(C-H2-O)mult-C4-H6-O3;468LQ25WB7;NSC57545;MFCD00010751;AKOS015901123;CS-W004911;DS-2763;25231-38-3;FT-0698100;FT-0698591;A24536;C16112

Chemical Property of Methylene diacetate

Chemical Property:

• Vapor Pressure: 1.96mmHg at 25°C
• Melting Point: ?23 °C(lit.)
• Refractive Index: n20/D 1.405(lit.)
• Boiling Point: 164.5 °C at 760 mmHg
• Flash Point: 72.6 °C
• PSA: 52.60000
• Density: 1.119 g/mL at 25 °C(lit.)
• LogP: 0.07010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methylenediacetate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCOC(=O)C

Technology Process of Methylene diacetate

There total 38 articles about Methylene diacetate 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: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetic anhydride (108-24-7) → diacetoxymethane (628-51-3,25231-38-3)

Guidance literature:

With solid-phase supported silica chloride; at 20 ℃; for 0.166667h; chemoselective reaction; Neat (no solvent);

DOI:10.1080/00397911003797866

Reference yield: 86.0%

1-ethyl-3-methylimidazolium acetate (143314-17-4) + 1,1-dibromomethane (74-95-3) → diacetoxymethane (628-51-3,25231-38-3) + 3-ethyl-1-methyl-1H-imidazol-3-ium bromide (65039-08-9)

Guidance literature:

at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 86.0%

dichloromethane (75-09-2) + 1-ethyl-3-methylimidazolium acetate (143314-17-4) → diacetoxymethane (628-51-3,25231-38-3) + 1-ethyl-3-methyl-1H-imidazol-3-ium chloride (65039-09-0)

Guidance literature:

at 50 ℃; for 16h; Inert atmosphere;

upstream raw materials:

diazomethane

formaldehyd

bis(acetoxymethyl)ether

diiodomethane

Downstream raw materials:

bis(acetoxymethyl)ether

bis-acetoxymethoxy-methane

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)

dimesitylmethane

Refernces

• 1、 -. "Process for preparing 1,1-disubstituted ethylenic monomers". Paragraph 0079. . Retrieved 2015/11/16.
• 2、 -. "HYDROCARBOXYLATION OF METHYLENE DIPROPIONATE IN THE PRESENCE OF PROPIONIC ACID AND A HETEROGENEOUS CATALYST". Paragraph 0122. . Retrieved 2013/10/08.