Trimethylolethane triacetate

Base Information

• Chemical Name: Trimethylolethane triacetate
• CAS No.: 13431-59-9
• Molecular Formula: C11H18O6
• Molecular Weight: 246.257
• NSC Number: 96987
• UNII: 7JBR10M47Q
• DSSTox Substance ID: DTXSID10158642
• Nikkaji Number: J1.242.194J
• Wikidata: Q27268405
• Mol file: 13431-59-9.mol

Synonyms:Trimethylolethane triacetate;13431-59-9;[3-acetyloxy-2-(acetyloxymethyl)-2-methylpropyl] acetate;UNII-7JBR10M47Q;1,3-Propanediol, 2-hydroxymethyl-2-methyl-, triacetate;7JBR10M47Q;NSC-96987;[3-acetyloxy-2-(acetyloxymethyl)-2-methyl-propyl] acetate;NSC96987;SCHEMBL3199088;DTXSID10158642;3-(Acetyloxy)-2-[(acetyloxy)methyl]-2-methylpropyl acetate;NSC 96987;AKOS024332788;2,2-BIS-(ACETOXYMETHYL)-PROPYL ACETATE;Q27268405;2-Methyl-2-(hydroxymethyl)-1,3-propanediol triacetate;3-(Acetyloxy)-2-[(acetyloxy)methyl]-2-methylpropyl acetate #;1,3-PROPANEDIOL, 2-(HYDROXYMETHYL)-2-METHYL-, TRIACETATE;1,3-PROPANEDIOL, 2-((ACETYLOXY)METHYL)-2-METHYL-, 1,3-DIACETATE

Chemical Property of Trimethylolethane triacetate

Chemical Property:

• Vapor Pressure: 0.000726mmHg at 25°C
• Boiling Point: 307.4°Cat760mmHg
• Flash Point: 131°C
• Density: 1.116g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 246.11033829
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(C)(COC(=O)C)COC(=O)C

Technology Process of Trimethylolethane triacetate

There total 5 articles about Trimethylolethane triacetate 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: 96.0%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + acetic anhydride (108-24-7) → 1,1,1-Tris(acetoxymethyl)ethane (13431-59-9)

Guidance literature:

With In(OSO₂CF₃)3; In acetonitrile; at 20 ℃;

DOI:10.1055/s-1999-2941

Reference yield: 87.0%

2-methyl-3-(4-methylbenzoyloxy)-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 3,5-bis(trifluoromethyl)benzoate (1163693-67-1) + acetic anhydride (108-24-7) → 1,1,1-Tris(acetoxymethyl)ethane (13431-59-9)

Guidance literature:

2-methyl-3-(4-methylbenzoyloxy)-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 3,5-bis(trifluoromethyl)benzoate; With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; Reflux; Inert atmosphere;

acetic anhydride; With dmap; triethylamine;

DOI:10.1016/j.tet.2009.09.111

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethene (74-85-1) + acetic acid (64-19-7,77671-22-8) → 1,1,1-Tris(acetoxymethyl)ethane (13431-59-9)

Guidance literature:

With sulfuric acid; at 130 - 140 ℃; unter Druck;

DOI:10.1021/cr60160a004

upstream raw materials:

2-(hydroxymethyl)-2-methylpropane-1,3-diol

acetic anhydride

formaldehyd

ethene

Refernces

• 1、 Lam, Kevin,Markó, István E.. "Toluates: unexpectedly versatile reagents". experimental part. p. 10930 - 10940. Retrieved 2010/02/28.