Pentaerythritol tetraacetate

Base Information

• Chemical Name: Pentaerythritol tetraacetate
• CAS No.: 597-71-7
• Molecular Formula: C13H20 O8
• Molecular Weight: 304.297
• Hs Code.: 2918199090
• European Community (EC) Number: 209-907-8
• NSC Number: 1841
• UNII: C4YXI01Z81
• DSSTox Substance ID: DTXSID10871783
• Nikkaji Number: J6.788A
• Wikidata: Q27275193
• Mol file: 597-71-7.mol

Synonyms:Pentaerythritol tetraacetate;597-71-7;Normosterol;Normo-level;Pentaerythrityl Tetraacetate;PAG [Romanian];TAPE;Tetraacetyl pentestriol;Tetraacetil pentoetriol;NSC 1841;[3-acetyloxy-2,2-bis(acetyloxymethyl)propyl] acetate;Pentaerythritol, tetraacetate;Tetraacetil pentoetriol [Romanian];C13H20O8;EINECS 209-907-8;Pentaerythrityl tetracetate;BRN 1804615;UNII-C4YXI01Z81;2,2-Bis((acetyloxy)methyl)-1,3-propanediol diacetate;C4YXI01Z81;T.A.P.E.;2,2-Bis(acetoxymethyl)propane-1,3-diyl diacetate;NSC-1841;T. A. P. E.;1,3-Propanediol, 2,2-bis[(acetyloxy)methyl]-, diacetate;4-02-00-00264 (Beilstein Handbook Reference);3-(Acetyloxy)-2,2-bis[(acetyloxy)methyl]propyl acetate;1,3-Propanediol, 2,2-bis((acetyloxy)methyl)-, diacetate;1,3-Propanediol, 2,2-bis((acetyloxy)methyl)-, 1,3-diacetate;1,3-Propanediol, 2,2-bis[(acetyloxy)methyl]-, 1,3-diacetate;MFCD00026206;Pentaerythrit-tetraacetat;Pentaerythritol tetracetate;CBDivE_003151;T.A.P.E;[3-acetoxy-2,2-bis(acetoxymethyl)propyl] acetate;SCHEMBL309351;OUHCZCFQVONTOC-UHFFFAOYSA-;DTXSID10871783;NSC1841;AKOS004906770;C13-H20-O8;PENTAERYTHRITOL TETRAACETATE [MI];AS-81683;PENTAERYTHRITYL TETRAACETATE [INCI];LS-101452;1, 2,2-bis[(acetyloxy)methyl]-, diacetate;CS-0326896;P0757;D92009;2,2-Bis(acetoxymethyl)propane-1,3-diyldiacetate;Q27275193;3-(Acetyloxy)-2,2-bis[(acetyloxy)methyl]propyl acetate #

Chemical Property of Pentaerythritol tetraacetate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000139mmHg at 25°C
• Melting Point: 78-83 °C
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 370.7 °C at 760 mmHg
• Flash Point: 160.5 °C
• PSA: 105.20000
• Density: 1.183 g/cm³
• LogP: 0.22520
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 304.11581759
• Heavy Atom Count: 21
• Complexity: 324

Purity/Quality:

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

Pentaerythritol Tetraacetate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 24/25-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC(=O)OCC(COC(=O)C)(COC(=O)C)COC(=O)C
• Recent ClinicalTrials: Flurbiprofen Tape for Treatment of Chronic Low Back Pain

Technology Process of Pentaerythritol tetraacetate

There total 9 articles about Pentaerythritol tetraacetate 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: 98.0%

Pentaerythritol (115-77-5) + acetic anhydride (108-24-7) → pentaerythritol tetracetate (597-71-7)

Guidance literature:

With methanesulfonic acid; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c9cc10030j

Reference yield: 94.0%

3-[(sulfanylacetyl)oxy]-2,2-bis{[(sulfanylacetyl)oxy]methyl}propyl sulfanylacetate (10193-99-4) → pentaerythritol tetracetate (597-71-7)

Guidance literature:

With di-tert-butyl peroxide; triethyl phosphite; In acetonitrile; at 20 ℃; UV-irradiation;

Reference yield:

Pentaerythritol (115-77-5) + acetic anhydride (108-24-7) → pentaerythritol tetracetate (597-71-7) + 1,2',2'',6',6'',7-hexa-O-acetyl-2',2'',6',6''-tetra-(hydroxymethyl)-4-oxa-heptanediol (67754-23-8)

Guidance literature:

Pentaerythritol; With sulfuric acid; In sulfolane; at 175 ℃; for 1h; Sealed tube;

acetic anhydride; With dmap; at 150 ℃; for 1.5h;

DOI:10.1021/acs.oprd.0c00269

upstream raw materials:

2,2-bis(iodomethyl)-1,3-propanediol

silver(I) acetate

pentaerythritol bisacetate

Pentaerythritol

Downstream raw materials:

monoacetyl pentaerythritol

Refernces

• 1、 Qiu, Wenting,Shi, Shuai,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui. "A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light". supporting information. p. 1255 - 1258. Retrieved 2021/05/05.
• 2、 Emel’yanov, V. V.,Krasnykh, E. L.,Portnova, S. V.. "Retention Indices and Sorption Enthalpies of Pentaerythritol and С2–С8 Acid Esters on Nonpolar Stationary Phases". . p. 2168 - 2176. Retrieved 2020/10/08.