Suberic anhydride

Base Information

• Chemical Name: Suberic anhydride
• CAS No.: 10521-06-9
• Molecular Formula: C8H12 O3
• Molecular Weight: 156.181
• European Community (EC) Number: 819-551-0
• DSSTox Substance ID: DTXSID80429492
• Nikkaji Number: J801.598H
• Mol file: 10521-06-9.mol

Synonyms:Suberic anhydride;OXONANE-2,9-DIONE;10521-06-9;Korksaureanhydrid;SCHEMBL449061;DTXSID80429492;RMIBXGXWMDCYEK-UHFFFAOYSA-N;AKOS037652171;CS-0376339;FT-0749398;EN300-1693604;A801163

Chemical Property of Suberic anhydride

Chemical Property:

• Melting Point: 65-66 °C
• Boiling Point: 291.0±9.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.086±0.06 g/cm3(Predicted)
• LogP: 1.41040
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

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

Subericanhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=O)OC(=O)CC1

Technology Process of Suberic anhydride

There total 3 articles about Suberic anhydride 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: 100.0%

octane-1,8-dioic acid (505-48-6) → oxonane-2,9-dione (10521-06-9)

Guidance literature:

With acetic anhydride; at 150 ℃; for 1.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00280

Reference yield: 99.9%

octane-1,8-dioic acid (505-48-6) + acetic anhydride (108-24-7) → oxonane-2,9-dione (10521-06-9)

Guidance literature:

at 160 ℃; for 2h;

DOI:10.1039/c3dt51917a

Reference yield:

→ oxonane-2,9-dione (10521-06-9)

Guidance literature:

With suberoyl chloride; at 160 - 180 ℃;

upstream raw materials:

octane-1,8-dioic acid

acetic anhydride

Downstream raw materials:

cycloheptanone

bufalin 3-hemisuberate

8-oxo-8-phenyloctanoic acid

Refernces

• 1、 Calder, Ewen D. D.,Conway, Stuart J.,Folkes, Lisa K.,Hammond, Ester M.,Mistry, Ishna N.,Skwarska, Anna,Sneddon, Deborah. "Hypoxia-activated pro-drugs of the KDAC inhibitor vorinostat (SAHA)". . . Retrieved 2020.
• 2、 Deng, Yijun,Ng Dimarco, Christina,Vakhilt, Tanya,Jonas, Marco,White, Jaclyn,Arefyev, Dennis,Tokala, Ramachandar,Akhtar, Parveen,Zhu, Lei,Sun, Xufeng,Haimowitz, Thomas,Condon, Stephen M.. "Process Development of the Soft Histone Deacetylate Enzyme Inhibitor SHP-141: Acylation of Methyl Paraben and Suberyl Hydroxamic Acid Formation". . p. 1812 - 1820. Retrieved 2016.
• 3、 Mai, Antonello,Esposito, Monica,Sbardella, Gianluca,Massa, Silvio. "A new facile and expeditious synthesis of N-hydroxy-N′-phenyloctanediamide, a potent inducer of terminal cytodifferentiation". . p. 391 - 394. Retrieved 2001.
• 4、 Skwarecki, Andrzej S.,Martynow, Dorota,Milewska, Maria J.,Milewski, S?awomir. "Molecular umbrella as a nanocarrier for antifungals". . . Retrieved 2021/09/20.