5-Acetoxymethyl-2-furancarboxylic acid

Base Information

• Chemical Name: 5-Acetoxymethyl-2-furancarboxylic acid
• CAS No.: 90345-66-7
• Molecular Formula: C8H8O5
• Molecular Weight: 184.149
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID00438167
• Nikkaji Number: J1.545.367B
• Wikidata: Q77479147
• Metabolomics Workbench ID: 110338
• ChEMBL ID: CHEMBL464357
• Mol file: 90345-66-7.mol

Synonyms:90345-66-7;5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID;acetyl Sumiki's acid;5-(acetyloxymethyl)furan-2-carboxylic Acid;5-(ACETOXYMETHYL)FURAN-2-CARBOXYLIC ACID;5-(Acetoxymethyl)-2-furoic Acid;Acetyl Sumiki/'s acid;SCHEMBL168107;CHEMBL464357;DTXSID00438167;VEHIMKWMEKVUMD-UHFFFAOYSA-N;AKOS006227698;5-Acetoxymethylfuran-2-carboxylic acid;AB23160;CS-0367007;FT-0661103;5-(ACETOXYMETHYL)FURAN-2-CARBOXYLICACID;F71950;5-[(ACETYLOXY)METHYL]FURAN-2-CARBOXYLIC ACID

Chemical Property of 5-Acetoxymethyl-2-furancarboxylic acid

Chemical Property:

• Melting Point: 107-109 ºC
• Boiling Point: 314.2 °C at 760 mmHg
• Flash Point: 143.8 °C
• PSA: 76.74000
• Density: 1.338 g/cm³
• LogP: 1.04090
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 184.03717335
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

5-Acetoxymethyl-2-furancarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1=CC=C(O1)C(=O)O
• Uses: 5-Acetoxymethyl-2-furancarboxylic Acid is used in the preparation of 3-tetrahydrofurylcephem-3-carboxylates and analogs as antibiotics.

Technology Process of 5-Acetoxymethyl-2-furancarboxylic acid

There total 8 articles about 5-Acetoxymethyl-2-furancarboxylic acid 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: 93.0%

5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6) + acetic anhydride (108-24-7) → 5-(acetoxymethyl)-furan-2-carboxylic acid (90345-66-7)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 14h; Cooling with ice;

Reference yield: 91.0%

5-acetoxymethyl-2-furaldehyde (10551-58-3) → 5-(acetoxymethyl)-furan-2-carboxylic acid (90345-66-7)

Guidance literature:

With sodium chlorite; dihydrogen peroxide; In water; acetonitrile;

Reference yield: 54.0%

5-acetoxymethyl-2-furaldehyde (10551-58-3) → furan-2,5-dicarboxylic acid (3238-40-2) + 5-(acetoxymethyl)-furan-2-carboxylic acid (90345-66-7)

Guidance literature:

With oxygen; acetic acid; cobalt(II) acetate; manganese(II) acetate; sodium bromide; at 100 ℃; for 2h; under 25858.1 Torr;

upstream raw materials:

dmap

5-hydroxymethyl-furan-2-carboxylic acid

5-acetoxymethyl-2-furaldehyde

5-hydroxymethyl-2-furfuraldehyde

Downstream raw materials:

furan-2,5-dicarboxylic acid

Refernces

• 1、 -. "Method for preparing 2,5-furan dicarboxylic acid". . . Retrieved 2016/05/24.
• 2、 -. "PROCESS FOR THE PREPARATION OF 2,5-FURANDICARBOXYLIC ACID". Page/Page column 10. . Retrieved 2015/05/05.