5-Acetoxymethyl-2-furaldehyde

Base Information

• Chemical Name: 5-Acetoxymethyl-2-furaldehyde
• CAS No.: 10551-58-3
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 29321900
• European Community (EC) Number: 234-137-4
• UNII: 5HH6180XYD
• DSSTox Substance ID: DTXSID00147166
• Nikkaji Number: J37.050I
• Wikidata: Q17191361
• Mol file: 10551-58-3.mol

Synonyms:5-acetoxymethyl-2-furaldehyde

Chemical Property of 5-Acetoxymethyl-2-furaldehyde

Chemical Property:

• Appearance/Colour: Off-white crystalline solid
• Vapor Pressure: 0.00798mmHg at 25°C
• Melting Point: 53-55 °C(lit.)
• Refractive Index: 1.515
• Boiling Point: 267.8 °C at 760 mmHg
• Flash Point: 107.8 °C
• PSA: 56.51000
• Density: 1.23 g/cm³
• LogP: 1.15520
• Storage Temp.: Freezer
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

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

5-Acetoxymethyl-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC1=CC=C(O1)C=O
• Uses: 5-Acetoxymethyl-2-furaldehyde can be used for reduction of off-taste of vinegar.

Technology Process of 5-Acetoxymethyl-2-furaldehyde

There total 57 articles about 5-Acetoxymethyl-2-furaldehyde 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: 97.0%

5-chloromethylfurfural (1623-88-7) + sodium acetate (127-09-3) → 5-acetoxymethyl-2-furaldehyde (10551-58-3)

Guidance literature:

With tetrabutylammonium acetate; In acetonitrile; at 40 ℃; for 12h;

Reference yield: 97.0%

5-chloromethylfurfural (1623-88-7) + tetrabutylammonium acetate (10534-59-5) → 5-acetoxymethyl-2-furaldehyde (10551-58-3)

Guidance literature:

In acetonitrile; at 20 ℃; for 0.0833333h; under 760.051 Torr;

Reference yield: 95.7%

1,6-di-O-acetyl-D-fructofuranose → 5-acetoxymethyl-2-furaldehyde (10551-58-3)

Guidance literature:

With sulfuric acid; In dimethyl sulfoxide; at 120 ℃; for 2h; Reagent/catalyst; Acidic conditions;

DOI:10.3390/molecules24244623

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

acetic anhydride

5-bromomethyl-furan-2-carbaldehyde

silver(I) acetate

Downstream raw materials:

tetrahydrofuran-2,5-dimethanol

furan-2,5-dicarboxylic acid

2,5-bis-(hydroxymethyl)furan

5-hydroxymethyl-furan-2-carboxylic acid

Refernces

• 1、 Jun, Mira,Shao, Yu,Ho, Chi-Tang,Koetter, Uwe,Lech, Stanley. "Structural identification of nonvolatile dimerization products of glucosamine by gas chromatography-mass spectrometry, liquid chromatography-mass spectrometry, and nuclear magnetic resonance analysis". . p. 6340 - 6346. Retrieved 2003.
• 2、 Horton,Philips. "-". . p. 367,371. Retrieved 1973.
• 3、 Krystof, Monika,Pérez-Sánchez, María,Domínguez De María, Pablo. "Lipase-catalyzed (Trans)esterification of 5-hydroxymethylfurfural and separation from HMF esters using deep-eutectic solvents". . p. 630 - 634. Retrieved 2013.
• 4、 Wiermans, Lotte,Hofzumahaus, Sebastian,Schotten, Christiane,Weigand, Lisa,Schallmey, Marcus,Schallmey, Anett,De Maria, Pablo Dominguez. "Transesterifications and peracid-assisted oxidations in aqueous media catalyzed by Mycobacterium smegmatis acyl transferase". . p. 3719 - 3724. Retrieved 2013.
• 5、 Walia, Mayanka,Sharma, Upendra,Agnihotri, Vijai K.,Singh, Bikram. "Silica-supported boric acid assisted conversion of mono- and poly-saccharides to 5-hydroxymethylfurfural in ionic liquid". . p. 14414 - 14418. Retrieved 2014.
• 6、 Mehner, Alexander,Montero, Ana L.,Martinez, Ricardo,Spange, Stefan. "Synthesis of 5-acetoxymethyl- and 5-hydroxymethyl-2-vinylfuran". . p. 634 - 640. Retrieved 2007.
• 7、 Phutdhawong, Weerachai,Inpang, Siwaporn,Taechowisan, Thongchai,Phutdhawong, Waya S.. "Synthesis and biological activity studies of Methyl-5-(hydroxymethyl)-2-furan Carboxylate and Derivatives". . p. 1080 - 1085. Retrieved 2019.
• 8、 Hwang, Seung Hwan,Kim, Hyun-Yong,Kim, Kang Hyuk,Lim, Soon-Sung,Park, Soo-Hyun,Suh, Hong-Won,Zuo, Guanglei. "Effect of extract and synthesized derivatives of isolated compound from symplocos chinensis f. Pilosa ohwi on neuropathic pain in mice". . . Retrieved 2021.
• 9、 -. "Dicarboxyl acid aromatic heterocyclic compound and method for preparing thereof". Paragraph 0299-0307; 0324-0333. . Retrieved 2021/10/15.