623-17-6 Usage
Description
Furfuryl acetate is the ester formed by the esterification between furfuryl alcohol and acetate. It can be used as a food spices and flavoring ingredient. It can also be used as the intermediate of dye, resin and spices. It is found in alcoholic beverage. Furfuryl acetate is present in wheat bread, crisp bread, roasted onion, pork liver, beer, rum, cocoa and coffee.
References
Kim, You Sun, S. S. Lee, and M. W. Oh. "Halogen Containing Heterocyclic Compounds (Part III) Chlorination of Furfuryl Acetate in Presence of Acid and Lewis Acids." Soil Biology & Biochemistry 924.1(1970):263-270.
Harayama, Koichi, F. Hayase, and H. Kato. "Contribution to Stale Flavor of 2-Furfuryl Ethyl Ether and Its Formation Mechanism in Beer." Bioscience Biotechnology & Biochemistry 59.6(1995):1144-1146.
Antón, Víctor, et al. "Thermophysical Characterization of Furfuryl Esters: Experimental and Modeling." Energy & Fuels (2017).
Chemical Properties
Furfuryl acetate is a colorless to light yellow liquid with a ethereal foral fruity odor.
Occurrence
Reported found in roasted almonds, beer, white bread, cocoa, coffee, roasted flberts, roasted onion, roasted peanuts, cooked pork liver, wheaten and crispbread, oats, rum, beer, licorice, dried bonito, sukiyaki and Bourbon vanilla
Uses
Furfuryl acetate is a flavoring ingredient. It was used in the synthesis of 5-acetoxymethyl-2-vinylfuran and 5-hydroxymethyl-2-vinylfuran via Vilsmeier-Haack and Wittig reactions.
General Description
Colorless to clear yellow or orange liquid with a pungent odor.
Air & Water Reactions
Slightly water soluble.
Reactivity Profile
Furfuryl acetate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Furfuryl acetate reacts with strong oxidizing agents, strong acids, strong bases and strong reducing agents. Furfuryl acetate reacts violently with cyanoacetic acid, formic acid, mineral acids, nitric acid and (nitric acid + N204 + sulfuric acid).
Fire Hazard
Furfuryl acetate is combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 623-17-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 3 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 623-17:
(5*6)+(4*2)+(3*3)+(2*1)+(1*7)=56
56 % 10 = 6
So 623-17-6 is a valid CAS Registry Number.
623-17-6Relevant articles and documents
ZWITTERIONIC CATALYSTS FOR (TRANS)ESTERIFICATION: APPLICATION IN FLUOROINDOLE-DERIVATIVES AND BIODIESEL SYNTHESIS
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Paragraph 0013; 0028, (2021/01/29)
An amide/iminium zwitterion catalyst has a catalyst pocket size that promotes transesterification and dehydrative esterification. The amide/iminium zwitterions are easily prepared by reacting aziridines with aminopyridines. The reaction can be applied a wide variety of esterification processes including the large-scale synthesis of biodiesel. The amide/iminium zwitterions allow the avoidance of strongly basic or acidic condition and avoidance of metal contamination in the products. Reactions are carried out at ambient or only modestly elevated temperatures. The amide/iminium zwitterion catalyst is easily recycled and reactions proceed in high to quantitative yields.
Preparation method of furfuryl alcohol ester
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Paragraph 0028-0029; 0036-0037, (2021/02/10)
The invention discloses a preparation method of furfuryl alcohol ester. The preparation method comprises the following step: subjecting furfural, a bifunctional catalyst, an acylation reagent and a solvent to reacting under hydrogen pressure to obtain furfuryl alcohol ester. The method provided by the invention has the advantages of high selectivity, few byproducts, mild reaction conditions and certain industrial application prospect.
KMnO4-catalyzed chemoselective deprotection of acetate and controllable deacetylation-oxidation in one pot
Gurawa, Aakanksha,Kumar, Manoj,Rao, Dodla S.,Kashyap, Sudhir
supporting information, p. 16702 - 16707 (2020/10/27)
A novel and efficient protocol for chemoselective deacetylation under ambient conditions was developed using catalytic KMnO4. The stoichiometric use of KMnO4 highlighted the dual role of a heterogeneous oxidant enabling direct access to aromatic aldehydes in one-pot sequential deacetylation-oxidation. The reaction employed an alternative solvent system and allowed the clean transformation of benzyl acetate to sensitive aldehyde in a single step while preventing over-oxidation to acids. Use of inexpensive and readily accessible KMnO4 as an environmentally benign reagent and the ease of the reaction operation were particularly attractive, and enabled the controlled oxidation and facile cleavage of acetate in a preceding step. This journal is