623-17-6 Usage
Description
Furfuryl acetate, also known as the ester formed by the esterification between furfuryl alcohol and acetate, is a colorless to clear yellow or orange liquid with a pungent, ethereal, and fruity odor. It is commonly found in various food items and alcoholic beverages, contributing to their distinct flavors and aromas.
Uses
Used in Flavor and Fragrance Industry:
Furfuryl acetate is used as a flavoring ingredient for its distinct fruity odor, enhancing the taste and aroma of various food products. It is particularly favored for its ability to add a unique flavor profile to the products it is used in.
Used in Synthesis:
Furfuryl acetate serves as an intermediate in the synthesis of various compounds, such as 5-acetoxymethyl-2-vinylfuran and 5-hydroxymethyl-2-vinylfuran, through Vilsmeier-Haack and Wittig reactions. These synthesized compounds have potential applications in the chemical and pharmaceutical industries.
Used in Alcoholic Beverages:
Furfuryl acetate is used in the alcoholic beverage industry to add a unique and pleasant aroma to drinks like beer and rum, contributing to their overall sensory experience.
Used in the Food Industry:
Furfuryl acetate is used as a flavoring ingredient in the food industry, particularly in products like roasted almonds, white bread, cocoa, coffee, roasted flberts, roasted onion, roasted peanuts, cooked pork liver, wheaten and crispbread, oats, licorice, dried bonito, sukiyaki, and Bourbon vanilla. Its presence in these products enhances their taste and aroma, making them more appealing to consumers.
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).
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
Preparation method of alkyl carboxylic acid furfuryl ester
-
Paragraph 0028; 0037-0038, (2021/11/27)
The invention discloses a preparation method of alkyl carboxylic acid furfuryl ester and relates to furfuryl alcohol. The catalyst, the acylating agent, the acid binding agent and the solvent are uniformly mixed to obtain the alkyl carboxylic acid furfuryl ester compound. The method is high in selectivity, few in byproducts and mild in reaction condition, and has a certain industrial application prospect.
Conversion of furfural to 2-methylfuran over CuNi catalysts supported on biobased carbon foams
Varila, Toni,M?kel?, Eveliina,Kupila, Riikka,Romar, Henrik,Hu, Tao,Karinen, Reetta,Puurunen, Riikka L.,Lassi, Ulla
, p. 16 - 27 (2020/12/28)
In this study, carbon foams prepared from the by-products of the Finnish forest industry, such as tannic acid and pine bark extracts, were examined as supports for 5/5% Cu/Ni catalysts in the hydrotreatment of furfural to 2-methylfuran (MF). Experiments were conducted in a batch reactor at 503 K and 40 bar H2. Prior to metal impregnation, the carbon foam from tannic acid was activated with steam (S1), and the carbon foam from pine bark extracts was activated with ZnCl2 (S2) and washed with acids (HNO3 or H2SO4). For comparison, a spruce-based activated carbon (AC) catalyst and two commercial AC catalysts as references were investigated. Compressive strength of the foam S2 was 30 times greater than that of S1. The highest MF selectivity of the foam-supported catalysts was 48 % (S2, washed with HNO3) at a conversion of 91 %. According to the results, carbon foams prepared from pine bark extracts can be applied as catalyst supports.
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