39251-88-2

Usage

Uses

Used in Flavor and Fragrance Industry:
FEMA 3518 is used as a flavoring agent for its waxy, fatty, brown, brothy, and mushroom-like taste with a green metallic nuance. It is particularly suitable for enhancing the flavor of various food products.
FEMA 3518 is also used as a fragrance ingredient for its sweet, fruity, and heavy odor, making it an ideal additive for creating unique and captivating scents in the perfume and cosmetic industries.
Used in the Chemical Industry:
In the chemical industry, FEMA 3518 can be utilized as a starting material or intermediate in the synthesis of other compounds due to its unique chemical properties.
Used in the Pharmaceutical Industry:
Given its unique taste and odor characteristics, FEMA 3518 may also have potential applications in the pharmaceutical industry, such as in the development of medications with improved taste or as a component in the formulation of certain drugs.

InChI:InChI=1/C13H20O3/c1-2-3-4-5-6-7-10-16-13(14)12-9-8-11-15-12/h8-9,11H,2-7,10H2,1H3

Upstream product

• 88-14-2 2-furanoic acid 
• 111-83-1 1-bromo-octane 
• 111-87-5 octanol 
• 614-99-3 Ethyl 2-furoate 
• 611-13-2 2-furoic acid methyl ester 
• 527-69-5 2-furancarbonyl chloride 
• 98-01-1 furfural 
• 617-90-3 2-furancarbonitrile 

Downstream Products

• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants?

Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and in Situ Alcoholysis

We report an efficient approach for direct alkoxycarbonylation of furans as well as other heteroarenes via a one-step copper-mediated reaction of three components (i.e., heteroarene, alcohol, and CHCl3). The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates and other heteroarenecarboxylates were facilely obtained in moderate to good yields.

Transition-Metal-Free Poly(thiazolium) Iodide/1,8-Diazabicyclo[5.4.0]undec-7-ene/Phenazine-Catalyzed Esterification of Aldehydes with Alcohols

Poly(3,4-dimethyl-5-vinylthiazolium) iodide was used as a polymer precatalyst in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and phenazine for the oxidative esterification of aldehydes with alcohols. Selective functionalization of OH groups was achieved in the presence of NH2 groups. The poly(thiazolium) iodide/DBU/phenazine system exhibited excellent catalytic activity and could be reused five times without loss of activity.

CeO2 as a versatile and reusable catalyst for transesterification of esters with alcohols under solvent-free conditions

CeO2 acted as an efficient and reusable heterogeneous catalyst for transesterification of esters with alcohols under the solvent-free conditions at 160 °C. Among the 11 kinds of metal oxides, CeO2 is the most suitable catalyst in terms of catalytic activity, leaching-resistance and reusability. This catalytic system tolerates various esters and alcohols, and valuable esters such as heteroaromatic esters and benzyl benzoates are produced, demonstrating a practical utility of the system. On the basis of kinetic analysis and in situ IR studies of adsorbed species, a reaction mechanism is proposed, in which proton abstraction of alcohol by a Lewis base site of CeO2 to yield alkoxide species is the rate-limiting step.

CeO2-catalysed one-pot selective synthesis of esters from nitriles and alcohols

Thirteen kinds of metal oxides were tested for one-pot selective synthesis of esters from nitriles and alcohols. Ceria (CeO2) showed more than two orders of magnitude higher activity than the other oxides. CeO2 acted as a reusable and effective catalyst for the ester synthesis from various nitriles and alcohols under neutral and solvent-free conditions at 160 °C. This method provides a rare example for the synthesis of heteroaromatic esters, which have been difficult to synthesize by conventional catalytic esterification methods. Valuable esters such as picolinic acid alkyl esters and niacin benzyl esters were synthesized, demonstrating a practical aspect of the present method. Kinetic studies suggested the following reaction mechanism: (1) H2O and ROH dissociate on CeO2, (2) nucleophilic attack of hydroxyl species (OHδ-) to the adsorbed nitrile on CeO2, leading to the formation of the primary amide, (3) nucleophilic attack of alkoxide species (ORδ-) to the amide as the rate-limiting step.

Mucor miehei lipase catalyzed transesterifications on aromatic and heteroaromatic substrates. A general survey

An investigation on Mucor miehei lipase-catalyzed transesterifications of 16 aromatic and heteroaromatic esters in organic solvents is described. The points studied were the activity and regioselectivity of the enzyme-catalyzed reaction of either one or two ester groups situated in different positions on several heterocyclic systems with an aliphatic alcohol. The reactions took place in moderate to good yields and, in some cases, regioselectively.