10031-90-0

Basic information

• Product Name: ETHYL 3-(2-FURYL)PROPIONATE
• Synonyms: 2-Furanpropanoicacid,ethylester;3-furyl-propanoicacidethylester;FEMA 2435;ETHYL FURYLHYDRACRYLATE;ETHYL 3-(2-FURYL)PROPANOATE;ETHYL 3-(2-FURYL)PROPIONATE;ethyl furan-2-propionate;ETHYL 3-(2-FURYL)PROPANOATE 98+%
• CAS NO: 10031-90-0
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19
• EINECS: 233-097-5
• Product Categories: Alphabetical Listings;E-F;Flavors and Fragrances
• Mol File: 10031-90-0.mol

Chemical Properties

• Boiling Point: 212 °C(lit.)
• Flash Point: 196 °F
• Appearance: /
• Density: 1.054 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.148mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• CAS DataBase Reference: ETHYL 3-(2-FURYL)PROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(2-FURYL)PROPIONATE(10031-90-0)
• EPA Substance Registry System: ETHYL 3-(2-FURYL)PROPIONATE(10031-90-0)

Safety Data

• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 10031-90-0(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
ETHYL 3-(2-FURYL)PROPIONATE is used as a flavoring agent for its distinctive pineapple, fruity, sweet, slightly spicy, tropical ripe, and slightly jamy taste characteristics. Its unique flavor profile makes it a valuable addition to the flavor and fragrance industry, where it can be used to enhance the taste and aroma of various products.
Used in Beverage Industry:
In the beverage industry, ETHYL 3-(2-FURYL)PROPIONATE is used as a flavor enhancer to impart a fruity and slightly spicy taste to drinks, particularly those with a tropical or exotic theme. Its addition can help create a more complex and appealing flavor profile, making it an attractive option for beverage manufacturers.
Used in Perfumery:
ETHYL 3-(2-FURYL)PROPIONATE is used as a fragrance ingredient in the perfumery industry due to its fruity and chamomile-like odor. It can be used to create unique and captivating scents, adding depth and complexity to perfume compositions.
Used in the Chemical Research and Development:
ETHYL 3-(2-FURYL)PROPIONATE can also be used in the chemical research and development sector as a starting material or intermediate for the synthesis of other compounds with potential applications in various industries, such as pharmaceuticals or materials science. Its unique chemical properties make it a valuable tool for researchers and scientists working on the development of new products and technologies.

Preparation

By direct esterification of the acid, which in turn is prepared by condensation of furfural with acetic anhydride and sodium acetate, followed by hydrogenation of the furacrylic acid

InChI:InChI=1/C9H12O3/c1-2-11-9(10)6-5-8-4-3-7-12-8/h3-4,7H,2,5-6H2,1H3

Upstream product

• 53282-12-5 ethyl (E)-3-(2-furyl)prop-2-enoate 
• 64-17-5 ethanol 
• 161890-25-1 ethyl 3-(3,4-dichlorophenylthio)-3-(2-furyl)propanoate 
• 54536-91-3 3-(2-furyl)-propanoic acid chloride 
• 623-20-1 3-(2-furanyl)-2-propenoic acid ethyl ester 
• 935-13-7 3-(2-furyl)propanoic acid 
• 21921-76-6 4-bromo-2-furancarbaldehyde 
• 98-01-1 furfural 
• 539-47-9 3-(fur-2-yl)crotonic acid 
• 161890-21-7 ethyl 3-(3,4-dichlorophenylthio)propanoate 
• 161890-43-3 ethyl 3-chloro-3-(3,4-dichlorophenylthio)propanoate 
• 140-88-5 ethyl acrylate 
• 110-00-9 furan 
• 6414-69-3 ethyl 3-iodopropanoate 

Downstream Products

• 98334-58-8 3-[2]furyl-propionic acid hydrazide 
• 106-30-9 ethyl heptanoate 
• 14369-94-9 ethyl 4-oxoheptanoate 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 26908-23-6 3-furan-2-yl-propan-1-ol 
• 935-13-7 3-(2-furyl)propanoic acid 
• 311804-05-4 (4S,5R)-3-(3-Furan-2-yl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 311803-97-1 (4R,5S)-3-(3-Furan-2-yl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 311804-09-8 (R)-4-(furan-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester 
• 311804-01-0 (S)-4-(furan-2-yl)-3-(toluene-4-sulfonyloxymethyl)-butyric acid tert-butyl ester 
• 311803-98-2 (S)-3-Furan-2-ylmethyl-4-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-4-oxo-butyric acid tert-butyl ester 
• 311804-06-5 (R)-3-Furan-2-ylmethyl-4-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-4-oxo-butyric acid tert-butyl ester 
• 99173-03-2 propyl 3-(furan-2-yl)propanoate 
• 64-17-5 ethanol 

Relevant articles and documents

One-Pot, Tandem Wittig Hydrogenation: Formal C(sp3)-C(sp3) Bond Formation with Extensive Scope

A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp3)-C(sp3) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine. Early insights suggest that the chemoselectivity observed in the reduction step is due to partial poisoning of the catalyst, after step one, thus adding to the power of the one-pot procedure.

Preparation method of medium-and-long chain fatty carboxylic acid

The application discloses a preparation method of medium-and-long chain fatty carboxylic acid. More specifically, the preparation method comprises the following steps: taking 2-halogenated methylfuranas a raw material; in the presence of a metal reagent a

Structure-Odor Correlations in Homologous Series of Mercapto Furans and Mercapto Thiophenes Synthesized by Changing the Structural Motifs of the Key Coffee Odorant Furan-2-ylmethanethiol

Furan-2-ylmethanethiol (2-furfurylthiol; 2-FFT, 1) is long-known as a key odorant in roast and ground coffee and was also previously identified in a wide range of thermally treated foods such as meat, bread, and roasted sesame seeds. Its unique coffee-like odor quality elicited at very low concentrations, and the fact that only a very few compounds showing a similar structure have previously been described in foods make 1 a suitable candidate for structure-odor activity studies. To gain insight into the structural features needed to evoke a coffee-like odor at low concentrations, 46 heterocyclic mercaptans and thio ethers were synthesized, 32 of them for the first time, and their odor qualities and odor thresholds were determined. A movement of the mercapto group to the 3-position kept the coffee-like aroma but led to an increase in odor threshold. A separation of the thiol group from the furan ring by an elongation of the carbon side chain caused a loss of the coffee-like odor and also led to an increase in odor thresholds, especially for ω-(furan-2-yl)alkane-1-thiols with six or seven carbon atoms in the side chain. A displacement of the furan ring by a thiophene ring had no significant influence on the odor properties of most of the compounds studied, but the newly synthesized longer-chain 1-(furan-2-yl)- and 1-(thiophene-2-yl)alkane-1-thiols elicited interesting passion fruit-like scents. In total, only 4 out of the 46 compounds also showed a coffee-like odor quality like 1, but none showed a lower odor threshold. Besides the odor attributes, also retention indices, mass spectra, and NMR data of the synthesized compounds were elaborated, which are helpful in possible future identification of these compounds in trace levels in foods or other materials.

NOVEL COMPOUNDS

There is provided a compound of formula (I): or a pharmaceutically acceptable salt thereof. There are also provided processes for the manufacture of a compound of Formula 1, and the use of a compound of Formula 1 as a medicament and in the treatment of cancer.

Novel Compounds

There is provided a compound of formula (I): processes for the manufacture thereof, pharmaceutical compositions thereof and uses in therapy.

Iridium catalysts with bicyclic pyridine-phosphinite ligands: Asymmetric hydrogenation of olefins and furan derivatives

(Chemical Equation Presented) Superior bicyclics: Iridium catalysts as 1 derived from pyridine-phosphinite ligands considerably extend the scope of asymmetric hydrogenation. In addition to various unfunctionalized and functionalized olefins, furans, and benzofurans, for which no catalysts were known before, are also hydrogenated with high enantioselectivity (see scheme).

3-heteroarylalkyl substituted gaba analogs

The invention is a novel series of compounds which are useful in the treatment of epilepsy, faintness attacks, neurodegenerative disorders, depression, anxiety, panic, pain, neuropathological disorders, gastrointestinal disorders such as irritable bowel syndrome (IBS), and inflammation, especially arthritis. A pharmaceutical composition containing a compound of the invention as well as methods of preparing the compounds and novel intermediates useful in the preparation of the final compounds are included.

Synthetic approach towards nakadomarin A: Efficient synthesis of the central tetracyclic core

An efficient synthesis of the tetracyclic core of nakadomarin A was accomplished starting from methyl 4-oxo-3-piperidinecarboxylate. The key steps were intramolecular cyclization of furan to N-acyliminium ions to construct the strained central cyclopenten

Structure-Odor Correlation, XXI. Olfactory Properties and Convenient Synthesis of Furans and Thiophenes Related to Rose Furan and Perillene and Their Isomers

Starting from 3-bromofuran (1) or 3-bromothiophene (2) via alkylation in 2-position (-> 3-8) followed by the corresponding second alkylation in 3-position, we obtained rose furan (9), rose thiophene (10), and their analogs 11-16.From the α,β-unsaturated esters 17-20 by hydrogenation (-> 21-24), DIBAH reduction (-> 25-28), and Wittig reaction, perillene (29), thioperillene (30), and their analogs 29-36 were obtained.Olfactory evaluation showed that the difference between the furans and thiophene derivatives is remarkably small, particularly for perillene (29) compared with thioperillene (30), and their analogs.Also the influence of position and structure of the side chain is lower than expected within the compared compounds 9-36. - Keywords: Rose furan / Perillene / Furans / Thiophenes / Structure-odor correlation / Odoriferous substances

Lewis acid-promoted alkylations of arenes and 1-trimethylsilylalkynes with β-chloro-β-thiopropanoic esters

Ethyl 3-chloro-3-(3,4-dichlorophenylthio)propanoate (8) reacted with electron-rich arenes in the presence of titanium tetrachloride to give the Friedel-Crafts products 10a-13a. Reactions of 8 with 1-trimethylsilylalkynes 14a-d were effected with aluminum chloride to afford the substitution products 15a-d. Some chemical transformations of the products are also described.