21963-26-8

Basic information

• Product Name: 5-pentylfuran-2(5H)-one
• Synonyms: 5-pentylfuran-2(5H)-one;2-NONENOICACIDGAMMALACTONE;5-Pentyl-2(5H)-furanone;5-Pentyl-2,5-dihydrofuran-2-one;Einecs 244-685-6
• CAS NO: 21963-26-8
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.20626
• EINECS: 244-685-6
• Mol File: 21963-26-8.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 269.4 °C at 760 mmHg
• Flash Point: 107.1 °C
• Appearance: /
• Density: 0.984 g/cm³
• Vapor Pressure: 0.00728mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: 5-pentylfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-pentylfuran-2(5H)-one(21963-26-8)
• EPA Substance Registry System: 5-pentylfuran-2(5H)-one(21963-26-8)

Safety Data

• Hazardous Substances Data: 21963-26-8(Hazardous Substances Data)

Usage

General Description

5-pentylfuran-2(5H)-one, also known as ethyl maltol, is a synthetic organic compound commonly used as a flavoring agent in food, beverages, and tobacco products. It is a white crystalline powder with a sweet, caramel-like odor and taste. Ethyl maltol is a popular food additive due to its ability to enhance and sweeten the flavor of various foods and drinks. It is often added to baked goods, candy, and desserts to impart a sugary, caramel flavor. Additionally, it is utilized in the production of e-liquids for electronic cigarettes to improve the taste and aroma of the vapor. While it is generally considered safe for consumption in small amounts, excessive intake of ethyl maltol may lead to potential health risks and should be used in moderation.

InChI:InChI=1/C9H14O2/c1-2-3-4-5-8-6-7-9(10)11-8/h6-8H,2-5H2,1H3

Upstream product

• 145655-32-9 acrylic acid 1-vinyl-hexyl ester 
• 20497-95-4 methyl 3-nitropropionate 
• 66-25-1 hexanal 
• 157497-26-2 (4R,5R)-4,5-dihydro-4-hydroxy-5-pentyl-2-(3H)-furanone 
• 177608-67-2 (R)-4-Iodo-5-pentyl-5H-furan-2-one 
• 246862-25-9 (S)-2-(4-methyl-2,6,7-trioxabicyclo[2,2,2]oct-1-yl)ethyl 2,4,6-triisopropylphenyl sulfoxide 
• 6064-52-4 4-oxononanoic acid 
• 124755-24-4 ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 
• 186194-17-2 (4S,5R)-5-pentyl-4-hydroxy-4,5-dihydrofuran-2(3H)-one 
• 133319-86-5 5-((tert-butyldimethylsilyl)oxy)pent-3-yn-2-yl diethyl phosphate 
• 85694-12-8 2,3-O-ethoxymethylene-5-O-toluenesulfonyl-D-ribonolactone 
• 101858-59-7 (R)-1-(Toluene-4-sulfonyl)-heptan-2-ol 
• 123-66-0 Ethyl hexanoate 
• 152442-10-9 (4R,5R)-4,5-dihydro-4-hydroxy-5-iodomethyl-2(3H)-furanone 

Downstream Products

• 1361200-02-3 5-pentylfuran-2-yl diphenyl phosphate 
• 1361200-08-9 dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate 
• 4753-59-7 4-Bromobutyl acetate 
• 142685-41-4 C₁₁H₁₆O₃ 
• 1361199-98-5 C₁₃H₁₈O₄ 
• 33673-62-0 trans-(4S,5R)-4,5-dihydro-4-methyl-5-pentyl-2(3H)-furanone 
• 63357-96-0 (R)-(+)-γ-nonalactone 
• 1353637-85-0 (4S,5R)-4-dimethyl(phenyl)silyl-5-pentyl-4,5-dihydrofuran-2(3H)-one 
• 1436857-03-2 (4R,5S)-4-(dimethyl(phenyl)silyl)-5-pentyldihydrofuran-2(3H)-one 

Relevant articles and documents

One-pot synthesis of 5-Alkylfuran-2(5H)-ones

5-Alkylfuran-2(5H)-ones can be efficiently obtained using a one-pot approach, starting from methyl 3-nitropropanoate and aldehydes, in ethyl acetate, with Amberlyst A-21 as catalyst, in 60-90% overall yield. Copyright Taylor & Francis Group, LLC.

Synthetic method γ - nonene lactone

The invention relates to a synthesis method of γ - nonenolide, belongs to the technical field of perfume synthesis, first steps of adding malonic acid into a four-port flask containing a condensing tube and a water separator, adding piperidine, and then adding heptanal to the 95 - 105 °C condition to raise the temperature and react to obtain the intermediate 1. The second Acetic acid and hydrogen peroxide are mixed, the intermediate 1 is added dropwise, the control temperature is 40 °C, and the intermediate 2 is obtained. The third Intermediate 2, dichloromethane and triethylamine were mixed and acetyl chloride was added dropwise, and after the dropwise addition, γ - nonene lactone was obtained. No solvent is used in first steps of the invention, so that the reaction cost is reduced. The intermediate 1 is closed under the action of acetic acid and hydrogen peroxide, adopts hydrogen peroxide as an oxidant, and has the advantage of environmental friendliness. By replacing methane sulfonyl chloride with acetyl chloride, the use of methane sulfonyl chloride is reduced under the condition of ensuring the yield, the whole reaction process is simple, the route is short, and the raw materials are easily available.

A facile synthesis of γ-butenolides via cyclization of 3-alkenoic acids with dimethyl sulfoxide and oxalyl bromide

The combination of dimethyl sulfoxide and oxalyl bromide was used to accomplish the cyclization of 3-alkenoic acids with the aid of a base to afford γ-butenolides, in which bromodimethylsulfonium salt generated in situ was proposed to serve as a Br+ source.

A Novel Method for the Chlorolactonization of Alkenoic Acids Using Diphenyl Sulfoxide/Oxalyl Chloride

A facile chlorolactonization of alkenoic acids by treatment with diphenyl sulfoxide/oxalyl chloride has been developed. The reaction can generate various chlorolactones in moderate to good yields, wherein the chlorodiphenylsufonium salt derived from diphenyl sulfoxide/oxalyl chloride serves as the source of Cl +.