52216-90-7

Basic information

• Product Name: (3E)-3-propylidenedihydrofuran-2(3H)-one
• Synonyms: (3E)-3-Propylidenedihydrofuran-2(3H)-one; 2(3H)-furanone, dihydro-3-propylidene-, (3E)-
• CAS NO: 52216-90-7
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.1531
• Mol File: 52216-90-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 249.2°C at 760 mmHg
• Flash Point: 97°C
• Density: 1.147g/cm³
• Vapor Pressure: 0.0232mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: (3E)-3-propylidenedihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E)-3-propylidenedihydrofuran-2(3H)-one(52216-90-7)
• EPA Substance Registry System: (3E)-3-propylidenedihydrofuran-2(3H)-one(52216-90-7)

Safety Data

• Hazardous Substances Data: 52216-90-7(Hazardous Substances Data)

Usage

Description

(3E)-3-propylidenedihydrofuran-2(3H)-one is a chemical compound with the molecular formula C7H10O2. It is an organic compound classified as a furanone, which is a type of heterocyclic compound. This chemical is known for its fruity and sweet aroma and is commonly used in the fragrance and flavor industries.
Used in Fragrance Industry:
(3E)-3-propylidenedihydrofuran-2(3H)-one is used as a fragrance ingredient for its fruity and sweet aroma, adding pleasant scents to perfumes and personal care products.
Used in Flavor Industry:
(3E)-3-propylidenedihydrofuran-2(3H)-one is used as a flavoring agent in food products, enhancing the taste and aroma of various dishes and beverages.
Used in Pharmaceutical Industry:
(3E)-3-propylidenedihydrofuran-2(3H)-one has potential applications within the pharmaceutical industry, possibly serving as a building block or intermediate for the development of new drugs.
Used in Fine Chemical Industry:
(3E)-3-propylidenedihydrofuran-2(3H)-one is also used in the fine chemical industry, where it may be utilized in the synthesis of specialty chemicals or as a component in various chemical processes.

Upstream product

• 2907-85-9 3-diethylphosphono-2-oxo-tetrahydrofuran 
• 123-38-6 propionaldehyde 
• 1002-28-4 3-hexyn-1-ol 
• 52216-89-4 (Z)-α-propylidene-γ-butyrolactone 
• 66909-41-9 O-ethyl S-(tetrahydro-2-oxo-3-furanyl) thiocarbonate 
• 51270-64-5 sodium salt of (Z)-3-(hydroxymethylene)dihydro-2(3H)-furanone 
• 14032-62-3 2-mercapto-γ-butyrolactone 
• 34932-07-5 3-(triphenylphosphoranyliden)dihydro-2(3H)-furanone 
• 96-48-0 4-butanolide 
• 109-94-4 formic acid ethyl ester 

Relevant articles and documents

Temperature effects on stereocontrol in the Horner-Wadsworth-Emmons condensation of α-phosphono lactones

(Chemical Equation Presented) The Horner-Wadsworth-Emmons condensation of some α-phosphono lactones has been examined for conditions that impact product stereochemistry. The temperature employed to quench the reaction was found to be a major factor. For example, after the diethyl phosphonate derivative of γ-butyrolactone was treated with potassium hexamethyldisilazane, 18-crown-6, and propionaldehyde at -78°C in THF, an aliquot transferred to a flask at ～30°C gave almost exclusively the Z-olefin product, while one allowed to warm to room temperature over several hours greatly favored the E-olefin.

Stereocontrol in Horner-Wadsworth-Emmons Condensations of α-Phosphono Lactones with Aldehydes: A Synthesis of Integerrinecic Acid and Senecic Acid Lactones

The Horner-Wadsworth-Emmons condensations of α-phosphono lactones were investigated under a variety of conditions.Upon treatment with KHMDS and 18-crown-6 in THF, condensations of the five-membered ring phosphono lactones 7a and 8 with propionaldehyde afforded the E olefins cleanly.In contrast, these phosphonates gave predominantly the Z olefins upon treatment with propionaldehyde, K2CO3 and 18-crown-6 in THF.A similar, though somewhat less-pronounced trend was observed with the six-membered ring phosphono lactone 9a.However, in its condensation with acetaldehyde the more functionalized phosphono lactone 4 gave the best E selectivity (ca. 9:1) when DBU/CH3CN was used, providing the methyl ester of integerrinecic acid lactone (5) in 77percent isolated yield.When K2CO3/18-crown-6/toluene was employed in a parallel reaction, only slight selectivity for the Z isomer was observed, but the methyl ester of senecic acid lactone (6) still was obtained in 43-46percent yield from the product mixture.

Convenient Synthesis of α-Epoxylactones (4-Oxo-1,5-dioxaspiroheptanes and -octanes)

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