24229-73-0

Basic information

• Product Name: 1-furan-2-yl-2-methylprop-2-en-1-one
• Synonyms: 1-(furan-2-yl)-2-methylprop-2-en-1-one; 2-propen-1-one, 1-(2-furanyl)-2-methyl-
• CAS NO: 24229-73-0
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.1479
• Mol File: 24229-73-0.mol

Chemical Properties

• Boiling Point: 191°C at 760 mmHg
• Flash Point: 76.9°C
• Density: 1.034g/cm³
• Vapor Pressure: 0.525mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: 1-furan-2-yl-2-methylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-furan-2-yl-2-methylprop-2-en-1-one(24229-73-0)
• EPA Substance Registry System: 1-furan-2-yl-2-methylprop-2-en-1-one(24229-73-0)

Safety Data

• Hazardous Substances Data: 24229-73-0(Hazardous Substances Data)

Usage

Chemical structure

A chemical compound with a furan ring and a methyl ketone group attached to a propenyl side chain.

Usage

Commonly used as a flavoring agent in food and beverages due to its sweet, caramel-like aroma. Also used in the production of fragrances and as a precursor in the synthesis of other organic compounds.

Potential health risks

Identified as a potential biomarker for the detection of furfuryl alcohol exposure, a compound found in heat-processed foods and beverages that can be carcinogenic. Ongoing research into the safety and regulation of furfuryl methyl ketone in food and consumer products.

Upstream product

• 557-93-7 2-bromoprop-1-ene 
• 95091-92-2 N-methoxy-N-methyl-2-furancarboxamide 
• 527-69-5 2-furancarbonyl chloride 
• 6230-71-3 (1-(furan-2-yl)-2-(triphenyl-λ5-phosphanylidene)propan-1-one) 
• 124-38-9 carbon dioxide 
• 3194-15-8 2-propionylfuran 
• 74-95-3 1,1-dibromomethane 
• 51-80-9 bis-(dimethylamino)methane 

Relevant articles and documents

Dibromomethane as one-carbon source in organic synthesis: Microwave-accelerated α-methylenation of ketones with dibromomethane and diethylamine

The reactivity of aryl alkyl ketone with a preheated mixture of dibromomethane and diethylamine is poor and gives an α-methylenation product in very low yield even under refluxing condition. It can be accelerated dramatically by microwave irradiation. Under microwave condition, the cyclic 1,3-dicarbonyls, aryl alkyl ketones, heteroaryl alkyl ketones and acyclic benzyl ketone give α-methylenation products in modest to good yields.

Br?nsted Base-Catalyzed Transformation of α,β-Epoxyketones Utilizing [1,2]-Phospha-Brook Rearrangement for the Synthesis of Allylic Alcohols Having a Tetrasubstituted Alkene Moiety

A stereoselective transformation of α,β-epoxyketones into alkenylphosphates having a hydroxymethyl group on the β-carbon was established by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The reaction involves the catalytic generation of an α-oxygenated carbanion located at the α-position of an epoxide moiety through the [1,2]-phospha-Brook rearrangement and the following epoxide opening. Further transformation of the alkenylphosphates by the palladium-catalyzed cross-coupling reaction with Grignard reagents provided allylic alcohols having a stereodefined all-carbon tetrasubstituted alkene moiety.

Synthesis method of terminal olefin type compound

The invention discloses a synthesis method of a terminal olefin type compound. The synthesis method comprises the following steps: taking a phosphorus ylide compound as a raw material and carbon dioxide as a C1 synthon in an organic solvent; reacting in the presence of a reducing agent to prepare the terminal olefin type compound, wherein the mole ratio of the phosphorus ylide compound to the reducing agent is 1 to (1 to 6) and the pressure of carbon dioxide is 1 to 3atm. The synthesis method disclosed by the invention has the advantages of convenience for operation, moderate conditions, widesubstrate applicable range and high efficiency; the defects in the prior art are filled; the synthesis method takes the carbon dioxide as synthon and carbon dioxide can be effectively absorbed so thata greenhouse effect is effectively prevented.

Transition-Metal-Free Reductive Deoxygenative Olefination with CO2

A new transition-metal-free reductive deoxygenative olefination of phosphorus ylides with CO2, an abundant and sustainable C1 chemical feedstock, is described. This catalytic CO2 fixation afforded β-unsubstituted acrylates and vinyl ketones in good yields with broad scope and good functional group tolerance under mild reaction conditions. Cost-effective and easily handled polymethylhydrosiloxane was used as a reductant. Bis(silyl)acetal was proved to be the key intermediate in this reductive functionalization of CO2.

Synthesis and Antifungal Activity of a Series of Novel 1,2-Disubstituted Propenones

To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity.Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal acivity.However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity.Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice. '