109801-25-4

Basic information

• Product Name: 1,3-Butanedione, 2-fluoro-1-phenyl- (9CI)
• Synonyms: 1,3-Butanedione, 2-fluoro-1-phenyl- (9CI);2-Fluoro-1-phenyl-1,3-butanedione, 97%
• CAS NO: 109801-25-4
• Molecular Formula: C₁₀H₉FO₂
• Molecular Weight: 180.1756632
• Product Categories: ACETYLHALIDE
• Mol File: 109801-25-4.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Butanedione, 2-fluoro-1-phenyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Butanedione, 2-fluoro-1-phenyl- (9CI)(109801-25-4)
• EPA Substance Registry System: 1,3-Butanedione, 2-fluoro-1-phenyl- (9CI)(109801-25-4)

Safety Data

• Hazardous Substances Data: 109801-25-4(Hazardous Substances Data)

Usage

Derivative of

Butanedione

Common use

Flavoring agent in food products

Structural modification

Addition of a fluorine atom and a phenyl group

Potential applications

Pharmaceutical and agrochemical industries

Safety precautions

Proper handling and storage procedures should be followed to ensure safety and minimize potential hazards.

Upstream product

• 38109-75-0 E-4-phenyl-4-trimethylsiloxy-3-buten-2-one 
• 93-91-4 1-phenylbutan-1,3-dione 
• 128753-04-8 2-phenyliodonio-1-phenylbutane-1,3-dione 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 98-86-2 acetophenone 
• 62961-61-9 (Z)-4-hydroxy-4-phenyl-3-buten-2-one 
• 5908-41-8 benzoyltrimethylsilane 

Downstream Products

• 936499-05-7 C₁₃H₁₇FO₂Si 
• 1093227-91-8 C₁₆H₂₅FO₂Si₂ 

Relevant articles and documents

N-Fluoro Perfluoroalkylsulphonimides: Efficient Reagents for the Fluorination of 1,3-Dicarbonyl Derivatives

Fluorination of 1,3-dicarbonyl derivatives with N-fluoro sulphonimides afforded either 2-fluoro or 2,2-difluoro products in high yields.

Highly enantioselective Michael addition of 2-fluoro-1,3-diketones to nitroalkenes

Highly enantioselective Michael addition of 2-fluoro-1,3 diketones to nitroalkenes was developed, and the desired adducts were obtained in good chemical yields with moderate to good diastereoselectivties and excellent enantioselectivities. Subsequent stereoselective reduction of the carbonyl groups led to the preparation of a functionalized fluoroisostere of glycerol that contains four continuous stereogenic centers.

Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds

We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).

Mild and selective α-fluorination of carbonyl compounds (ketones, 1,3-diketones, β-ketoesters, α-nitroketones, and β-ketonitriles) with Selectfluor (F-TEDA-BF4) in imidazolium ILs [BMIM/PF6 or BMIM/NTf2] with Br?nsted-acidic IL [PMIM(SO3H)/OTf] as promoter

Structurally diverse ketones, 1,3-diketones, and β-ketoesters, were selectively monofluorinated with Selectfluor (F-TEDA-BF4) (1 equiv) in [BMIM][PF6] as solvent and [PMIM(SO3H)][OTf] as promoter under mild conditions. In selected cases, the monofluorinated products were transformed to the gem-difluoro derivatives by employing an additional equivalent of Selectfluor, and gem-difluoro-derivatives were synthesized directly from the substrates by employing 2 equiv of Selectfluor. The method was extended to monofluorination of representative α-nitroketones and β-ketonitriles using [BMIM][NTf2] without the need for promoters. The described method offers the added advantage of recycling and reuse of the IL solvent. (Chemical Equation Presented).