174744-18-4

Basic information

• Product Name: ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE
• Synonyms: ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE;alpha-trifluoromethyl-gamma-bu;ALPHA-TRIFLUOROMETHYL-GAMMA-BUTYROLACTONE,95%;2-Oxo-3-(trifluoromethyl)tetrahydrofuran, 3-(Trifluoromethyl)oxolan-2-one, alpha-(Trifluoromethyl)-gamma-butyrolactone;3-(Trifluoromethyl)dihydrofuran-2(3H)-one
• CAS NO: 174744-18-4
• Molecular Formula: C₅H₅F₃O₂
• Molecular Weight: 154.09
• Mol File: 174744-18-4.mol

Chemical Properties

• Boiling Point: 50 °C (0.2 mmHg)
• Flash Point: 85.2°C
• Appearance: /
• Density: 1.409g/cm³
• Vapor Pressure: 0.914mmHg at 25°C
• Refractive Index: 1.374
• CAS DataBase Reference: ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE(174744-18-4)
• EPA Substance Registry System: ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE(174744-18-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 174744-18-4(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid after melting

InChI:InChI=1/C5H5F3O2/c6-5(7,8)3-1-2-10-4(3)9/h3H,1-2H2/t3-/m0/s1

Upstream product

• 67-56-1 methanol 
• 381-98-6 trifluoromethyacrylic acid 
• 21441-31-6 3-(bis-methylsulfanyl-methylene)-dihydro-furan-2-one 
• 1414364-03-6 ethyl 4-hydroxy-2-(trifluoromethyl)butanoate 

Downstream Products

• 501368-48-5 N-(4-benzoylphenyl)-4-hydroxy-2-trifluoromethylbutanamide 
• 501368-41-8 N-(4-Benzoylphenyl)-3-trifluoromethylpyrrolidin-2-one 

Relevant articles and documents

Efficient synthesis of new fluorinated building blocks by means of hydroformylation

Hydroformylation of fluorinated alkenes is an efficient method for the preparation of fluorinated functionalized building blocks for the synthesis of biologically active target structures. In this article we summarize known hydroformylation reactions of f

Synthesis of perfluoroalkyl-substituted γ-lactones and 4,5-dihydropyridazin-3(2H)-ones via donor-acceptor cyclopropanes

Rh2(OAc)4-Catalyzed decomposition of diazo esters in the presence of perfluoroalkyl- or perfluoroaryl-substituted silyl enol ethers smoothly provided the corresponding alkyl 2-siloxycyclopropanecarboxylates in very good yields. The generated donor-acceptor cyclopropanes are equivalents of γ-oxo esters, which we demonstrated by their one-pot transformations to yield fluorine-containing heterocycles. A reductive procedure selectively afforded perfluoroalkyl-substituted γ-hydroxy esters or γ-lactones. The treatment of the donor-acceptor cyclopropanes with hydrazine or phenylhydrazine afforded a series of perfluoroalkyl- and perfluoroaryl- substituted 4,5-dihydropyridazin-3(2H)-ones. Copyright

The first general method for α-trifluoromethylation of carboxylic acids using BrF3

2-Carbomethoxy-1,1-bis(methylsulfide)-1-alkenes, easily made from carboxylic acids, CS2 and MeI, were treated with BrF3 producing eventually the desired α-trifluoromethyl carboxylate derivatives - RCH(CF3)COOR′ - in good yields.

A one-step photocatalytic synthesis of 2-(trifluoromethyl)butyrolactones

An efficient one-step procedure is described for the synthesis of 2-(trifluoromethyl)butyrolactone 1 and 4-substituted 2-(trifluoromethyl)butyrolactones by the photocatalytic conjugate addition of primary and secondary alcohols to 2-(trifluoromethyl)acrylic acid 6. With the exception of methanol, the reactions are conducted without a photosensitiser. The diastereoisomers of compounds 8 and 10 were separable by chromatography and their relative configurations were established unambiguously by X-ray analyses of suitable crystals.