53841-60-4

Basic information

• Product Name: 2-(PENTAFLUOROPROPENYL)BENZOATE
• Synonyms: PERFLUOROPROP-1-EN-2-YL BENZOATE;2,2,DIFLUORO-1-(TRIFLUOROMETHYL)VINYL BENZOATE;2-(PENTAFLUOROPROPENYL)BENZOATE;1,1,3,3,3-Pentafluoro-2-propenylbenzoate;PENTAFLUORO-2-PROPENYL BENZOATE;2,2-Difluoro-1-(trifluoromethyl)vinyl benzoate, Pentafluoro-2-propenyl benzoate, 1,1,3,3,3-Pentafluoroprop-1-en-2-yl benzoate;Pentafluoroprop-1-en-2-yl benzoate;(5-(isocyanooxy)-1,3-oxathiolan-2-yl)Methyl benzoate
• CAS NO: 53841-60-4
• Molecular Formula: C₁₀H₅F₅O₂
• Molecular Weight: 252.14
• Mol File: 53841-60-4.mol

Chemical Properties

• Boiling Point: 76°C 20mm
• Flash Point: 79.5°C
• Appearance: /
• Density: 1.394g/cm³
• Vapor Pressure: 0.277mmHg at 25°C
• Refractive Index: 1.441
• CAS DataBase Reference: 2-(PENTAFLUOROPROPENYL)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(PENTAFLUOROPROPENYL)BENZOATE(53841-60-4)
• EPA Substance Registry System: 2-(PENTAFLUOROPROPENYL)BENZOATE(53841-60-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 53841-60-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 4119, 1988 DOI: 10.1016/S0040-4039(00)80432-3

InChI:InChI=1/C10H5F5O2/c11-8(12)7(10(13,14)15)17-9(16)6-4-2-1-3-5-6/h1-5H

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 10315-85-2 1,1,1,3,3,3-hexafluoropropan-2-yl benzoate 
• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 98-88-4 benzoyl chloride 
• 116019-90-0 Lithium-1,1,3,3,3-pentafluorpropenolat 
• 53841-56-8 pentafluoroprop-1-en-2-ol 

Downstream Products

• 1185561-09-4 4-(benzoyloxy)-3,3,5,5,5-pentafluoropent-2-yl ethyl carbonate 
• 911683-54-0 sodium 2-benzoyloxy-1,1,3,3,3-pentafluoropropanesulfonate 
• 537050-32-1 2-(1,1,3,3,3-pentafluoro-2-benzoyloxypropyl)tetrahydrofuran 
• 170884-40-9 1,1,1,3,3-pentafluoro-2-benzoyloxy-4-methyl-4-pentanol 
• 849803-65-2 C₁₅H₁₁F₅O₂ 
• 170884-41-0 1,1,1,3,3-pentafluoro-2-benzoyloxy-4-pentanol 

Relevant articles and documents

Oligomer preparation from hexane by radical polyaddition with bis(α-trifluoromethyl-β,β-difluorovinyl) terephthalate

Polymer preparation from hexane as a starting material by radical polyaddition with bis(α-trifluoromethyl-β,β-difluorovinyl) terephthalate [CF2=C(CF3)OCOC6H 4COO-C(CF3)=CF2] was investigate

Synthesis and polymerization of novel fluoroalkyl 2-trifluoromethylacrylate possessing tetrahydrofuran moiety

Synthesis and polymerization of novel fluoroalkyl 2-trifluoromethylacrylate [CH2=C(CF3)COOCH(CF3)CF2(C 4H7O)] were developed. The fluorinated alcohol was derived by hydrolysis of the product from the radical addition of 2- benzoxypentafluoropropene [CF2=C(CF3)OCOC 6H5] with tetrahydrofuran. Novel fluoroalkyl 2-trifluoromethylacrylate was synthesized by the reaction of 2trifluoromethylacryloyl chloride with the fluorinated alcohol to yield 1,1,3,3,3-pentafluoro-1 -(2-tetrahydrofuranyl)-2-propyl trifluoromethylacrylate. Radical and anionic polymerization of the monomer were examined to afford a polymer of 1.1 × 104 as the highest molecular weight initiated by benzoyl peroxide at 60 °C despite low yield of the polymer although the average molecular weight of whole products was limited to about 2 × 103.

Carbon-carbon bond formation by radical addition of α-trifluoromethylacrylate with cyclic ethers

The radical addition reactivity of tert-butyl α-trifluoromethylacrylate (CH2{double bond, long}C(CF3)COOC(CH3)3) (BFMA) with cyclic ethers was investigated in order to compare to that of perfluoroisopropenyl ester. One to one addition compound of BFMA with tetrahydrofuran (THF) was produced in fairy high yields in the presence of 2,2′-azobisisobutyronitrile, benzoyl peroxide or di-tert-butyl peroxide to give 2-substituted THF derivative. Time-conversion investigation showed much higher reactivity of BFMA compared to that of 2-benzoxypentafluoropropene [CF2{double bond, long}C(CF3)OCOC6H5]. Radical additions of BFMA with 1,4-dioxane, 1,3-dioxolane and tetrahydropyran were also examined to afford corresponding 1:1 addition products in fairly high yields by achieving carbon-carbon bond formation. It is then concluded that no interconversion of fluoroalkylcarbon radical and hydrocarbon radical may take place in the reaction system of BFMA which possesses two less fluorines in the vinyl group compared to 2-benzoxypentafluoropropene. The method may be a facile way to prepare trifluoromethyl-substituted organic compounds accompanied by the formation of carbon-carbon bonds by the aid of fluorine atoms.

Synthesis and polymerization of novel fluorinated acrylates and methacrylates bearing alkoxyl groups derived from radical addition reaction of perfluoroisopropenyl ester

Radical addition of 2-benzoxypentafluoropropene [CF2{double bond, long}C(CF3)OCOC6H5] (BPFP) with alcohols such as ethanol and 2-propanol was investigated to afford fluorinated alcohols. Radical addition of BPFP

Novel fluorinated hybrid polymer preparation from silsesquioxanes by radical polyaddition

Radical polyaddition of bis(α-trifluoromethyl-β, β-difluorovinyl) terephthalate [CF2= C(CF3)OCOC6H4COOC(CF3) =CF2] (BFP) with silsesquioxanes was investigated in order to produce a polymer

PROCESS FOR PRODUCTION OF FLUORINE-CONTAINING NORBORNENE DERIVATIVES

There are provided a novel norbornene derivative which is a material for a chemically amplifying type photoresist for F2 laser, possesses excellent transparency and improved dry etching resistivity and has a fluorine-containing ketone unit or fluorine-containing tertiary alcohol unit directly bonded to the norbornene backbone; a fluorine-containing polymer obtained by using the norbornene derivative as a copolymerizable monomer; and a chemically amplifying type photoresist composition comprising the fluorine-containing polymer, a photoacid generator and a solvent.

PERFLUORO-ENOLATE CHEMISTRY: FACILE GENERATION AND UNIQUE REACTIVITIES OF METAL F-1-PROPEN-2-OLATES

Extremely facile methods for generating the metal F-enolates CF3-C(OM)=CF2 (M=Li, Na, K) from CF3CH(OH)CF3 have been developed.Furthermore, the F-enolates are shown to exhibit a unique spectrum of reactivity including the aldol reactivity and the electrop