3-(Trifluoromethyl)dihydrofuran-2(3H)-one

Base Information

• Chemical Name: 3-(Trifluoromethyl)dihydrofuran-2(3H)-one
• CAS No.: 174744-18-4
• Molecular Formula: C5H5F3O2
• Molecular Weight: 154.09
• Hs Code.: 2932209090
• European Community (EC) Number: 806-654-0
• DSSTox Substance ID: DTXSID90370082
• Nikkaji Number: J705.797K
• Mol file: 174744-18-4.mol

Synonyms:174744-18-4;3-(trifluoromethyl)oxolan-2-one;3-(Trifluoromethyl)dihydrofuran-2(3H)-one;alpha-(Trifluoromethyl)-gamma-butyrolactone;trifluoromethyl butyrolactone;SCHEMBL11921741;DTXSID90370082;QNGJRLKMHRKJJL-UHFFFAOYSA-N;ZGA74418;MFCD00798462;AKOS026675541;PS-6333;3-(Trifluoromethyl)tetrahydrofuran-2-one;CS-0214959;ALPHA-TRIFLUOROMETHYL-BETA-BUTYROLACTONE;E72876;EN300-208209;A881668;Z1255383468

Chemical Property of 3-(Trifluoromethyl)dihydrofuran-2(3H)-one

Chemical Property:

• Vapor Pressure: 0.914mmHg at 25°C
• Boiling Point: 180°C at 760 mmHg
• Flash Point: 85.2°C
• PSA: 26.30000
• Density: 1.409g/cm³
• LogP: 1.11020
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 154.02416388
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

3-(Trifluoromethyl)dihydrofuran-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1C(F)(F)F

Technology Process of 3-(Trifluoromethyl)dihydrofuran-2(3H)-one

There total 6 articles about 3-(Trifluoromethyl)dihydrofuran-2(3H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-(trifluoromethyl)tetrahydrofuran-2-ol → α-trifluoromethyl-γ-butyrolactone (174744-18-4)

Guidance literature:

With sodium hypochlorite solution; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium hydrogencarbonate; potassium bromide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.2533/chimia.2014.371

Reference yield: 64.0%

methanol (67-56-1) + trifluoromethyacrylic acid (381-98-6) → α-trifluoromethyl-γ-butyrolactone (174744-18-4)

Guidance literature:

With benzophenone; for 5h; Irradiation;

DOI:10.1039/p19960000147

Reference yield: 56.0%

ethyl 4-hydroxy-2-(trifluoromethyl)butanoate (1414364-03-6) → α-trifluoromethyl-γ-butyrolactone (174744-18-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 12h; Reflux;

DOI:10.1002/hlca.201200413

upstream raw materials:

methanol

trifluoromethyacrylic acid

3-(bis-methylsulfanyl-methylene)-dihydro-furan-2-one

ethyl 4-hydroxy-2-(trifluoromethyl)butanoate

Downstream raw materials:

N-(4-benzoylphenyl)-4-hydroxy-2-trifluoromethylbutanamide

N-(4-Benzoylphenyl)-3-trifluoromethylpyrrolidin-2-one

Refernces

• 1、 Gladow, Daniel,Reissig, Hans-Ulrich. "Synthesis of perfluoroalkyl-substituted γ-lactones and 4,5-dihydropyridazin-3(2H)-ones via donor-acceptor cyclopropanes". . p. 1818 - 1830. Retrieved 2013/01/15.
• 2、 Reineke, Ninja,Zaidi, Naveed A.,Mitra, Manju,O'Hagan, David,Batsanov, Andrei S.,Howard, Judith A. K.,Naumov, Dmitri Y.. "A one-step photocatalytic synthesis of 2-(trifluoromethyl)butyrolactones". . p. 147 - 150. Retrieved 2007/10/03.