gamma-(4-Fluorophenyl)-gamma-butyrolactone

Base Information

• Chemical Name: gamma-(4-Fluorophenyl)-gamma-butyrolactone
• CAS No.: 51787-96-3
• Molecular Formula: C10H9FO2
• Molecular Weight: 180.179
• European Community (EC) Number: 257-422-5
• DSSTox Substance ID: DTXSID40966111
• Nikkaji Number: J294.913J
• Mol file: 51787-96-3.mol

Synonyms:51787-96-3;5-(4-fluorophenyl)oxolan-2-one;4,5-DIHYDRO-5-(4-FLUOROPHENYL)-2(3H)-FURANONE;5-(4-fluorophenyl)dihydrofuran-2(3h)-one;gamma-(4-Fluorophenyl)-gamma-butyrolactone;EINECS 257-422-5;.gamma.-(4-Fluorophenyl)-butyrolactone;.gamma.-(4-Fluorophenyl)-.gamma.-butyrolactone;C10H9FO2;2(3H)-Furanone, 5-(4-fluorophenyl)dihydro-;5-(4-fluorophenyl)tetrahydrofuran-2-one;SCHEMBL639271;DTXSID40966111;C10-H9-F-O2;4-(4-Fluorobenzoyl)butyrol Acetone;AKOS005216448;gamma-(p-fluorophenyl)-gamma-butyrolactone;FT-0616632;5-(4-Fluorophenyl)dihydro-2(3H)-furanone #;EN300-6482466

Chemical Property of gamma-(4-Fluorophenyl)-gamma-butyrolactone

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.000245mmHg at 25°C
• Melting Point: -118 °C
• Refractive Index: 1.529
• Boiling Point: 324.5 °C at 760 mmHg
• Flash Point: 145.1 °C
• PSA: 26.30000
• Density: 1.245 g/cm³
• LogP: 2.20380
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.05865769
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

4,5-Dihydro-5-(4-fluorophenyl)-2(3H)-furanone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC1C2=CC=C(C=C2)F

Technology Process of gamma-(4-Fluorophenyl)-gamma-butyrolactone

There total 14 articles about gamma-(4-Fluorophenyl)-gamma-butyrolactone 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: 95.5%

4-(4-fluorophenyl)-4-oxopropionic acid (366-77-8) → 5-(4-fluorophenyl)dihydrofuran-2(3H)-one (51787-96-3)

Guidance literature:

In ethanol;

Reference yield: 92.0%

para-fluorostyrene (405-99-2) + acetic anhydride (108-24-7) → 5-(4-fluorophenyl)dihydrofuran-2(3H)-one (51787-96-3)

Guidance literature:

With oxygen; sodium acetate; copper(II) bis(trifluoromethanesulfonate); lithium bromide; at 120 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/ja108073k

Reference yield: 90.0%

C10H8BrFO (1356451-41-6) → 5-(4-fluorophenyl)dihydrofuran-2(3H)-one (51787-96-3)

Guidance literature:

With gold(III) chloride; water; In toluene; at 20 ℃; for 20h; regioselective reaction;

DOI:10.1021/ol2033493

upstream raw materials:

4-(4-fluorophenyl)butanoic acid

4-(4-fluorophenyl)-4-oxopropionic acid

para-fluorostyrene

acetic anhydride

Downstream raw materials:

cis/trans-5-(4-Fluorphenyl)-2-oxo-4,5-dihydro-3H-furan-3-carbonsaeure

dl-4-hydroxy-4-(4-fluorophenyl)butyric acid

2-(4-fluorophenyl)-5-hydroxy-tetrahydrofuran

4,4-diphenyl-1-butanol

Refernces

• 1、 ??d?o-Dobrowolska, Anna,Borowiecki, Pawe?,Heider, Johann,Kroutil, Wolfgang,Reiter, Tamara,Schühle, Karola,Szaleniec, Maciej,Tataruch, Mateusz,Telatycka, Natalia. "Biocatalytic Asymmetric Reduction of γ-Keto Esters to Access Optically Active γ-Aryl-γ-butyrolactones". . . Retrieved 2020/04/20.
• 2、 Li, Jing,Ma, Yujie,Lu, Yufei,Liu, Yangang,Liu, Delong,Zhang, Wanbin. "Synthesis of Enantiopure γ-Lactones via a RuPHOX-Ru Catalyzed Asymmetric Hydrogenation of γ-Keto Acids". . p. 1146 - 1153. Retrieved 2019/01/30.