3-(Phenylthio)-2(5H)-furanone

Base Information

• Chemical Name: 3-(Phenylthio)-2(5H)-furanone
• CAS No.: 42435-82-5
• Molecular Formula: C10H8 O2 S
• Molecular Weight: 192.238
• Hs Code.: 2932190090
• Mol file: 42435-82-5.mol

Synonyms:NSC 376470

Chemical Property of 3-(Phenylthio)-2(5H)-furanone

Chemical Property:

• Vapor Pressure: 1.64E-06mmHg at 25°C
• Melting Point: 58-60 °C(Solv: hexane (110-54-3))
• Boiling Point: 397°C at 760 mmHg
• Flash Point: 209.4°C
• PSA: 51.60000
• Density: 1.3g/cm³
• LogP: 2.21940

Purity/Quality:

98%min ^*data from raw suppliers

3-(Phenylthio)-2(5H)-furanone 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(Phenylthio)-2(5H)-furanone

There total 9 articles about 3-(Phenylthio)-2(5H)-furanone 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: 93.0%

α-phenylsulfinyl-γ-butyrolactone (54144-98-8) → 3-Phenylsulfanylfuran-2(5H)-one (42435-82-5)

Guidance literature:

polyphosphoric acid trimethylsilyl ester; In 1,2-dichloro-ethane; at 80 ℃; for 3h;

DOI:10.1246/cl.1984.1831

Reference yield: 90.0%

3-(phenylsulfanyl)-3,4-dihydrofuran-2-one (35998-30-2) → 3-Phenylsulfanylfuran-2(5H)-one (42435-82-5)

Guidance literature:

3-(phenylsulfanyl)-3,4-dihydrofuran-2-one; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;

With trifluoroacetic anhydride; for 10h;

Reference yield: 65.0%

α-chloro-α-(phenylthio)-γ-butyrolactone (62675-47-2) → 3-Phenylsulfanylfuran-2(5H)-one (42435-82-5)

Guidance literature:

With lithium carbonate; lithium bromide; In tetrahydrofuran; Heating;

DOI:10.1080/00397919608003719

upstream raw materials:

α-phenylsulfinyl-γ-butyrolactone

trans-3-(phenylthio)prop-2-en-1-ol

α-chloro-α-(phenylthio)-γ-butyrolactone

3-(phenylsulfanyl)-3,4-dihydrofuran-2-one

Downstream raw materials:

5-(2-nitro-1-phenylethyl)-3-phenylthiofuran-2(5H)-one

(R)-5-((R)-hydroxy-(phenyl)methyl)-3-phenylthiofuran-2(5H)-one

(3aS,9aR,9bR)-6,9a-Dimethyl-3a-phenylsulfanyl-4,5,8,9,9a,9b-hexahydro-1H,3aH-naphtho[1,2-c]furan-3,7-dione

(3aS,9aR,9bR)-6,9a-Dimethyl-3a-phenylsulfanyl-7-trimethylsilanyloxy-3a,4,5,9,9a,9b-hexahydro-1H-naphtho[1,2-c]furan-3-one

Refernces

• 1、 Terada, Masahiro,Ando, Kenichi. "Enantioselective direct vinylogous michael addition of functionalized furanones to nitroalkenes catalyzed by an axially chiral guanidine base". supporting information; experimental part. p. 2026 - 2029. Retrieved 2011/06/23.
• 2、 Hollingworth, Gregory J.,Perkins, Gemma,Sweeney, Joseph. "Preparation and palladium-catalysed cross-coupling reactions of 3-and 4-tributylstannylfuran-2(5H)-ones". . p. 1913 - 1919. Retrieved 2007/10/03.