3-phenyl-3-phenylsulfanyl-propanoic acid

Base Information

• Chemical Name: 3-phenyl-3-phenylsulfanyl-propanoic acid
• CAS No.: 5425-50-3
• Molecular Formula: C15H14 O2 S
• Molecular Weight: 258.341
• Hs Code.: 2930909090
• Mol file: 5425-50-3.mol

Synonyms:Hydrocinnamicacid, b-(phenylthio)- (8CI);3-Phenyl-3-(phenylthio)propionic acid; NSC 12770; NSC 208863

Chemical Property of 3-phenyl-3-phenylsulfanyl-propanoic acid

Chemical Property:

• Vapor Pressure: 1.46E-07mmHg at 25°C
• Boiling Point: 413.1°C at 760 mmHg
• Flash Point: 203.6°C
• PSA: 62.60000
• Density: 1.23g/cm³
• LogP: 3.99470

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-phenyl-3-phenylsulfanyl-propanoic acid

There total 13 articles about 3-phenyl-3-phenylsulfanyl-propanoic acid 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: 98.0%

(E)-3-phenylacrylic acid (140-10-3) + thiophenol (108-98-5) → 3-phenyl-3-(phenylmercapto)propanoic acid (5425-50-3)

Guidance literature:

With tetrabutyl ammonium fluoride; at 50 ℃; for 24h;

DOI:10.1016/j.tet.2007.11.064

Reference yield: 91.0%

ethyl-3-phenyl-3-(phenylthio)propanoate (59106-44-4) → 3-phenyl-3-(phenylmercapto)propanoic acid (5425-50-3)

Guidance literature:

With sodium hydroxide;

DOI:10.1080/10426500601160397

Reference yield: 81.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon dioxide (124-38-9,18923-20-1) + thiophenol (108-98-5) → 3-phenyl-3-(phenylmercapto)propanoic acid (5425-50-3)

Guidance literature:

With iron(III) chloride; potassium tert-butylate; In N,N-dimethyl acetamide; at 25 ℃; for 12h; under 760.051 Torr; Glovebox; Schlenk technique; Irradiation; Sealed tube;

DOI:10.1002/anie.201707862

upstream raw materials:

thiophenol

Cinnamic acid

3-bromo-3-phenylpropionic acid

thallium thiophenoxide

Downstream raw materials:

4-flavanthione

3-phenyl-3-(phenylthio)propan-1-ol

2-phenylthiochroman-4-one 1,1-dioxide

2-phenyl-4H-thiochromen-4-one 1,1-dioxide

Refernces

• 1、 Vargas, Esteban,Echeverri, Fernando,Vélez, Iván D.,Robledo, Sara M.,Qui?ones, Wiston. "Synthesis and evaluation of thiochroman-4-one derivatives as potential leishmanicidal agents". . . Retrieved 2018/01/17.
• 2、 Gao, Shijay,Tseng, Chi,Tsai, Cheng Hsuan,Yao, Ching-Fa. "Fluoride ion-catalyzed conjugate addition for easy synthesis of 3-sulfanylpropionic acid from thiol and α,β-unsaturated carboxylic acid". . p. 1955 - 1961. Retrieved 2008/09/17.