Phenyl Thiocinnamate

Base Information

• Chemical Name: Phenyl Thiocinnamate
• CAS No.: 21122-38-3
• Molecular Formula: C₁₅H₁₂OS
• Molecular Weight: 240.326
• NSC Number: 191794
• Nikkaji Number: J575.606E,J631.348E
• ChEMBL ID: CHEMBL1911033
• Mol file: 21122-38-3.mol

Synonyms:21122-38-3;Phenyl Thiocinnamate;NSC191794;SCHEMBL9612774;CHEMBL1911033;Thiocinnamic acid S-phenyl ester;NSC-191794;1-(Phenylthio)-3-phenyl-2-propene-1-one;(E)-3-phenyl-prop-2-enethioic acid S-phenyl ester

Chemical Property of Phenyl Thiocinnamate

Chemical Property:

• Vapor Pressure: 1.15E-05mmHg at 25°C
• Boiling Point: 369.9°Cat760mmHg
• Flash Point: 161.4°C
• Density: 1.17g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.06088618
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)SC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)SC2=CC=CC=C2

Technology Process of Phenyl Thiocinnamate

There total 7 articles about Phenyl Thiocinnamate 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%

thiophenol (108-98-5) + Cinnamic acid (621-82-9) → S-phenyl thiocinnamate (70030-52-3,21122-38-3)

Guidance literature:

With polyphosphate ester; at 20 ℃;

DOI:10.1016/j.ejmech.2011.09.008

Reference yield: 87.0%

cinnamoyl chloride (102-92-1,17082-09-6) + thiophenol (108-98-5) → S-phenyl thiocinnamate (70030-52-3,21122-38-3)

Guidance literature:

With zinc(II) oxide; at 20 ℃; for 0.5h;

DOI:10.1071/CH08202

Reference yield: 81.0%

3-phenyl-propenal (104-55-2) → S-phenyl thiocinnamate (70030-52-3,21122-38-3)

Guidance literature:

3-phenyl-propenal; With 1,3-dibenzyl-1H-benzo[d]imidazol-3-ium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

diphenyldisulfane; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1039/c2ob25238d

upstream raw materials:

ethyl 3-phenyl-2-propenoate

phenylthiotrimethylsilane

cinnamoyl chloride

thiophenol

Downstream raw materials:

1-thioflavone

2-phenyl-thiochroman-4-one

diphenyl sulfide

thiophenol