4-(Phenylthio)benzaldehyde

Base Information

• Chemical Name: 4-(Phenylthio)benzaldehyde
• CAS No.: 1208-88-4
• Molecular Formula: C13H10OS
• Molecular Weight: 214.288
• Hs Code.: 2930909090
• European Community (EC) Number: 214-905-5
• DSSTox Substance ID: DTXSID90153019
• Nikkaji Number: J148.954B
• Wikidata: Q72499195
• Mol file: 1208-88-4.mol

Synonyms:4-(Phenylthio)benzaldehyde;1208-88-4;4-phenylsulfanylbenzaldehyde;p-(Phenylthio)benzaldehyde;4-(phenylsulfanyl)benzaldehyde;p-Phenylthiobenzaldehyde;Benzaldehyde, p-phenylthio-;4-Phenylsulfanyl-benzaldehyde;BRN 2255322;EINECS 214-905-5;4-08-00-00308 (Beilstein Handbook Reference);4-phenylthio benzaldehyde;Benzaldehyde, 4-(phenylthio)-;SCHEMBL195828;DTXSID90153019;BCP25032;BBL040096;MFCD01666578;STK349845;AKOS000113296;NCGC00319483-01;AC-17853;BS-14951;LS-25146;CS-0116840;FT-0652261;EN300-92347;D82200;AB01316011-02;J-513816;Z1157747474

Chemical Property of 4-(Phenylthio)benzaldehyde

Chemical Property:

• Appearance/Colour: Light yellow powder
• Vapor Pressure: 6.64E-06mmHg at 25°C
• Refractive Index: 1.644
• Boiling Point: 377.66 °C at 760 mmHg
• Flash Point: 209.874 °C
• PSA: 42.37000
• Density: 1.205 g/cm³
• LogP: 3.65030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.04523611
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

99.9% ^*data from raw suppliers

4-(Phenylthio)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-(Phenylthio)benzaldehyde

There total 34 articles about 4-(Phenylthio)benzaldehyde 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: 99.0%

thiophenol (108-98-5) + 4-bromo-benzaldehyde (1122-91-4) → 4-phenylsulfanyl-benzaldehyde (1208-88-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In toluene; for 3h; Inert atmosphere; Reflux;

DOI:10.1055/s-0030-1259012

Reference yield: 98.0%

4-formylphenylboronic acid, (87199-17-5) + diphenyldisulfane (882-33-7) → 4-phenylsulfanyl-benzaldehyde (1208-88-4)

Guidance literature:

With [2,2]bipyridinyl; copper(l) iodide; In water; dimethyl sulfoxide; at 100 ℃; for 12h;

DOI:10.1021/jo062131+

Reference yield: 95.0%

thiophenol (108-98-5) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 4-phenylsulfanyl-benzaldehyde (1208-88-4)

Guidance literature:

With 2,6-dimethylpyridine; In acetonitrile; at 20 ℃; for 48h; Catalytic behavior; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201809493

upstream raw materials:

hydrogen cyanide

diphenyl sulfide

4-chlorobenzaldehyde

thiophenol

Downstream raw materials:

4-(phenylthio)benzoic acid

4-hydroxymethylphenyl phenyl sulfide

6-methyl-4-(4-phenylsulfanyl-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

6-methyl-2-oxo-4-(4-phenylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

Refernces

• 1、 Shen, Zhi-Liang,Sommer, Korbinian,Knochel, Paul. "Expedient Preparation of Aryllithium and Arylzinc Reagents from Aryl Chlorides Using Lithium 4,4′-Di- tert -Butylbiphenylide and Zinc(II) Chloride". . p. 2617 - 2630. Retrieved 2015.
• 2、 Bamba, Fante,Jin, Jinshan,Chaudhary, Arpana S.,Tai, Phang C.,Wang, Binghe. "Design, synthesis, and biological evaluation of pyrimidine analogs as SecA inhibitors". . p. 1334 - 1340. Retrieved 2021/03/19.
• 3、 Lam, Long Yin,Ma, Cong. "Chan-Lam-Type C-S Coupling Reaction by Sodium Aryl Sulfinates and Organoboron Compounds". supporting information. p. 6164 - 6168. Retrieved 2021/08/16.