Propanal, 3-(phenylthio)-

Base Information

• Chemical Name: Propanal, 3-(phenylthio)-
• CAS No.: 27098-65-3
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• DSSTox Substance ID: DTXSID70454950
• Nikkaji Number: J247.476J
• Mol file: 27098-65-3.mol

Synonyms:27098-65-3;3-(PHENYLSULFANYL)PROPANAL;Propanal, 3-(phenylthio)-;3-(Phenylthio)propanal;3-(phenylthio )-propanal;SCHEMBL949802;3-phenylsulfanyl-propionaldehyde;DTXSID70454950;WPKQWNJKYYXGJZ-UHFFFAOYSA-N;AKOS012340123;EN300-394070

Chemical Property of Propanal, 3-(phenylthio)-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.04523611
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCCC=O

Technology Process of Propanal, 3-(phenylthio)-

There total 12 articles about Propanal, 3-(phenylthio)- 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: 100.0%

thiophenol (108-98-5) + acrolein (107-02-8,25068-14-8) → 3-phenylsulfanyl-propionaldehyde (27098-65-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/ol0707564

Reference yield: 25.0%

3-phenylthiopropanol (24536-40-1) → 3-phenylsulfanyl-propionaldehyde (27098-65-3)

Guidance literature:

With 2,6-dimethylpyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium perchlorate; In acetonitrile; at 23 ℃; for 4h; electrolysis;

DOI:10.1021/ja00351a070

Reference yield:

Oxo-phenyl-acetic acid 3-phenylsulfanyl-propyl ester → 3-phenylsulfanyl-propionaldehyde (27098-65-3) + benzaldehyde (100-52-7) + Oxo-phenyl-acetic acid vinyl ester

Guidance literature:

In benzene; Product distribution; Mechanism; Irradiation;

DOI:10.1021/jo971201x

upstream raw materials:

3-(phenylthio)-1,2-propanediol

3-phenylthiopropanol

thiophenol

acrolein

Downstream raw materials:

(RS)-1-phenylthiohexane-3-ol

(5-Trimethylsilanylmethyl-3-trimethylsilanyloxy-hex-5-enylsulfanyl)-benzene

(RS)-1-phenylthiopentan-3-ol

7-benzenesulfinyl-9-hydroxy-2,2,4,4-tetramethyl-1,3-dioxa-spiro[4.4]nonan-6-one

Refernces

• 1、 Bette, Eileen,Otto, Alexander,Dr?ger, Tobias,Merzweiler, Kurt,Arnold, Norbert,Wessjohann, Ludger,Westermann, Bernhard. "Isolation and asymmetric total synthesis of fungal secondary metabolite hygrophorone B12". . p. 2357 - 2365. Retrieved 2015.
• 2、 Li, Xin,Carter, Rich G.. "Pummerer Cyclization Revisited: Unraveling of Acyl Oxonium Ion and Vinyl Sulfide Pathways". supporting information. p. 5541 - 5545. Retrieved 2018/09/25.