28403-86-3

Basic information

• Product Name: 1-Propanone, 1-phenyl-2-(phenylthio)-
• CAS NO: 28403-86-3
• Molecular Formula: C15H14OS
• Molecular Weight: 242.342
• Mol File: 28403-86-3.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 1-phenyl-2-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1-phenyl-2-(phenylthio)-(28403-86-3)
• EPA Substance Registry System: 1-Propanone, 1-phenyl-2-(phenylthio)-(28403-86-3)

Safety Data

• Hazardous Substances Data: 28403-86-3(Hazardous Substances Data)

Upstream product

• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 931-59-9 benzenesulfenyl chloride 
• 93-58-3 benzoic acid methyl ester 
• 66080-24-8 pinacol 1-(phenylthio)ethane-1-boronate 
• 61173-85-1 2,2-bis(phenylthio)-1-phenylpropan-1-ol 
• 133145-92-3 1-phenylpropan-1-one O-acetyl oxime 
• 882-33-7 diphenyldisulfane 
• 52322-54-0 2-(phenylthio)benzo[d]isothiazol-3(2H)-one 1,1-dioxide 
• 71268-59-2 (E)-1-phenyl-1-(trimethylsiloxy)propene 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 108-98-5 thiophenol 
• 14236-72-7 2-methylsulfanyl-1-phenyl-propan-1-one 
• 59919-11-8 2-methyl-1-phenyl-2-(phenylthio)propan-1-one 
• 123773-64-8 phenyl 2-benzoxazolyl thioether 

Downstream Products

• 1153116-84-7 α-(m-methoxyphenylthio)propiophenone 
• 69358-42-5 1-phenyl-2-(phenylsulfinyl)-1-propanone 
• 1410799-34-6 C₂₃H₂₀OS 
• 1410799-35-7 C₂₃H₂₀OS 
• 1410799-29-9 3-decyl-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-28-8 (Z)-3-(1-cyclohexen-1-yl)-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-27-7 (E)-2-methyl-1-phenyl-3-(thiophen-2-yl)-4-(phenylthio)-2-buten-1-one 
• 1410799-26-6 (Z)-3-(2-methoxyphenyl)-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-25-5 (Z)-3-(3-methoxyphenyl)-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-24-4 (Z)-3-(4-bromophenyl)-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-23-3 (Z)-2-methyl-1-phenyl-4-(phenylthio)-3-(4-trifluoromethylphenyl)-2-buten-1-one 
• 1410799-22-2 (Z)-3-(4-methoxyphenyl)-2-methyl-1-phenyl-4-(phenylthio)-2-buten-1-one 
• 1410799-12-0 (Z)-2-methyl-1,3-diphenyl-4-(phenylthio)but-2-en-1-one 
• 1194360-42-3 (Z)-methyl 2-methyl-3-phenyl-4-phenylthio-2-pentenoate 

Relevant articles and documents

Synthesis and reactivity of α-sulfenyl-β-chloroenones, including oxidation and Stille cross-coupling to form chalcone derivatives

The synthesis of a range of novel α-sulfenyl-β-chloroenones from the corresponding α-sulfenylketones, via a NCS mediated chlorination cascade, is described. The scope of the reaction has been investigated and compounds bearing alkyl- and arylthio substituents have been synthesised. In most instances, the Z α-sulfenyl-β-chloroenones were formed as the major products, while variation of the substituent at the β-carbon position led to an alteration in stereoselectivity. Stille cross-coupling with the Z α-sulfenyl-β-chloroenones led to selective formation of Z sulfenyl chalcones, while the E α-sulfenyl-β-chloroenones did not react under the same conditions. Oxidation of the Z α-sulfenyl-β-chloroenones was followed by isomerisation, leading to the E α-sulfinyl-β-chloroenones. Stille cross-coupling with the E α-sulfinyl-β-chloroenones produced the E sulfinyl chalcones. Either the E or Z sulfinyl chalcones can be obtained by altering the sequence of oxidation and Stille cross-coupling.

Tandem Pd/Au-catalyzed route to α-sulfenylated carbonyl compounds from terminal propargylic alcohols and thiols

An efficient and highly atom-economical tandem Pd/Au-catalyzed route to α-sulfenylated carbonyl compounds from terminal propargylic alcohols and thiols has been developed. This one-step procedure has a wide substrate scope with respect to substituents at

Rhodium-catalyzed phenylthiolation reaction of heteroaromatic compounds using α-(phenylthio)isobutyrophenone

In the presence of catalytic amounts of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-benzothiazoles, 1,3-benzoxazoles, and benzothiophene reacted with α-(phenylthio) isobutyrophenone giving 2-phenylthio derivatives. Reactive monocyclic heteroaromatics, 1-methyl-1,2,3,4-tetrazole and 2-cyanothiophene were also converted into the 5-phenylthio derivatives. The use of an appropriate phenylthio transfer reagent is crucial for the efficient catalyzed conversion of heteroaromatic C-H bonds into C-S bonds.