952-97-6

Basic information

• Product Name: 4-NITROPHENYL PHENYL SULFIDE
• Synonyms: P-NITROPHENYL PHENYL SULFIDE;TIMTEC-BB SBB008079;4-NITROPHENYL PHENYL SULFIDE;4-(NITROPHENYL)PHENYL SULPHIDE;4-NITRODIPHENYL SULFIDE;4-NITRODIPHENYL THIOETHER;1-Nitro-4-(phenylsulfanyl)benzene;1-nitro-4-(phenylthio)-benzen
• CAS NO: 952-97-6
• Molecular Formula: C₁₂H₉NO₂S
• Molecular Weight: 231.27
• EINECS: 213-462-5
• Mol File: 952-97-6.mol
• Article Data: 208

Chemical Properties

• Melting Point: 52-55 °C(lit.)
• Boiling Point: 396.8 °C at 760mmHg
• Flash Point: 193.8 °C
• Appearance: yellow crystalline powder
• Density: 1.2840 (rough estimate)
• Vapor Pressure: 3.8E-06mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: 4-NITROPHENYL PHENYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL PHENYL SULFIDE(952-97-6)
• EPA Substance Registry System: 4-NITROPHENYL PHENYL SULFIDE(952-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: WQ5620000
• Hazardous Substances Data: 952-97-6(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Uses

4-Nitrophenyl Phenyl Sulfide is used in photoinitiated cationic epoxide polymerizations.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 341, 1984 DOI: 10.1016/S0040-4039(00)99878-2

InChI:InChI=1/C12H9NO2S/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9H

Upstream product

• 101-59-7 4-amino-4'-nitrodiphenyl sulfide 
• 930-69-8 sodium thiophenolate 
• 100-00-5 4-chlorobenzonitrile 
• 64-17-5 ethanol 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 3111-52-2 potassium thiophenolate 
• 201230-82-2 carbon monoxide 
• 1012-56-2 (Et)3tin(phenylthiolate) 
• 36744-95-3 S-p-nitrophenyl-S-phenylsulfilimine 
• 66021-66-7 p-TolSO₂NO 
• 22731-83-5 S,S-diphenylsulphoximine 
• 24698-06-4 S-p-nitrophenyl-S-phenyl-N-tosylsulfilimine 
• 955-45-3 1-(benzenesulfinyl)-4-nitrobenzene 

Downstream Products

• 114278-13-6 1-[4-(4-nitro-phenylsulfanyl)-phenyl]-dodecan-1-one 
• 107558-16-7 1-(4-((4-nitrophenyl)thio)phenyl)ethanone 
• 1135-14-4 4-aminophenyl phenyl sulfide 
• 955-45-3 1-(benzenesulfinyl)-4-nitrobenzene 
• 1146-39-0 4-nitrophenyl phenyl sulfone 
• 5537-72-4 3-(phenylthio)benzoic acid 
• 100398-42-3 (4-chloromethyl-phenyl)-(4-nitro-phenyl)-sulfide 
• 101274-49-1 1-[4-(4-nitro-phenylsulfanyl)-phenyl]-butane-1,3-dione 
• 6317-77-7 4-(4-nitro-phenylsulfanyl)-benzophenone 
• 103170-14-5 1-[4-(4-nitro-benzenesulfonyl)-phenyl]-octadecan-1-one 
• 122947-63-1 2-Dichloromethyl-1-nitro-4-phenylsulfanyl-benzene 
• 93304-90-6 (2-Nitro-5-(phenylthio)benzyl) phenyl sulfide 
• 93304-91-7 (2-Nitro-5-(phenylthio)phenyl)bis(phenylthio)methane 
• 72301-69-0 α-<2-Nitro-5-(phenylthio)phenyl>acetonitrile 

Relevant articles and documents

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Bimetallic BaMoO4 nanoparticles for the C-S cross-coupling of thiols with haloarenes

We disclosed new bimetallic BaMoO4 nanoparticles for the C-S cross-coupling reaction. The C-S cross-coupling reaction of alkyl/aryl thiols with haloarenes was accomplished with high yields. The reaction has good functional group tolerance and selectivity. This is an efficient protocol for synthesizing the building blocks of pharmaceuticals containing C-S bonds. The catalyst is recyclable. The unactivated bromo- and 4-acetyl fluoro-arenes can well couple to afford thioethers in high yields. The reaction is believed to proceed by oxidative addition and reductive elimination.

Exploration of the mechanism and scope of the CuI/DABCO catalysed C–S coupling reaction

A cost effective and easily available CuI/DABCO catalytic system has been developed for the C–S cross-coupling reaction. This method is extremely useful for the thioetherification of aryl and heteroaryl halides, providing excellent yields and good chemoselectivity. We have also explored the mechanism of the reaction using DFT studies.