15199-26-5

Basic information

• Product Name: 2-[(4-methylphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione
• Synonyms: 1H-isoindole-1,3(2H)-dione, 2-[(4-methylphenyl)thio]-; 2-[(4-Methylphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione
• CAS NO: 15199-26-5
• Molecular Formula: C₁₅H₁₁NO₂S
• Molecular Weight: 269.3183
• Mol File: 15199-26-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 446.7°C at 760 mmHg
• Flash Point: 224°C
• Density: 1.38g/cm³
• Vapor Pressure: 3.56E-08mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 2-[(4-methylphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-methylphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione(15199-26-5)
• EPA Substance Registry System: 2-[(4-methylphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione(15199-26-5)

Safety Data

• Hazardous Substances Data: 15199-26-5(Hazardous Substances Data)

Upstream product

• 54974-07-1 phthalimidesulfenyl chloride 
• 106-38-7 para-bromotoluene 
• 7764-30-9 2,2'-disulfanediylbis(isoindoline-1,3-dione) 
• 136918-14-4 phthalimide 
• 3481-09-2 N-chlorophthalimide 
• 106-45-6 para-thiocresol 

Downstream Products

• 5285-74-5 4-tolyl thiocyanate 
• 42300-58-3 N-(4-methylbenzene)sulfinylphthalimide 
• 87434-24-0 (C₅H₅)2Ti(SH)(SSSC₆H₄CH₃) 
• 104-15-4 toluene-4-sulfonic acid 
• 83180-92-1 1-(4-methylphenyldisulfanyl)-4-methoxybenzene 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 103-19-5 di(p-tolyl) disulfide 
• 14756-51-5 4-nitrophenyl p-tolyl disulfide 
• 1393945-53-3 C₂₈H₂₉NO₃S 
• 1416330-44-3 (R)-tert-butyl 3-(benzo[d][1,3]dioxol-5-ylmethyl)-2-oxo-3-(p-tolylthio)-indoline-1-carboxylate 
• 1416330-49-8 (R)-tert-butyl 3-benzyl-2-oxo-3-(p-tolylthio)indoline-1-carboxylate 
• 455-16-3 p-toluenesulfonyl fluoride 

Relevant articles and documents

Electrochemical Direct Thiolation of Lactams with Mercaptans: An Efficient Access to N-Acylsulfenamides

An efficient and eco-friendly electrochemical methodology for the oxidative cross coupling hydrogen evolution (CCHE) reactions of lactams with thiols is presented. Various electron deficient N-acylsulfenamides are smoothly produced in modest to excellent yields without using any external oxidant. Elementary mechanistic insight supports a possible free radical process and hydrogen is the only side product. This approach provides a safe, convenient, and economical preparation of synthetically important N-thiophthalimides on a gram scale.

Photochemical, Metal-Free Sigmatropic Rearrangement Reactions of Sulfur Ylides

Sigmatropic rearrangement reactions constitute one of the most fundamental reactions of carbenes. While state-of-the-art synthetic methods require the use of expensive precious metal catalysts, the application of visible light for the photolysis of α-aryldiazoacetates is much less investigated and provides an operationally simple entry to carbenes under mild reaction conditions. Herein, we report on blue-light induced sigmatropic rearrangement reactions of sulfur compounds with α-aryldiazoacetates. This process, depending on the substitution pattern of the sulfide, opens up formal insertion reactions of carbenes into S?N, S?C, or C?H bonds.

A facile synthesis of 3,4-dimercaptofurans via sulfenylation of (E)-β-chlorovinyl ketones and 1,2-sulfur migration

The one-pot sulfenylation of (E)-β-chlorovinyl ketones was investigated under soft α-vinyl enolization conditions. Modulating the nature of nucleophilic species using a “hard” base the regioselective formation of α,γ-dithio-allenyl ketones has been achieved, where the thermodynamic control was mimicked by the presence of Et3N·HCl. The sulfenylated products, α,γ-dithio-allenyl and α,α-dithio-propargyl ketones, smoothly underwent cycloisomerization to 3,4-dimercaptofurans via a novel 1,2-sulfur migration in excellent yields.