38082-31-4

Basic information

• Product Name: Benzene, [2-(methylsulfinyl)ethenyl]-, (E)-
• CAS NO: 38082-31-4
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• Mol File: 38082-31-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzene, [2-(methylsulfinyl)ethenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [2-(methylsulfinyl)ethenyl]-, (E)-(38082-31-4)
• EPA Substance Registry System: Benzene, [2-(methylsulfinyl)ethenyl]-, (E)-(38082-31-4)

Safety Data

• Hazardous Substances Data: 38082-31-4(Hazardous Substances Data)

Upstream product

• 15436-06-3 (E)-β-(methylthio)styrene 
• 124666-22-4 (methylsulfinylmethyl)diphenylphosphane oxide 
• 100-52-7 benzaldehyde 
• 67-68-5 dimethyl sulfoxide 
• 62-53-3 aniline 
• 5344-90-1 2-Aminobenzyl alcohol 
• 120-72-9 indole 
• 100-51-6 benzyl alcohol 
• 1008-34-0 2,3,4,6,7,8-hexahydro-7-methyl-5(1H)-quinolinone 
• 666-15-9 methyl methanesulfinate 
• 1017-88-5 dimethyldiphenylphosphonium iodide 
• 21466-62-6 styrene episulphoxide 
• 74-88-4 methyl iodide 
• 24824-97-3 Benzyl-α-chlormethyl-sulfoxid 

Downstream Products

• 69520-20-3 (E)-1-Phenyl-2-(phenylmethoxy)ethene 
• 1445154-11-9 (E)-(2-(1-phenylethoxy)vinyl)benzene 
• 1445154-12-0 C₁₆H₂₄O 
• 15436-06-3 (E)-β-(methylthio)styrene 
• 1445154-10-8 (E)-1-methoxy-4-((styryloxy)methyl)benzene 
• 1666-96-2 3-phenylquinoline 
• 7467-78-9 3,4-diphenyl-isoxazole 
• 2039-49-8 3,5-diphehylisoxazole 
• 2904-74-7 5-phenyl-3-(2,4,6-trimethyl-phenyl)-isoxazole 
• 129624-46-0 3-mesityl-4-phenyl-isoxazole 

Relevant articles and documents

Synthesis of Non-Terminal Alkenyl Ethers, Alkenyl Sulfides, and N-Vinylazoles from Arylaldehydes or Diarylketones, DMSO and O, S, N-Nucleophiles

A transition-metal-free protocol for the synthesis of non-terminal alkenyl ethers, alkenyl sulfides, and N-vinylazoles from arylaldehydes or diarylketones, DMSO and O, S, N-nucleophiles has been reported. In this protocol, 24 examples of non-terminal alkenyl ethers and 28 examples of non-terminal alkenyl sulfides in 72–95% yields have been synthesized within 5 min. Moreover, 27 examples of non-terminal N-vinylazoles with 57–88% yields have also been synthesized within 2 hours. The preliminary mechanism investigations revealed that arylaldehydes or diarylketones offered a carbon atom, DMSO provided a methine and O, S, N-nucleophiles contributed one X atom for constructing C=C?X structure. (Figure presented.).

Unexpected Annulation between 2-Aminobenzyl Alcohols and Benzaldehydes in the Presence of DMSO: Regioselective Synthesis of Substituted Quinolines

An unexpected annulation among 2-aminobenzyl alcohols, benzaldehydes, and DMSO to quinolines has been disclosed. For the reported annulation between 2-aminobenzyl alcohols and benzaldehydes, the change of the solvent from toluene to DMSO led to the change of the product from the diheteroatomic cyclic benzoxazines to monoheteroatomic cyclic quinolines. This annulation can be used to synthesize regioselectively different substituted quinolines by the choice of different 2-amino alcohols, aldehydes, and sulfoxides as substrates. Interestingly, introducing substituent groups to the α-position of sulfoxides resulted in the interchange of the positions between benzaldehydes and sulfoxides in the product quinolines. On the basis of the control experiments and literatures, a plausible mechanism for this annulation was proposed.

Base-promoted formal [4?+?1+1] annulation of aldehyde, N-benzyl amidine and DMSO toward 2,4,6-triaryl pyrimidines

A base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO was developed, leading to a series of 2,4,6-triaryl pyrimidines in moderate to good yields. Notably, DMSO served as a methine source, which was activated by base rather than either Lewis acid or electrophile. Molecular O2 was the sole eco-friendly oxidant during this procedure.