67652-99-7

Basic information

• Product Name: Benzene, (1-propenylsulfinyl)-, (E)-
• CAS NO: 67652-99-7
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• Mol File: 67652-99-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, (1-propenylsulfinyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-propenylsulfinyl)-, (E)-(67652-99-7)
• EPA Substance Registry System: Benzene, (1-propenylsulfinyl)-, (E)-(67652-99-7)

Safety Data

• Hazardous Substances Data: 67652-99-7(Hazardous Substances Data)

Upstream product

• 67653-00-3 (+/-)_S-(Z)-1-(phenylsulfinyl)prop-1-ene 
• 36195-56-9 (E)-but-2-en-1-yl phenyl sulfide 
• 696-62-8 para-iodoanisole 
• 19093-37-9 allyl phenyl sulfoxide 
• 7205-91-6 phenylthiomethyl chloride 
• 124666-23-5 diphenyl((phenylsulfinyl)methyl)phosphine oxide 
• 75-07-0 acetaldehyde 
• 31238-57-0 diphenyl(phenylthiomethyl)phosphine oxide 
• 111698-34-1 (+/-)_S-isopropyl phenylsulfinate 
• 756-79-6 dimethyl methane phosphonate 

Downstream Products

• 117917-55-2 (S_C^*R_S^*)-2-(dimethylphenylsilyl)propyl phenyl sulfoxide 
• 117917-55-2 (R_C^*R_S^*)-2-(dimethylphenylsilyl)propyl phenyl sulfoxide 
• 19093-37-9 allyl phenyl sulfoxide 
• 67653-00-3 (+/-)_S-(Z)-1-(phenylsulfinyl)prop-1-ene 
• 63447-11-0 N,N'-Bis(3,5-dichloro-2,4,6-trimethylphenyl)urea 
• 86729-12-6 3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-5-methyl-isoxazole 
• 86729-14-8 3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methyl-isoxazole 
• 442160-00-1 6-phenyl-3-(phenylsulfinyl)-2-hexen-4-ol 
• 54234-79-6 (R)-(propylsulfinyl)benzene 
• 109120-75-4 phenyl n-propyl sulfoxide 
• 67652-99-7 (S)-(E)-(prop-1-en-1-ylsulfinyl)benzene 
• 77727-26-5 C₁₅H₂₂O₃S 
• 77727-26-5 C₁₅H₂₂O₃S 
• 257904-73-7 Acetic acid (E)-2-benzenesulfinyl-1-naphthalen-2-yl-but-2-enyl ester 

Relevant articles and documents

Exploiting Substrate Diversity for Preparing Synthetically Valuable Sulfoxides via Asymmetric Hydrogenative Kinetic Resolution

A detailed study is disclosed on the Rh-mediated hydrogenative kinetic resolution of α,β-unsaturated sulfoxides with alkyl and aryl substituents at the α-, E- and Z-positions of the double bond. This stereoselective catalytic methodology has enabled the p

Stereoselective synthesis of (E)-Vinyl Sulfoxides by the Horner-Wittig reaction

The Horner-Wittig reaction of sulfinylmethyl-substituted di-phenylphosphane oxides 1-3 with aldehydes is reported. In a straightforward synthesis, (E)-vinyl sulfoxides 4 (R1 = Ph), 5 (R1 = Me) and 6 (R1=pTol) were formed m

Additive Pummerer reactions of vinylic sulfoxides. Synthesis of γ-hydroxy-α,β-unsaturated esters, α-hydroxyketones, and 2-phenylsulfenyl aldehydes and primary alcohols

Treatment of β-monosubstituted vinylic sulfoxides 1 with trifluoroacetic anhydride in dichloromethane gave excellent yields of 1,2-bis(trifluoroacetoxy)thioethers 6. Mildly basic methanolysis of 2-alkyl-substituted 6 gave α-hydroxyaldehydes 11 as monomer-dimer mixtures; similar treatment of the 2-aryl analogues afforded aryl (hydroxymethyl) ketones 12. Compounds 11 underwent Wittig reactions with methoxycarbonylmethylenetriphenylphosphorane to give high yields of γ-hydroxy-α,β-unsaturated esters 13, predominantly as the E-isomers. β-Monosubstituted vinylic sulfoxides 1 possessing a β-aryl group, and β-disubstituted vinylic sulfoxides 3 reacted with trifluoromethanesulfonic anhydride-sodium acetate in acetic anhydride to give 2-(phenylsulfenyl) acylals 14. These gave 2-phenylsulfenyl aldehydes 15 upon basic methanolysis, and the corresponding primary alcohols 16 on reduction with sodium borohydride. Reaction of both geometric isomers of enantiomerically pure vinylic sulfoxide 1o with TFAA gave racemic 6o as a mixture of diastereomers. Reaction of optically pure (E)- and (Z)-1p with trifluoromethanesulfonic anhydride-sodium acetate in acetic anhydride gave acylal 19 in 10.5 and 23% e.e., respectively.