121053-49-4

Basic information

• Product Name: Benzenemethanol, a-[(phenylthio)methyl]-, (R)-
• CAS NO: 121053-49-4
• Molecular Formula: C14H14OS
• Molecular Weight: 230.331
• Mol File: 121053-49-4.mol
• Article Data: 81

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-[(phenylthio)methyl]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-[(phenylthio)methyl]-, (R)-(121053-49-4)
• EPA Substance Registry System: Benzenemethanol, a-[(phenylthio)methyl]-, (R)-(121053-49-4)

Safety Data

• Hazardous Substances Data: 121053-49-4(Hazardous Substances Data)

Upstream product

• 7205-91-6 phenylthiomethyl chloride 
• 100-52-7 benzaldehyde 
• 96-09-3 styrene oxide 
• 2973-86-6 lithium thiophenoxide 
• 98289-60-2 1-phenyl-2-phenylthio-1-trifluoroacetoxyethane 
• 108-98-5 thiophenol 
• 591-51-5 phenyllithium 
• 52322-54-0 2-(phenylthio)benzo[d]isothiazol-3(2H)-one 1,1-dioxide 
• 17199-29-0 (S)-Mandelic acid 
• 930-69-8 sodium thiophenolate 
• 70111-05-6 (S)-2-chloro-1-phenylethanol 
• 40435-14-1 (S)-1-phenyl-2-(tosyloxy)ethanol 
• 56751-12-3 2-chloro-1-phenylethanol 
• 20780-53-4 (R)-Styrene oxide 

Downstream Products

• 49639-26-1 erythro-2-(phenylsulfinyl)-1-phenyl-1-ethanol 
• 5355-61-3 1,3-diphenyl-1,3-propanediol 
• 104174-42-7 (±)-1-methyl-4-phenylbutane-2,4-diol 
• 865859-84-3 acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-glucopyranose 
• 865860-12-4 acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose 
• 865859-88-7 allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside 
• 865859-86-5 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-glucopyranosyl trichloroacetimidate 
• 865860-08-8 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl trichloroacetimidate 
• 865859-90-1 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-glucopyranosyl trichloroacetimidate 
• 865860-10-2 methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside 
• 105769-47-9 (S)-(-)-2-chloro-2-phenylethyl phenyl sulfone 
• 16162-51-9 (S)-(-)-(2-hydroxy-2-phenyl-1-ethyl)-phenyl thioether 

Relevant articles and documents

The enantioselective chalcogeno-Baylis-Hillman reaction using a chiral hydroxy chalcogenide-TiCl4 complex

The enantioselective chalcogeno-Baylis-Hillman reaction was investigated by the use of chiral hydroxy chalcogenides in the presence of TiCl4 under atmospheric pressure. The best result was obtained with 10-methylthioisobornenol as a chiral hydroxy chalcogenide.

Solvent-mediated switching between oxidative addition and addition-oxidation: Access to β-hydroxysulfides and β-arylsulfones by the addition of thiols to olefins in the presence of Oxone

The reaction between aryl olefins and thiols in the presence of Oxone in toluene-water (9:1, v/v) affords β-hydroxy-2-arylethyl aryl sulfides smoothly by the interception of intermediary thiyl radicals with aryl olefins; the former are generated by the ox

Competition Between Cα-S and Cα-Cβ Bond Cleavage in β-Hydroxysulfoxides Cation Radicals Generated by Photoinduced Electron Transfer?

A kinetic and product study of the 3-cyano-N-methyl-quinolinium photoinduced monoelectronic oxidation of a series of β-hydroxysulfoxides has been carried out to investigate the competition between Cα-S and Cα-Cβ bond cleavage within the corresponding cation radicals. Laser flash photolysis experiments unequivocally established the formation of sulfoxide cation radicals showing their absorption band (λmax ≈ 520?nm) and that of 3-CN-NMQ? (λmax ≈ 390?nm). Steady-state photolysis experiments suggest that, in contrast to what previously observed for alkyl phenyl sulfoxide cation radicals that exclusively undergo Cα-S bond cleavage, the presence of a β-hydroxy group makes, in some cases, the Cα-Cβ scission competitive. The factors governing this competition seem to depend on the relative stability of the fragments formed from the two bond scissions. Substitution of the β-OH group with -OMe did not dramatically change the reactivity pattern of the cation radicals thus suggesting that the observed favorable effect of the hydroxy group on the Cα-Cβ bond cleavage mainly resides on its capability to stabilize the carbocation formed upon this scission.

Air-Induced Disulfenylation of Alkenes: Facile Synthesis of Vicinal Dithioethers

A novel disulfenylation of alkenes with thiophenols and their corresponding disulfides by using air as the oxidant has been achieved. This transformation provides a facile and practical protocol for the synthesis of vicinal dithioethers under mild conditions.