4332-51-8Relevant articles and documents
Organic Disulfides and Related Substances. 46. Derivatives of 2-(Benzylsulfinyl)ethanethiol
Chandra, Ramesh,Field, Lamar
, p. 1844 - 1848 (1986)
In a further study of the little known class of mercapto sulfoxides and their derivatives 2-(benzylsulfinyl)-ethanethiol (9a) could be kept only for minutes at ca. 25 deg C in CH2Cl2, but the key intermediate, S- p-toluenethiosulfonate (17), was quite stable; 17 was prepared by reaction of 2-(benzylsulfinyl)ethyl chloride (7) with sodium p-toluenethiosulfonate (10).Reaction of the thiosulfonate 17 with Na2S under usual conditions gave 2-(benzylsulfinyl)ethyl disulfide (8), rather than the expected trisulfide (11), but a two-phase reaction with dilute solutions protected the trisulfide and led to 11 (69percent yield); aqueous Na2S converted 11 to 8.Reaction of 17 with a thiol, RSH, under usual conditions gave only the symmetrical disulfide, RSSR, but unsymmetrical disulfides could be obtained at -70 deg C .Solutions of 12-16 resisted change for 21-66 h in the dark, for 19-66 h in ambient light, for 7-11 h in refluxing EtOAc (dark), and for 19-36 h in refluxing EtOH (dark); in UV light, however, reaction began in 7-20 min.The order of increasing resistance to change, under all conditions, was 12 16 13 14 15.The di- (8) and trisulfide (11) were much more resistant than any of the unsymmetrical disulfides under all conditions.Neighboring group effects of the -S- and -S(O)- functions appeared to play a role in several instances.
Non-phase-transition luminescence mechanochromism of a copper(I) coordination polymer
Kwon, Eunjin,Kim, Jineun,Lee, Kang Yeol,Kim, Tae Ho
supporting information, p. 943 - 949 (2017/12/08)
A copper(I) coordination polymer, [Cu2I2L2]n (CP 1), shows luminescence mechanochromism with a color change from greenish-blue to yellow upon the application of pressure. Powder X-ray diffraction and Raman studies reveal that the changes in the bond lengths in crystalline CP 1 are the main cause of luminescence mechanochromism. The luminescence mechanochromic process of CP 1 preserves its crystallinity with a small lattice distortion, despite very high pressure, and it is a non-phase-transition process. After the addition of several drops of acetonitrile to the ground and compressed samples, the original greenish-blue emissive and crystalline states are restored. Therefore, the luminescence color conversion processes are fully reversible.
MODERN FRIEDEL-CRAFTS CHEMISTRY. XIV. ON THE CYCLIZATION OF SELECTED ARYL HYDROXYALKYL SULFIDES
El-Khawaga, A. M.,El-Zohry, M. F.,Ismail, M. T.,Abdel-Wahab, A. A.,Khalaf, A. A.
, p. 265 - 270 (2007/10/02)
The feasibility of cycloalkylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a nimber of aryl hydroxyalkyl sulfides (1-5), and benzyl hydroxyalkyl sulfides (6-7).Treatment of compounds (1-7) with Friedel-Crafts catalysts gave diaryl disulfides, diaryl sulfides, arene thiols, chlorohydrins, aryl chloroalkyl sulfides, aryl alkenyl sulfides and cyclization products.It is noteworthy to mention that cyclization products were isolated only in cases where the hydroxyl group is linked to a tertiary carbon atom as in compounds 3 and 7.A suitable reaction pathway is suggested to rationalize the formation of the various reaction products.
