Holt, H. S.; Reid, E. E. published an article in 1924, the title of the article was Effect of sulfur on the color of triphenylmethane dyes.Name: Benzyl(4-bromophenyl)sulfane And the article contains the following content:
S in the p-position has a decided auxochrome effect on the color and the shift is towards the blue. S in the o-position has a similar effect but _to a less degree. Increasing the mol. weight of the alkyl groups results in a loss of some of the auxochrome effect. In general the auxochrome effect of the various groups is in the order SMe, OMe, Me. The following thioethers were made from the NH2 derivative through the Sandmeyer reaction (% yields in parentheses): o-bromophenyl isopropyl sulfide, b11 130-5°, d2525 1.2804 (35); Ph derivative, b12 175-7°, d2525 1.3733 (50); p-bromophenyl Me sulfide, m. 27° (55); iso-Pr derivative, b11 120°, d2525 1.2338 (60); iso-Bu derivative, b15, 140-3°, d2525 1.1467 (37); benzyl derivative, m. 48° (50); p-bromophenyl Me sulfone, m. 97.5° (50). These Br derivatives were then changed into the Grignard reagent and reacted with Michler’s ketone; dyes could not be prepared containing the Ph and benzyl sulfide or Me sulfone groups, because the Grignard reaction did not take place with these derivatives The following colors were produced on wool by the substituted malachite greens thus obtained (1st color, o-derivative; 2nd, p-): unsubstituted, yellowish green; Me, dull bluish green, bright yellowish green; OMe, dull yellowish green, same; SMe, bluish green (turquoise), dull reddish blue; SCHMe2,-, dull blue gray; SC5H11 (iso),-, dull yellowish green. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Name: Benzyl(4-bromophenyl)sulfane
Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Name: Benzyl(4-bromophenyl)sulfane
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem