On February 5, 1958, Stevenson, Herbert A.; Clark, Nigel B.; Marshall, John R.; Greenwood, Douglas; Cranham, John E.; Higgons, Dennis J.; Brookes, Robert F. published a patent.Category: ethers-buliding-blocks The title of the patent was Benzyl phenyl sulfides and acaricidal compositions therefrom. And the patent contained the following:
Na (1.0 g.) is dissolved in 6.3 g. p-BrC6H4SH and 100 ml. anhydrous EtOH, 6.9 g. p-BrC6H4CH2Cl added, the mixture refluxed 1.5 hrs., cooled, poured into 150 ml. H2O, the precipitate filtered off, and recrystallized to give p-BrC6H4SCH2C6H4Br-p, m. 106-7°. Similarly are prepared the following p,p’-substituted analogs (benzyl substituents, phenyl substituents, and m.p. given): Br, H, 78-9°; Br, F, 48-9°; Br, Cl, 87-8°. NaOH is used instead of Na to prepare the following compounds: Cl, Br, 87-8°; F, F, 56.5-7.5°; Cl, I, 102°; I, Cl, 101°; I, I, 130-1°; H, I, 75-7°; I, F, 54.5-6.0°; I, H, 87-8.5°; F, I, 74-5°; I, Br, 117-18°; Br, I, 115-16°. Na and EtOH are used in preparing the following compounds: MeO, Cl, 80°; MeO, MeO, 89-90°; Cl, Me, 70°; Cl, CH2:CHCH2O, 38°; MeO, H, 86°; Me, Me, 67-8°; Me, H, 69-70°; F, Me, 61.5-2.5°; Me, Cl, 80-1°; Me, F, 44.5-5.5°; MeO, F, 71.5-2.5°; Br, Br, 101°; Cl, Br, 87-8°; Br H, 78°; Br, F, 44-5°; Br, Cl, 83-4°; F, Br, 56.5-7.5°; F, MeO, 57.5-8.5°; I, Cl, 101°; Cl, I, 102°. Other compounds prepared were: 4-Cl, 5,2-ClMe, 65-5.5°; H, 2,5-Cl2, 65° [cf. Brit. 713,-984, 745,360; Brit. 738,170 (C.A. 50, 10334b); Brit. 758,926 (C.A. 51, 11394h and C.A. 51, 1267g)]. The compounds are useful in the control of eggs and active stages of Acari, particularly Tetranychidae. The compounds are useful in aerosols, dusts, emulsion, and dispersions. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Category: ethers-buliding-blocks
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. Category: ethers-buliding-blocks
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem