Sulfide, benzyl isopropyl

Reductive Thiolation. Treatment of aldehydes with triethylsilane, thiols, and boron trifluoride monohydrate 217 yields sulfides in a one-flask process. For example, this method gives a 97% yield of benzyl isopropyl sulfide from benzaldehyde and 2-propanethiol (Eq. 204).365... 

The woik of Tuleen and Stevens on the regioselectivity of chlorination of a series of unsymmetrically substituted dialkyl sulfides with NCS provides clues to Ae directive effects implicit in the mechanisms encompassed by Scheme 3. These observations are collected in Scheme 6 where the preferred site of chlorination in each case is indicated with an arrow, the number over the arrow indicating the majortminor product ratio (minor = 1). In the first example, chlorination of benzyl methyl sulfide (2) produces chlorobenzyl methyl sulfide exclusively. Secondly, chlorination of benzyl ethyl sulfide (3) and benzyl isopropyl sulfide (4) also shows a marked, though not exclusive, preference for the benzylic position. In the latter case the extent of benzylic chlorination can be modulated by ring substitution. The directive effects in these internal competitions for p-methyl and p-chloro substituents are correlated by the Hammett relationship with a value of p = 1.0, which is consistent with a mechanism involving abstraction of the more acidic proton in the chlorosulfonium ion intermediate. Further indications of the im-... 

HEXAHYDRO - 4a,5 - DIMETHYL - 2(3H) - NAPHTHALE-NONE and 2-TRIMETHYLSILYLOXY-1,3-BUTADIENE AS A REACTIVE DIENE DIETHYL trans -4-TRIMETHYL-SILYLOXY-4-CYCLOHEXENE-1,2-DICARBOXYLATE. Sulfur substitution also continues to be of high interest, and three preparations on sulfide synthesis are included BENZYL SULFIDE DIALKYL AND ALKYL ARYL SULFIDES NEOPENTYL PHENYL SULFIDE and UNSYMMETRICAL DIALKYL DISULFIDES sec-BUTYL ISOPROPYL DISULFIDE. 

Commercial polymers have been produced from methyl, ethyl, isopropyl, n-butyl, isotubtyl, t-butyl, stcaryl, benzyl and trimethylsilyl vinyl ethers. The polylmethyl vinyl ether) called PVM or Resyn is produced by the polymerization of the monomer by boron trifluoride in propane at —40°C in the presence of traces of an alkyl phenyl sulfide. The polymer may have isotactic, syndiotactic or stereoblock configurations depending on the solvent and catalyst used. 

Alkoxy- -2-sulfid E2, 739 2-Amino-3-phenyl- -2-oxid E2, 643 2-(a-Anilino-benzyl)-3-isopropyl- -2-oxid E2, 394 2-Anilino- -2-oxid... 

Isopropyl 2-iodoxybenzoate is a useful reagent for the clean, selective oxidation of organic sulfides to sulfoxides [1127]. This reaction proceeds without overoxidation to sulfones and is compatible with the presence of the hydroxy group, double bond, phenol ether, benzylic carbon and various substituted phenyl rings in the molecule of organic sulfide. Duschek and Kirsch have reported that isopropyl 2-iodoxybenzoate in the presence of trifiuoroacetic anhydride can be used for the a-hydroxylation of p-keto esters at room temperature in THF [1128]. 

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