Thioacetate

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Jean-françois Brière - One of the best experts on this subject based on the ideXlab platform.

William F. Wood - One of the best experts on this subject based on the ideXlab platform.

  • Volatile Components in Defensive Spray of the Hooded Skunk, Mephitis macroura
    Journal of Chemical Ecology, 2002
    Co-Authors: William F. Wood, Brian G. Sollers, Gwen A. Dragoo, Jerry W. Dragoo
    Abstract:

    GC-MS analysis of the anal sac secretion from the hooded skunk, Mephitis macroura , showed the following seven major components comprised 99% of the volatiles in this secretion: ( E )-2-butene-1-thiol, 3-methyl-1-butanethiol, S -( E )-2-butenyl Thioacetate, S -3-methylbutenyl Thioacetate, 2-phenylethanethiol, 2-methylquinoline, and 2-quinolinemethanethiol. Minor volatile components identified in this secretion are phenylmethanethiol, S -phenylmethyl Thioacetate, S -2-phenylethyl Thioacetate, bis[( E )-2-butenyl] disulfide, ( E )-2-butenyl 3-methylbutyl disulfide, bis(3-methylbutyl) disulfide, and S -2-quinolinemethyl Thioacetate. This secretion is similar to that of the striped skunk, Mephitis mephitis , differing only in that it contains four compounds not reported from the striped skunk: phenylmethanethiol, S -phenylmethyl Thioacetate, 2-phenylethanethiol, and S -2-phenylethyl Thioacetate.

  • Volatile components in defensive spray of the spotted skunk,Spilogale putorius
    Journal of Chemical Ecology, 1991
    Co-Authors: William F. Wood, Christopher G. Morgan, Alison Miller
    Abstract:

    GC-MS analysis of the anal sac secretion from the spotted skunk, Spilogale putorius , showed three major volatile components: ( E )-2-butene-1-thiol, 3-methyl-1-butanethiol, and 2-phenylethanethiol. Minor volatile components identified from this secretion were: phenylmethanethiol, 2-methylquinoline, 2-quinolinemethanethiol, bis[( E )-2-butenyl] disulfide, ( E )-2-butenyl 3-methylbufyl disulfide, bis(3-methylbutyl) disulfide. All of these compounds except 2-phenylethanethioi have been identified previously from the striped skunk, Mephitis mephitis. The Thioacetate derivatives S- (E) -2-butenyl Thioacetate, S -3-methylbutanyl Thioacetate, and S -2-quinolinemethyl Thioacetate found in the striped skunk were not seen in this species.

Clément Berthonneau - One of the best experts on this subject based on the ideXlab platform.

Sunwoo Lee - One of the best experts on this subject based on the ideXlab platform.

Mogens Brøndsted Nielsen - One of the best experts on this subject based on the ideXlab platform.

  • Bismuth(III)‐Promoted Acetylation of Thio­ethers into Thioacetates
    European Journal of Organic Chemistry, 2015
    Co-Authors: Martyn Jevric, Anne Ugleholdt Petersen, Mads Mansø, Anders Ø. Madsen, Mogens Brøndsted Nielsen
    Abstract:

    The Thioacetate group is extensively employed as an anchoring group for attachment of molecules onto gold surfaces or between electrodes in molecular electronics. On account of its ready hydrolysis, it is often incorporated in the last step of a synthetic sequence from the corresponding tert-butyl thioether. Here we present a particularly convenient method for this conversion using AcCl in combination with Bi(OTf)3, which is known as an environmentally friendly salt. A large variety of redox-active and photoactive substrates with tert-butyl thioether end-cap(s) was prepared, including molecules incorporating dithiafulvene, dicyanoethylene, dihydroazulene, fulleropyrrolidine, and triazole units, and successfully subjected to a BiIII promoted conversion into products with Thioacetate end-cap(s). The azide group could also withstand these conditions, which allowed us to prepare S-(4-azidophenyl) ethanethioate that presents a convenient building block for subsequent CuAAC reactions.