(3R)-(-)-3-mercaptoheptyl
acetate - Escher et al. indicate that
3-mercaptoheptyl acetate (as the racemate)
possesses a relatively weak top note reminding
of a peach, citrus and tea tonality. This top
note is followed by highly appreciated and
performing bottom notes of the green/black tea
type as well as of the citrus-grapefruit and
fruity-pear-peach type which render said
compound a very useful flavoring
ingredient.
Liang et al.
describe the racemate as sulfurous, sweet,
fruity (on a smelling strip).
Ref:
Sina Dorothea Escher, Yvan Niclass Lionel
Saudan, Thiols as Flavouring Agents, PCT
WO2006120625 (November 16, 2006); Sen Liang,
Baoguo Sun, Shaoxiang Yang, Yongguo Liu, Hongyu
Tian, Yuping Liu, and Haitao Chen. "Preparation
and odour properties of (S)-3-mercapto-1-heptyl
acetate." Journal of Chemical Research 38, no. 6
(2014): 343-346.
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(3S)-(+)-3-mercaptoheptyl
acetate - The two enantiomers of the cited
acetate, namely the (R) and the (S) ones, are
also valuable flavoring ingredients, which can
be used in a similar way. Amongst said
enantiomers the most appreciated is the (S) one,
which has a taste very close to the one of the
racemate, although its grapefruit type note is
weaker than the one of the racemate.
Liang et al.
describe (3S)-(+)-3-mercaptoheptyl acetate as
follows - The odour properties were evaluated by
chiral GC-O. It possessed a tropical fruit aroma
reminiscent of mango and passion fruit, with
berry, ester-like, sweet, and pepper-like
aspects.
Ref:
Sina Dorothea Escher, Yvan Niclass Lionel
Saudan, Thiols as Flavouring Agents, PCT
WO2006120625 (November 16, 2006); Sen Liang,
Baoguo Sun, Shaoxiang Yang, Yongguo Liu, Hongyu
Tian, Yuping Liu, and Haitao Chen. "Preparation
and odour properties of (S)-3-mercapto-1-heptyl
acetate." Journal of Chemical Research 38, no. 6
(2014): 343-346.
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