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ChemicalBook >  Product Catalog >  Flavors and fragrances >  Synthetic fragrances >  Carboxylic acids and esters >  Aliphatic dicarboxylic acid esters >  (Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate

(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate

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(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate Basic information

Product Name:
(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate
Synonyms:
  • 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (E)-3-phenylprop-2-enoate
  • (Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate
  • 3-Phenylpropenoic acid 1-methyl-1-[(1S)-4-methyl-3-cyclohexen-1-yl]ethyl ester
  • 2-Propenoic acid, 3-phenyl-, 1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl ester, (S)-
  • TERPINYLCINNAMATE
  • 2-Propenoic acid, 3-phenyl-, 1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl ester, (S)- (9CI)
  • (Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate USP/EP/BP
CAS:
10024-56-3
MF:
C19H24O2
MW:
284.39
EINECS:
233-023-1
Product Categories:
  • ester Flavor
Mol File:
10024-56-3.mol
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(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate Chemical Properties

Boiling point:
392.6±11.0 °C(Predicted)
Density 
1.042±0.06 g/cm3(Predicted)
FEMA 
3051 | TERPINYL CINNAMATE
Odor
at 100.00 %. sweet balsam wine moscato nutmeg
Odor Type
balsamic
JECFA Number
669
LogP
5.67
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(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate Usage And Synthesis

Chemical Properties

Terpinyl cinnamate has a persistent, sweet, balsamic odor reminiscent of wine moscato. It has a heavy, fruity, somewhat spicy taste.

Uses

Traces of (Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate are used in fruit flavor compositions, sometimes in Grape imitation, anli in certain Spice complexes. The concentration used is normally as low as 0.5 to 6 ppm in the finished product.

Preparation

Prepared by esterification from terpineol and cinnamic acid; also from methyl cinnamate, sodium terpineol and terpinyl formate.

Synthesis

(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate is prepared:
1) by azeotropic type esterification from Terpineol and Cinnamic acid.
2) from Methyl cinnamate, Sodium-terpineol and Terpinyl formate (or Terpinyl acetate).

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(Z)-1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate(10024-56-3)Related Product Information