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Isoamyl cinnamate

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Isoamyl cinnamate Basic information

Product Name:
Isoamyl cinnamate
Synonyms:
  • 2-Propenoic acid, 3-phenyl-, 3-methylbutyl ester
  • 2-Propenoicacid,3-phenyl-,3-methylbutylester
  • 3-methylbutyl3-phenyl-2-propenoate
  • 3-phenyl-2-propenoicaci3-methylbutylester
  • cinnamicacid,isopentylester
  • Isopentyl (2E)-3-phenyl-2-propenoate
  • ISO-PENTYL CINNAMATE
  • isopentyl 3-phenyl propenoate
CAS:
7779-65-9
MF:
C14H18O2
MW:
218.29
EINECS:
231-931-2
Mol File:
7779-65-9.mol
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Isoamyl cinnamate Chemical Properties

Boiling point:
310 °C(lit.)
Density 
0.995 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.536(lit.)
FEMA 
2063 | ISOAMYL CINNAMATE
Flash point:
>230 °F
Odor
at 100.00 %. floral amber cocoa orchid musty
Odor Type
balsamic
Water Solubility 
<0.1 g/100 mL at 20 ºC
JECFA Number
665
Stability:
Stability Combustible. Incompatible with strong oxidizing agents.
LogP
4.12
CAS DataBase Reference
7779-65-9(CAS DataBase Reference)
NIST Chemistry Reference
Isoamyl cinnamate(7779-65-9)
EPA Substance Registry System
Isoamyl cinnamate (7779-65-9)
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Safety Information

WGK Germany 
2

MSDS

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Isoamyl cinnamate Usage And Synthesis

Description

Isoamyl cinnamate has a balsamic odor reminiscent of cocoa. May be prepared by esterification of cinnamic acid with commercial isoamyl alcohols, which vary in isomer distribution according to source.

Chemical Properties

pale yellow liquid with an iridescent sheen

Chemical Properties

Isoamyl cinnamate is a colorless, somewhat viscous liquid. Insoluble in water, soluble in alcohol and oils, poorly soluble in Propylene glycol. B.P. 310℃. Sp.Gr. 1.00. Isoamyl cinnamate has a balsamic odor reminiscent of cocoa.

Occurrence

Reported found in cinnamon and port wine

Uses

Isoamyl cinnamate is Used in perfumes for Oriental notes, Chypre, Ambre, and as a fixative-blender in spicy fragrance types (Carnation etc.). Quite stable in soap and a fair fixative. However, it tends to polymerize in storage. An increasing cloudiness, accompanied by increased viscosity and decreased odor level are signs of beginning polymerization. It is used in flavors for imitation Butter, Caramel, Fruit, Honey, Peach, Pineapple, Strawberry, etc. and in traces in Vanilla compositions to introduce warm-balsamic notes resembling Cocoa or Chocolate. Concentrations in finished foods: up to 12 ppm in candy or baked goods.

Preparation

By esterification of cinnamic acid with commercial isoamyl alcohols, which vary in isomer distribution according to source.

Definition

ChEBI: Isoamyl cinnamate is a cinnamate ester.

Taste threshold values

Taste characteristics at 35 ppm: sweet, floral, powdery, berry, and spice nuances

General Description

Pale yellow liquid with iridescent sheen.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Isoamyl cinnamate is probably combustible.

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