ALLYL CINNAMATE
Synonym(s):Allyl 3-phenylacrylate
- CAS NO.：1866-31-5
- Empirical Formula: C12H12O2
- Molecular Weight: 188.22
- MDL number: MFCD00026105
- EINECS: 217-477-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-19 15:05:27
What is ALLYL CINNAMATE?
Chemical properties
A colorless liquid with peach- or apricot-like aroma. It is used as a flavoring agent or adjuvant.
Occurrence
Has apparently not been reported to occur in nature.
The Uses of ALLYL CINNAMATE
Allyl Cinnamate is a synthetic flavoring agent that is a fairly stable, hazy, colorless to light yellow colored liquid of cherry odor. it is used for its cherry note in flavors and has application in baked goods and candies at 1–2 ppm.
Preparation
By esterification of cinnamic acid with allyl alcohol in the presence of concentrated H2SO4.
Production Methods
Allyl cinnamate is produced by the direct esterification of allyl alcohol with cinnamic acid.
Definition
ChEBI: Allyl cinnamate is a cinnamate ester.
Synthesis Reference(s)
Tetrahedron, 48, p. 1219, 1992 DOI: 10.1016/S0040-4020(01)90785-9
Tetrahedron Letters, 36, p. 113, 1995 DOI: 10.1016/0040-4039(94)02179-F
Safety Profile
Moderately toxic by ingestion. Human skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS and ESTERS
Metabolism
Many esters, including benzyl cinnamate, are rapidly hydrolysed in vivo. Cinnamic acid is known to conjugate with glycine in the animal body, or it may be converted to benzoic acid(Williams, 1959). In the rabbit, cinnamic acid is almost entirely excreted as hippuric acid, without formation of cinnamoyl glycine(El Masry, Smith & Williams, 1956) . In the dog, Quick(1928) observed a large excretion of glucuronide, probably benzoylglucuronide. Dakin (1909) named B-phenyl-B-oxopropionic acid, cinnamoyl glycine and acetophenone as minor metabolites in the dog.
Solubility in organics
Allyl Cinnamate is soluble in alcohol and oils, almost insoluble in Propylene glycol.
Properties of ALLYL CINNAMATE
| Boiling point: | 150-152 °C15 mm Hg(lit.) |
| Density | 1.053 g/mL at 25 °C(lit.) |
| refractive index | n |
| FEMA | 2022 | ALLYL CINNAMATE |
| Flash point: | >230 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Insoluble in water, soluble in alcohol and oils, almost insoluble in Propylene glycol. |
| color | A colourless or pale straw-coloured liquid. |
| Odor | at 100.00 %. fruity balsamic pineapple spicy cinnamyl plum apricot peach |
| JECFA Number | 19 |
| CAS DataBase Reference | 1866-31-5(CAS DataBase Reference) |
| EPA Substance Registry System | 2-Propenoic acid, 3-phenyl-, 2-propenyl ester (1866-31-5) |
Safety information for ALLYL CINNAMATE
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral |
Computed Descriptors for ALLYL CINNAMATE
New Products
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