| Identification | More | [Name]
ALLYL CINNAMATE | [CAS]
1866-31-5 | [Synonyms]
ALLYL CINNAMATE
CINNAMIC ACID ALLYL ESTER
FEMA 2022
2-Propenoic acid, 3-phenyl-, 2-propenyl ester
2-Propenoicacid,3-phenyl-,2-propenylester
2-propenyl3-phenyl-2-propenoate
3-phenyl-2-propenoicaci2-propenylester
Allyl (2E)-3-phenyl-2-propenoate
Allyl 3-phenylacrylate
allyl3-phenylacrylate
Allylester kyseliny skoricove
allylesterkyselinyskoricove
Propenyl cinnamate
propenylcinnamate
Vinyl carbinyl cinnamate
vinylcarbinylcinnamate
ALLYL CINNAMATE, 99+%
Allyl Cinnamate (stabilized with TBC)
(E)-3-Phenylpropenoic acid 2-propenyl ester
trans-Cinnamic acid allyl ester | [EINECS(EC#)]
217-477-8 | [Molecular Formula]
C12H12O2 | [MDL Number]
MFCD00026105 | [Molecular Weight]
188.22 | [MOL File]
1866-31-5.mol |
| Chemical Properties | Back Directory | [Boiling point ]
150-152 °C15 mm Hg(lit.) | [density ]
1.053 g/mL at 25 °C(lit.)
| [FEMA ]
2022 | [refractive index ]
n20/D 1.566(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [color ]
A colourless or pale straw-coloured liquid. | [Odor]
at 100.00 %. fruity balsamic pineapple spicy cinnamyl plum apricot peach | [Odor Type]
fruity | [JECFA Number]
19 | [LogP]
2.93 | [Uses]
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. | [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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
GD8050000
| [HS Code ]
29163100 | [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 | [Toxicity]
The acute oral LD50 value in rats was reported as 1.52 g/kg and the acute dermal LD50 value in rabbits as less than 5 g/kg(Levenstein, 1975). |
| Questions And Answer | Back Directory | [Identification]
CAS.No.:
1866-31-5
FL.No.:
9.741
FEMA.No.:
2022
NAS.No.:
2022
CoE.No.:
334
EINECS.No.:
217-477-8
JECFA.No.:
19
| [Description]
A colorless liquid with peachor apricot-like aroma. It is used as a flavoring agent or adjuvant.
| [Regulatory Status]
CoE: n/a
FDA: 21 CFR 172.515
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (1996).
| [Usage]
Reported uses (ppm): (FEMA, 1994)
Alcoholic beverages
0.5
2
Gelatins, puddings
2.28
3.83
Nonalcoholic beverages
0.92
1.81
| [Natural occurrence]
Not reported found in nature.
|
| Hazard Information | Back Directory | [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. | [Definition]
ChEBI: Allyl cinnamate is a cinnamate ester. | [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. | [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 | [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. |
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