Ethylcinnamat

Ethyl 3-phenylprop-2-enoate

HCID 7649CAS 103-36-6

Grundinformationen

Standard-SMILES
CCOC(=O)C=Cc1ccccc1
InChIKey
KBEBGUQPQBELIU-UHFFFAOYSA-N
Summenformel
C11H12O2
Durchschnittliche Molmasse
176,21 g/mol
Monoisotopische Masse
176,08372962

Überblick

ethyl (E/Z)-cinnamate has been reported in Mandragora autumnalis, Kaempferia galanga, and other organisms with data available.

Namen und Bezeichner

Bevorzugter Name
Ethyl 3-phenylprop-2-enoate
IUPAC
ethyl 3-phenylprop-2-enoate
Lokaler Name
Ethylcinnamat
Englischer Name
Ethyl cinnamate
Summenformel
C11H12O2
Molmasse
176.21

Namen und Synonyme

Ethyl 3-phenylprop-2-enoateRefChem:1084880Ethyl 3-phenylacrylateethyl-(E)-cinnamate,ethyl-trans-cinnamate2-Propenoic acid, 3-phenyl-, ethyl ester, (2Z)-cis-Ethyl Cinnamate (contains up to 10% Ethyl dihydrocinnamateSCHEMBL112446orb1297381orb1940114orb3025570SCHEMBL1556354SCHEMBL3348480
Weitere Namen anzeigen
CINNAMIC ACID ETHYL ESTER2-Propenoic acid, 3-phenyl-, ethyl esterFEMA 2430EthylphenylacryateETHYL TRANS-CINNAMATEEthyl 3-phenyl-2-propenoateEthyl (E)-3-phenylprop-2-enoateethyl (2E)-3-phenylprop-2-enoateNSC 6773
SCHEMBL9024482SCHEMBL9869478SCHEMBL9869485CHEMBL3182745SCHEMBL11372177SCHEMBL11372184SCHEMBL11533016Cinnamic acid, ethyl ester (6CI,7CI,8CI); 3-Phenyl-2-propenoic acid ethyl ester

Datenbank-Bezeichner

CAS
103-36-6
PubChem CID
7649
DTXSID
DTXSID9022520
ChEMBL
CHEMBL3182745

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
4
Schwere Atome
13

Physikochemische Eigenschaften

Schmelzpunkt
6 · 6-8 °C (lit.)
Siedepunkt
271 °C · 271 °C (lit.)
Dichte
1.049 g/mL · 1.049 g/mL at 20 °C (lit.)
Dampfdruck
6 Pa · 6Pa at 20℃
Brechungsindex
20 · n20/D 1.558(lit.)
FEMA
2430 · 2430 | ETHYL CINNAMATE

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
1
tsca
TSCA listed
hs_code
29163990
RTECS-Nr.
GD9010000
risk_code
20-22
Toxizität
The acute oral LD50 value in rats was reported as 7.8 g/kg (7.41-8.19 g/kg) (Russell, 1973). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Russell, 1973).

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungEthyl cinnamate is the ester of cinnamic acid and ethanol, and is typically found in the essential oil of cinnamon. It is noteworthy that pure ethyl cinnamate has an aroma of cinnamon, complicated by balsamic and red fruit nuances,all of which can be characteristic of a fine Nebbiolo wine's aromatics.

OccurrenceNormally occurring in the trans-form; a cis-form also exists. Reported found in Oriental styrax, in the oil of Campheria galanga and in the rhizomes of Hedychium spicatum. Also reported found in cherry, American cranberry, pineapple, guava, strawberry, fresh blackberry, strawberry jam, soybean, yellow passion fruit juice, hybrid passion fruit juice, apple brandy, quince, prickly pear, strawberry wine, Bourbon vanilla, sea buckthorn, cinnamon leaf and root bark, clove, brandy, rum, sherry, grape wines, cocoa, soybean and other natural sources.

VerwendenEthyl cinnamate is used in medical intermediate, as a pharmaceutical intermediate and in organic synthesis.

Darstellung

synthetischeBy heating to 100°C cinnamic acid, alcohol and sulfuric acid in the presence of aluminum sulfate; also by Claisen condensation of benzaldehyde and ethyl acetate

Anbieter50 Anbieter

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