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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 179
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
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- Aggregatzustand
- Liquid
- Farbe
- Clear colorless to pale yellow
- Geruch (Odor)
- 100 % · at 100.00 %. sweet balsam fruity spicy powdery berry plum
- Geruchsart
- balsamic
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- insoluble
- Merck
- 14 · 14,2299
- JECFA Number
- 659 · 659
- BRN
- 1238804 · 1238804
- Henry's Law Constant
- 2.3 · 2.3×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Dielectric constant
- 5.3 · 5.3(19℃)
- Stabilität
- Stable. Incompatible with strong oxidizing agents, acids, bases, reducing agents. Combustible.
- Major Application
- flavors and fragrances
- Kosmetik-Inhaltsstoffe Funktionen
- UV ABSORBERPERFUMING
- InChI
- 1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+
- InChIKey
- KBEBGUQPQBELIU-CMDGGOBGSA-N
- SMILES
- CCOC(=O)\C=C\c1ccccc1
- LogP
- 3.01 at · 3.01 at 23.6℃
- CAS Datenbank
- 103 · 103-36-6(CAS DataBase Reference)
- NIST chemische Informationen
- trans-Ethyl cinnamate(103-36-6)
- EPA chemische Informationen
- Ethyl cinnamate (103-36-6)
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).
- safety_code
- 23-24/25
- Speicherklasse
- 10 - Combustible liquids
Chemie und Industrie
Anwendungen
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
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