Grundinformationen
- CAS
103-26-4- Standard-SMILES
COC(=O)/C=C\c1ccccc1- InChIKey
CCRCUPLGCSFEDV-FPLPWBNLSA-N- Summenformel
- C10H10O2
- Durchschnittliche Molmasse
- 162,18 g/mol
- Monoisotopische Masse
- 162,06807956
Namen und Bezeichner
- Bevorzugter Name
- Methyl cinnamate, (Z)-
- IUPAC
- methyl (Z)-3-phenylprop-2-enoate
- Lokaler Name
- Methylcinnamat
- Englischer Name
- Methyl cinnamate
- Summenformel
- C10H10O2
- Molmasse
- 162.19
Namen und Synonyme
(Z)-Methyl cinnamateMethyl cis-cinnamateMethyl cis-3-phenylacrylate19713-73-6cis-Methyl 3-phenyl-2-propenoateMethyl cinnamate, (Z)-C8O8SZU0012-Propenoic acid, 3-phenyl-, methyl ester, (2Z)-methyl (Z)-3-phenylprop-2-enoateDTXSID401031262RefChem:1089556DTXCID10911653
Weitere Namen anzeigen
METHYL TRANS-CINNAMATEFEMA 2698METHYL 3-PHENYLACRYLATEMethyl CinamateCinnamate Methylmethyl cinanmateCINNAMIC ACID METHYL ESTERMethyl cinmateMETHYL CINNAMATEMethyl Cimnamate
Methyl (Z)-cinnamate(Z)-Methyl 3-phenylacrylateUNII-C8O8SZU001(Z)-3-phenyl-2-propenoic acid methyl estermethyl (Z)-3-phenylacrylatecis-methyl cinnamateMethyl cinnamate, (E)cis-cinnamic acid methyl ester
Datenbank-Bezeichner
- CAS
103-26-4、19713-73-6- PubChem CID
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 167
Experimentelle und physikochemische Eigenschaften
LogP2.62
Boiling Point260.00 to 262.00 °C. @ 760.00 mm Hg
Melting Point36 °C
Physical DescriptionSolid
Kovats Retention Index
1281；1343；1300；1306；1321
1308.2；1300；1300；1321；1301；1299；1303；1306；1292；1348；1320；1301
Physikochemische Eigenschaften
- Schmelzpunkt
- 33 · 33-38 °C (lit.)
- Siedepunkt
- 260 · 260-262 °C (lit.)
- Dichte
- 1.092 · 1.092
- Dampfdruck
- 0.73 Pa · 0.73Pa at 25℃
- Brechungsindex
- 1.5771 · 1.5771
- FEMA
- 2698 · 2698 | METHYL CINNAMATE
- Flammpunkt
- 230 °F · >230 °F
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 29163990
- RTECS-Nr.
- GE0190000
- Toxizität
- Moderately toxic by ingestion . The oral LD50 for rats is 2610 mg / kg . It is combustible as a liquid, and when heated to decomposition it emits acrid smoke and irritating fumes.
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsMembrane
Anwendungen
BeschreibungMethyl cinnamate is the methyl ester of cinnamic acid and is a white or transparent solid with a strong, aromatic odor. It is found naturally in a variety of plants, including in fruits, like strawberry, and some culinary spices, such as Sichuan pepper and some varieties of basil. Eucalyptus olida has the highest known concentrations of methyl cinnamate (98 %) with a 2 - 6 % fresh weight yield in the leaf and twigs. Methyl cinnamate is used in the flavor and perfume industries. The flavor is fruity and strawberry-like; and the odor is sweet, balsamic with fruity odor, reminiscent of cinnamon and strawberry. It is known to attract males of various orchid bees, such as Aglae caerulea. Methyl cinnamate crystals extracted using steam distillation from Eucalyptus olida.
OccurrenceReported found in the oil from rhizomes of Alpinia malaccensis, in the oil from leaves of Ocimum canum Sims.; in the oil of Narcissus jonquilla L.; in the oil from rhizomes of Gastrochilus panduratum Ridl.; two isomers (cis- and trans-) exist in natural. Also reported found in cranberry, guava, pineapple, strawberry fruit and jam, cinnamon leaf, Camembert cheeses, cocoa, avocado, plum, prune, cloudberry, starfruit, plum brandy, rhubarb, beli (Aegle marmelos Correa), loquat and Bourbon vanilla.
VerwendenMethyl cinnamate is used as a fragrance ingredient in cosmetics and household products.
Darstellung
synthetischeMethyl cinnamate is synthesized by esterification of cinnamic acid with methanol using HCl as catalyst, or by adding HCl to a boiling solution of cinnamyl nitrile in methanol.
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