Methylcinnamat
2-Propenoic acid, 3-phenyl-, methyl ester
Grundinformationen
- CAS
103-26-4- Standard-SMILES
COC(=O)C=Cc1ccccc1- InChIKey
CCRCUPLGCSFEDV-UHFFFAOYSA-N- Summenformel
- C10H10O2
- Durchschnittliche Molmasse
- 162,18 g/mol
- Monoisotopische Masse
- 162,06807956
Überblick
methyl (E/Z)-cinnamate has been reported in Alpinia hainanensis, Alpinia mutica, and other organisms with data available.
Namen und Bezeichner
- Bevorzugter Name
- 2-Propenoic acid, 3-phenyl-, methyl ester
- IUPAC
- methyl 3-phenylprop-2-enoate
- Lokaler Name
- Methylcinnamat
- Englischer Name
- Methyl cinnamate
- Summenformel
- C10H10O2
- Molmasse
- 162.19
Namen und Synonyme
2-Propenoic acid, 3-phenyl-, methyl esterRefChem:1064576methyl 3-phenylprop-2-enoateBenzeneacrylic acid methyl esterNSC 9411Monomethylcinnamat3-Phenyl-2-propenoic acid methyl esterMethyl ester of Cinnamic acidSCHEMBL112062SCHEMBL2159462SCHEMBL6249968SCHEMBL6249973
Weitere Namen anzeigen
METHYL TRANS-CINNAMATEFEMA 2698METHYL 3-PHENYLACRYLATEMethyl CinamateCinnamate Methylmethyl cinanmateCINNAMIC ACID METHYL ESTERMethyl cinmateMETHYL CINNAMATEMethyl Cimnamate
SCHEMBL7271263SCHEMBL8846066CHEMBL3560502SCHEMBL10412612SCHEMBL11462932SCHEMBL11462933SCHEMBL27417092s6221
Datenbank-Bezeichner
- CAS
103-26-4
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
SpringerMaterials PropertiesBoiling point
LogP2.62
Physical DescriptionLiquid
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
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- Chloroform (Slightly), Methanol (Slightly), soluble in alcohol, Propylene glycol, Mineral oil and oils.
- Aggregatzustand
- Fused Crystalline Mass
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory Information
Chemical: 2-Propenoic acid, 3-phenyl-, methyl ester
2-Propenoic acid, 3-phenyl-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 3-phenyl-, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
2-Propenoic acid, 3-phenyl-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2-Propenoic acid, 3-phenyl-, methyl ester: Human health tier I assessment
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
Verwendung und Herstellung
U.S. Production2023: 175 lb
Consumer UsesFragrance
General Manufacturing Information2-Propenoic acid, 3-phenyl-, methyl ester: ACTIVE
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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