Methyl Cinnamate

HCID 637520CAS 103-26-4
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Grundinformationen

Standard-SMILES
COC(=O)/C=C/c1ccccc1
InChIKey
CCRCUPLGCSFEDV-BQYQJAHWSA-N
Summenformel
C10H10O2
Durchschnittliche Molmasse
162,18 g/mol
Monoisotopische Masse
162,06807956

Überblick

Methyl cinnamate is a methyl ester resulting from the formal condensation of methyl cinnamic acid with methanol. It is found naturally in the essential oils of Alpinia and Basil leaf oil, and widely used in the flavor and perfume industries. It has a role as an insect attractant, a volatile oil component, a flavouring agent, a fragrance and an anti-inflammatory agent. It is an alkyl cinnamate and a methyl ester.

Namen und Bezeichner

Bevorzugter Name
Methyl Cinnamate
IUPAC
methyl (E)-3-phenylprop-2-enoate
Englischer Name
Methyl cinnamate
Summenformel
C10H10O2
Molmasse
162.19

Namen und Synonyme

Methyl cinnamate103-26-4Cinnamic acid methyl esterMethyl (E)-3-phenylprop-2-enoateMethyl cinnamylateFEMA No. 2698CINNAMIC ACID, METHYL ESTERSemaSORB 9815533CV2ZCQLNSC-9411DTXCID5028118DTXSID6042151
Weitere Namen anzeigen
trans-Methyl Cinnamate2-Propenoic acid, 3-phenyl-, methyl ester, (E)-(E)-Methyl cinnamateMethyl cinnamate, (E)METHYL TRANS-3-PHENYLPROPENOATE(E)-3-Phenyl-2-propenoic acid methyl ester
RefChem:817677203-093-8Methyl trans-cinnamateMethyl (E)-cinnamate1754-62-7Methyl 3-phenylpropenoateMethyl 3-phenylacrylateMethylcinnamate

Datenbank-Bezeichner

CAS
103-26-4、1754-62-7
PubChem CID
637520
DTXSID
DTXSID5044314
ChEMBL
CHEMBL55060
ChEBI
CHEBI:6857
UNII
533CV2ZCQL
EC Number
203-093-8、642-005-6
Nikkaji
J2.848G、J43.384E

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

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Esters, Other
SpringerMaterials PropertiesChemical shift
Fragrances · 2 Einträge

Fragrance Ingredient (Methyl cinnamate) -> IFRA transparency List

Fragrance

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility · 2 Einträge

insoluble in water; soluble in oils

moderately soluble (in ethanol)

Physikochemische Eigenschaften

Schmelzpunkt
34 · 34-38 °C(lit.)
Siedepunkt
260 · 260-262 °C(lit.)
Dichte
1.078 · 1.078
Brechungsindex
1.5766 · 1.5766
FEMA
2698 · 2698 | METHYL CINNAMATE
Flammpunkt
230 °F · >230 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 17.1% (298 of 1745) of reports.

Warning

H317 (82.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1745 reports by companies from 6 notifications to the ECHA C&L Inventory.

Warning

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 2-Propenoic acid, 3-phenyl-, methyl ester

Regulation (EC) No 1831/2003 (amended)

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)

Status: Active Update: 07-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/12366

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
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] May cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and Categories · 2 Einträge

Skin Sens. 1 (82.9%)

Skin Sens. 1B (91.7%)

Sicherheitsdaten

wgk
1
hs_code
2916399090
RTECS-Nr.
GE0190000
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA] Used as a fragrance and flavoring agent; [Merck Index]
U.S. Production2023: 175 lb
Consumer UsesFragrance
Household ProductsInformation on 32 consumer products that contain Methyl Cinnamate in the following categories is provided:
Use Classification · 3 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information2-Propenoic acid, 3-phenyl-, methyl ester: ACTIVE

Anwendungen

VerwendenMethyl trans-cinnamate was used to inhibit monophenolase and diphenolase activity of mushroom tyrosinase.

Anbieter50 Anbieter

盐城通铭生物科技有限公司15195160625 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]

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