Methyl Cinnamate (HCID 637520)

概要

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.

名称と識別子

優先名称: Methyl Cinnamate
IUPAC: methyl (E)-3-phenylprop-2-enoate
現地名: rans-けい皮酸メチル
英語名: Methyl cinnamate
分子式: C10H10O2
分子量: 162.19

名称と別名

Methyl cinnamate103-26-4Cinnamic acid methyl esterMethyl (E)-3-phenylprop-2-enoateMethyl cinnamylateFEMA No. 2698CINNAMIC ACID, METHYL ESTERSemaSORB 9815533CV2ZCQLNSC-9411DTXCID5028118DTXSID6042151

名称をさらに表示

(E)-3-フェニルアクリル酸メチルtrans-けい皮酸メチル(E)-3-フェニルプロペン酸メチル(E)-ベンゼンアクリル酸メチル(E)-けい皮酸メチルけい皮酸メチルrans-けい皮酸メチル(2E)-3-フェニルプロペン酸メチル(3E)-3-フェニルアクリル酸メチルTRANS‐けい皮酸メチルTRANS-桂皮酸メチルメチル (2E)-3-フェニルプロパ-2-エノアート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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.6
極性表面積: 26.3 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 12
形式電荷: 0
複雑度: 167

実験および物理化学的性質

Chemical ClassesOther Classes -> Esters, Other

SpringerMaterials PropertiesChemical shift

Fragrances · 2 件

Fragrance Ingredient (Methyl cinnamate) -> IFRA transparency List

Fragrance

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Flavoring AgentsEU Flavoring substances

Solubility · 2 件

insoluble in water; soluble in oils

moderately soluble (in ethanol)

物理化学的性質

融点: 34 · 34-38 °C(lit.)
沸点: 260 · 260-262 °C(lit.)
比重(密度): 1.078 · 1.078
屈折率: 1.5766 · 1.5766
FEMA: 2698 · 2698 | METHYL CINNAMATE
闪点: 230 °F · >230 °F
貯蔵温度: Sealed in dry,Room Temperature
溶解性: クロロホルム（微量）、酢酸エチル（微量）
外見: solid
色: ホワイトからオフホワイト
臭い (Odor): 100 %で。スイートバルサムストロベリーチェリー · 100.00%で。スイートバルサムストロベリーチェリー
においのタイプ: バルサミコ
由来生物: synthetic
InChI: 1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
InChIKey: CCRCUPLGCSFEDV-BQYQJAHWSA-N
SMILES: COC(=O)\C=C\c1ccccc1
LogP: 2.458 · 2.458 (est)

化学的性質 · 2 件

化学的特性Methyl Cinnamate occurs in essential oils, mostly as the transisomer. It is the main component of oils isolated from Alpinia species (content up to 80%) and Ocimum canum varieties (>50%). It has also been identified as a volatile aroma component of cinnamon and strawberries. Methyl cinnamate is a colorless crystalline solid (mp 36.5°C) with a fruity, sweet, balsamic odor. In addition to the common esterification methods, it can be prepared by Claisen condensation of benzaldehyde and methyl acetate in the presence of sodium. Methyl cinnamate is used in soap perfumes, as well as in blossom and oriental perfumes, and is sometimes added to aromas.

化学性质甘さをもったストロベリー様，バルサム様

安全と法規制

GHS分類

GHS Classification · 6 件

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

危険有害性情報

Regulatory Information · 5 件

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 件

Skin Sens. 1 (82.9%)

Skin Sens. 1B (91.7%)

安全データ

wgk: 1
rtecs: GE0190000
hs_code: 2916399090
safety_code: 22-24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

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 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

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

応用分野

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

一般的な説明Methyl trans-cinnamate has antimicrobial ability.

サプライヤー50 社

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]

rans-けい皮酸メチル

基本情報

概要