Methyl Cinnamate (HCID 637520)

개요

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.

이름 및 식별자

우선 이름: Methyl Cinnamate
IUPAC: methyl (E)-3-phenylprop-2-enoate
영어명: Methyl cinnamate
분자식: C10H10O2
분자량: 162.19

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 2.6
극성 표면적: 26.3 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 2
회전 가능 결합 수: 3
무거운 원자 수: 12
형식 전하: 0
복잡도: 167

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Esters, Other

SpringerMaterials PropertiesChemical shift

Fragrances · 2건

Fragrance Ingredient (Methyl cinnamate) -> IFRA transparency List

Fragrance

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

Flavoring AgentsEU Flavoring substances

Solubility · 2건

insoluble in water; soluble in oils

moderately soluble (in ethanol)

물리화학적 성질

녹는점: 34 · 34-38 °C(lit.)
끓는 점: 260 · 260-262 °C(lit.)
밀도: 1.078 · 1.078
굴절률: 1.5766 · 1.5766
FEMA: 2698 · 2698 | METHYL CINNAMATE
인화점: 230 °F · >230 °F
저장 조건: Sealed in dry,Room Temperature
용해도: 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨)
물리적 상태: solid
색상: 흰색에서 황백색까지
냄새: 100 %에서 · 100.00%에서. 달콤한 발삼 딸기 체리
냄새 유형: 발사믹
생물학적 소스: 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)

화학적 성질 · 1건

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.

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 5건

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 · 2건

Skin Sens. 1 (82.9%)

Skin Sens. 1B (91.7%)

안전 데이터

wgk: 1
rtecs: GE0190000
HS 번호: 2916399090
safety_code: 22-24/25
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

용도 및 제조

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 · 3건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

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

응용 분야

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

일반 설명Methyl trans-cinnamate has antimicrobial ability.

공급사50 곳

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]

연결된 노트

불러오는 중…

Methyl Cinnamate

기본 정보

개요