けい皮酸ベンジル

2-Propenoic acid, 3-phenyl-, phenylmethyl ester

HCID 7652
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基本情報

CAS
103-41-3
標準SMILES
O=C(C=Cc1ccccc1)OCc1ccccc1
InChIKey
NGHOLYJTSCBCGC-UHFFFAOYSA-N
分子式
C16H14O2
平均分子量
238.28 g/mol
単同位体質量
238.09937969

名称と識別子

優先名称
2-Propenoic acid, 3-phenyl-, phenylmethyl ester
IUPAC
benzyl 3-phenylprop-2-enoate
現地名
けい皮酸ベンジル
英語名
Benzyl cinnamate
分子式
C16H14O2
分子量
238.28

名称と別名

benzyl 3-phenylprop-2-enoate2-Propenoic acid, 3-phenyl-, phenylmethyl esterRefChem:482083Benzylbeta-phenylacrylateMFCD00004789Cinnamic acid-benzyl esterbenzyl-3-phenyl-propenoateSCHEMBL43213orb1299180orb3139343CHEMBL2361576SCHEMBL10352885
名称をさらに表示
けい皮酸ベンジル3-フェニルプロペン酸ベンジルベンゼンアクリル酸ベンジル3-フェニルアクリル酸ベンジルベンジルシンナメ-ト桂皮酸ベンジルケイヒ酸ベンジル桂皮酸ベンジル, 1000 µg/mL in Ethanolベンジル 3-フェニルプロパ-2-エノアート桂皮酸ベンジル標準品CINNAMEINFEMA 2142guisuanbianzhiBenzyl ciamateBenzyl cinmateBENZYL CINNAMATEBenzylcinnamoateBENZYL CINNAMATE(P)Benzyl cinnamate-RM
3-Phenyl-acrylic acid benzyl esters5167AKOS025243955SY015224DS-002671NS00075622Cinnamic acid-benzyl ester 1000 microg/mL in Acetonitrile8014-16-2

データベース識別子

CAS
103-41-3
PubChem CID
7652
DTXSID
DTXSID3041663
ChEMBL
CHEMBL2361576

物性

構造計算による物性

XLogP
3.8
極性表面積
26.3 Ų
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
5
重原子数
18

物理化学的性質

融点
34 · 34-37 °C (lit.)
沸点
195 · 195-200 °C/5 mmHg (lit.)
比重(密度)
1.11 · 1.11
蒸気圧
0.1 hPa · <0.1 hPa (20 °C)
FEMA
2142 · 2142 | BENZYL CINNAMATE
屈折率
1.4025 · 1.4025-1.4045

化学的性質

化学的特性ベンジルシンナメートは化学式でCsub6Hsub5CH=CHCOOCHsub2Csub6Hsub5と表される有機化合物ですこの化合物はシンナム酸芳香族カルボン酸の一種のベンジルエステルであり主に香料や紫外線吸収剤として利用されますその独特な香りと化学的特性は多くの産業分野での応用を可能にしています

化学的特性Benzyl Cinnamate occurs in balsams and balsam oils. It forms white, sweet-balsamic-smelling crystals (mp 35-36°C). Benzyl cinnamate is used as a fixative in perfumes and as a component of heavy, oriental perfumes.

安全と法規制

危険有害性情報

Regulatory Information · 3 件

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

Hazard Traits - Fragrance Allergen；Authoritative List - Annex III of the EU Cosmetics Regulation No. 1223/2009 - Fragrance Allergens；Report - if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million)

Benzyl cinnamate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Chemicals with limited data availability that are used in fragrances: Human health tier II assessment

毒性情報

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

法規制情報

Regulatory Information · 3 件

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

Hazard Traits - Fragrance Allergen；Authoritative List - Annex III of the EU Cosmetics Regulation No. 1223/2009 - Fragrance Allergens；Report - if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million)

Benzyl cinnamate: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk
2
tsca
TSCA listed
rtecs
GD8400000
ridadr
3077
毒性
LD50 orally in rats: 5530 mg/kg (Jenner)
hs_code
29163900

化学と産業

用途と製造

General Manufacturing Information2-Propenoic acid, 3-phenyl-, phenylmethyl ester: ACTIVE
応用分野 · 4 件

用途香料の保留剤として用いる。

天然物の起源Reported found in Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam.

使用Benzyl cinnamate has been employed as internal standard during the determination of compounds commonly added to personal care products such as UV filters and antimicrobial agents in environmental samples.

一般的な説明Benzyl cinnamate is widely used as a fragrance ingredient.

調製方法 · 3 件

Benzyl cinnamate is produced by the direct esterification of benzyl alcohol with cinnamic acid.

製造方法By heating benzyl chloride and excess sodium cinnamate in water to 100 to 115°C; by heating sodium cinnamate with an excess of benzyl chloride in the presence of diethylamine.

純化方法Recrystallise the ester to a constant melting point from 95% EtOH. It has the odour of balsam. Alternatively dissolve it in Et2O, wash it with 10% aqueous Na2CO3, H2O, dry (Na2SO4), evaporate and fractionate it under reduced pressure using a short Vigreux column (p 11). It decomposes when boiled at atmospheric pressure. [Eliel & Anderson J Am Chem Soc 74 547 1952, Bender & Zerner J Am Chem Soc 84 2550 1962, Beilstein 9 IV 2012.]

上流・下流製品情報

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武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

補足説明

定義本品は、ケイヒ酸(*)とベンジルアルコール(*)とのエステルであり、次の化学式で表される。参照表示名称：ケイヒ酸, ベンジルアルコール

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