けい皮酸メチル
けい皮酸メチル · ベンゼンアクリル酸メチル · 3-フェニルアクリル酸メチル · 3-フェニル-2-プロペン酸メチル · 3-フェニルプロペン酸メチル · 桂皮酸メチル · trans-3-フェニルアクリル酸メチル · Methyl cinnamylate
識別子と物理属性
| CAS No. | 103-26-4 |
|---|---|
| 分子式 | C10H10O2 |
| 平均分子量 | 162.18 g/mol |
| 単同位体質量 | 162.06807956 g/mol |
| SMILES | COC(=O)C=Cc1ccccc1 |
| InChIKey | CCRCUPLGCSFEDV-UHFFFAOYSA-N |
| PubChem CID | 7644 |
| ChEMBL | CHEMBL3560502 |
| DTXSID | DTXSID6042151 |
| 現地名 | けい皮酸メチル |
化学・物理的性質
| XLogP | 2.6 |
|---|---|
| 極性表面積 | 26.3 |
| 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 |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 2.62 |
| Physical Description | Liquid |
| 融点 | 33-38 °C (lit.) |
| 沸点 | 260-262 °C (lit.) |
| 密度 | 1.092 |
| 蒸気圧 | 0.73Pa at 25℃ |
| 屈折率 | 1.5771 |
| FEMA | 2698 | METHYL CINNAMATE |
| 引火点 | >230 °F |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | クロロホルム（微量）、メタノール（微量）不溶性 |
| 外観・状態 | 融合結晶塊 |
| 色 | 白色～淡黄色 |
| 比重 | 1.092 |
| 臭い | 100.00%で。スイートバルサム ストロベリー チェリー シナモン |
| においのタイプ | バルサミコ |
| Merck | 14,2299 |
| JECFA Number | 658 |
| BRN | 386468 |
| 化粧品成分の機能 | 香料 |
| 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（分配係数） | 2.68 at 25℃ |
| CAS データベース | 103-26-4(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Propenoic acid, 3-phenyl-, methyl ester(103-26-4) |
| EPAの化学物質情報 | Methyl cinnamate (103-26-4) |
化学的特性
Methyl cinnamate has a fruity, balsamic odor similar to strawberry and a corresponding sweet taste.
安全性と法規制
| 規制情報 | Chemical: 2-Propenoic acid, 3-phenyl-, methyl ester2-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 |
|---|---|
| その他の安全情報 | IMAP assessments - 2-Propenoic acid, 3-phenyl-, methyl ester: Human health tier I assessment |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | GE0190000 |
| 毒性 | 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. |
| 税関コード | 29163990 |
| 化審法 | (3)-1750 |
| 安全措置（S） | 22-24/25 |
| 危険等級 | Skin Sens. 1 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
香料の保留剤として用いる
説明
Methyl 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.
天然物の起源
Reported 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.
使用
Methyl cinnamate is used as a fragrance ingredient in cosmetics and household products.
一般的な説明
Methyl cinnamate is an important flavoring agent and fragrance ingredient. It is one of the main aroma components of basil oil, Japanese and Korean matsutake mushrooms.
製法・合成法
製造方法
Methyl 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.