p-メンタン-3-オン
5-メチル-2-(1-メチルエチル)シクロヘキサノン · p-メンタン-3-オン · 2-イソプロピル-5-メチルシクロヘキサノン · 5-メチル-2-(1-メチルエチル)シクロヘキサン-1-オン · 2-(1-メチルエチル)-5-メチル-1-シクロヘキサノン · P-メンタ-3-オン · メントン, 異性体混合物 · メントン, 異性体混合物, 98%
識別子と物理属性
| CAS No. | 10458-14-7 |
|---|---|
| 分子式 | C10H18O |
| 平均分子量 | 154.25 g/mol |
| 単同位体質量 | 154.1357652 g/mol |
| SMILES | CC1CCC(C(C)C)C(=O)C1 |
| InChIKey | NFLGAXVYCFJBMK-UHFFFAOYSA-N |
| PubChem CID | 6986 |
| ChEMBL | CHEMBL1719455 |
| ChEBI | CHEBI:36742 |
| EC No. | 207-727-4 |
| DTXSID | DTXSID80859154 |
| 現地名 | p-メンタン-3-オン |
化学・物理的性質
| XLogP | 2.7 |
|---|---|
| 極性表面積 | 17.1 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 1 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 149 |
| 医薬品 | Pharmaceuticals |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (d,l-Isomenthone) -> IFRA transparency ListFragrance Ingredient (Menthone) -> IFRA transparency List |
| 密度 | 0.895-0.9250.896 g/mL at 20 °C (lit.) |
| 香味料 | EU Flavoring substances |
| 溶解度 | (in ethanol)Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.水にわずかに溶ける |
| 沸点 | 210 °C85-88 °C/12 mmHg (lit.) |
| 屈折率 | 1.449-1.451n20/D 1.450 |
| Physical Description | colourless slightly oily liquid with a peppermint odour |
| 融点 | -6 °C |
| FEMA | 2667 | MENTHONE |
| 引火点 | 69 °C |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | 液体 |
| 色 | 無色透明 |
| 比重 | 0.90 |
| 臭い | ミント系 |
| JECFA Number | 429 |
| BRN | 774527 |
| 主な用途 | 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3 |
| InChIKey | NFLGAXVYCFJBMK-UHFFFAOYSA-N |
| SMILES | CC(C)C1CCC(C)CC1=O |
| LogP（分配係数） | 2.63 |
| CAS データベース | 10458-14-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Cyclohexanone, 5-methyl-2-(1-methylethyl)-(10458-14-7) |
| EPAの化学物質情報 | Cyclohexanone, 5-methyl-2-(1-methylethyl)- (10458-14-7) |
化学的特性
Menthone exists as two stereoisomers, trans-menthone and cis-isomenthone, each of which occurs as a pair of enantiomers, due to the two asymmetric centers present in the molecule. Both stereoisomers occur in many essential oils, often as a single enantiomer species. A particularly high concentration (sometimes >50%) is found in oils from Mentha species.Thementhones are colorless liquids that possess a typically minty odor; the odor of isomenthone is slightly musty.They have a strong tendency to interconvert and are, therefore, difficult to obtain in high purity. Industrial products aremixtures of varying composition. The menthones are converted into the corresponding menthols by means of hydrogenation; for example, ()-menthone yields (+)-neomenthol and ()-menthol. ()-Menthone can be obtained by distillation of dementholized cornmint oil or by oxidation of ()-menthol (e.g., with chromic acid). Dehydrogenation of ()- menthol (e.g., with copper chromite) yields a mixture of ()-menthone and (+)- isomenthone. rac-Menthone is prepared analogously to rac-menthol. However, it can also be synthesized by hydrogenation of thymol in the presence of palladium–carbon catalysts . Menthone and isomenthone are used for synthetic peppermint oils and bases.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 5.3% (87 of 1631) of reports.WarningH315 (88.8%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1631 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Cyclohexanone, 5-methyl-2-(1-methylethyl)-, cis-Regulation (EC) No 1831/2003 (amended)Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel- 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: 03-09-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/107922-Isopropyl-5-methylcyclohexanone: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| その他の安全情報 | IMAP assessments - Menthone and isomenthone: Human health tier II assessment |
| Hazard Classes and Categories | Skin Irrit. 2 (88.8%)Flam. Liq. 3 (86.3%)Skin Irrit. 2 (50%)Skin irritation - category 2 |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | OS9541500 |
| 輸送番号（UN） | NA 1993 / PGIII |
| 税関コード | 29142990 |
| 危険文句（R） | 22-36-43-52/53 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xn |
| 安全措置（S） | 24/25-61-36/37-26 |
| 危険等級 | Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Resp. Sens. 1 |
| 貯蔵分類 | 10 - Combustible liquids |
用途
使用
Menthone has been used in the following studies:To prepare the model flavor mix in a study to investigate the release of various aroma compounds in xanthan-thickened food model systems having different viscosities. As standard in the quantification of volatile constituents and odour-activity value (OAV) in ′Marion′ and ′Black Diamond′. Modified semisolid agar antifungal susceptibility method (SAAS) to investigate the anti-fungal activities of various cyclic terpenes against Fusarium verticillioides MRC 826.
一般的な説明
Menthone is a cyclic oxygenated terpene and its antioxidant potential has been evaluated. It is one of the key active component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine.