2-オクタノン
2-オクタノン · ヘキシルメチルケトン · メチルエナントン · オクタン-2-オン · メチルヘキシルケトン · ヘキシル(メチル)ケトン · メチル nヘキシルケトン · 2‐オクタノン
識別子と物理属性
| CAS No. | 111-13-7 |
|---|---|
| 分子式 | C8H16O |
| 平均分子量 | 128.21 g/mol |
| 単同位体質量 | 128.12011513 g/mol |
| SMILES | CCCCCCC(C)=O |
| InChIKey | ZPVFWPFBNIEHGJ-UHFFFAOYSA-N |
| PubChem CID | 8093 |
| ChEMBL | CHEMBL18549 |
| ChEBI | CHEBI:87434 |
| EC No. | 203-837-1 |
| DTXSID | DTXSID4021927 |
| 現地名 | 2-オクタノン |
化学・物理的性質
| XLogP | 2.4 |
|---|---|
| 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 | 5 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 76 |
| LogP（分配係数） | log Kow = 2.37 |
| 臭い | FATTY, GREEN CHEESE AROMAFLORAL, BITTER, FRUITY (UNRIPE APPLE)Pleasantジプロピレングリコール中10.00%。土の雑草の自然なウッディの草 |
| 味 | Camphor tasteCHEESEBITTER |
| 密度 | 0.820 at 20 °C/4 °C0.813-0.8190.820 @ 20°C0.819 g/mL at 25 °C(lit.) |
| Color/Form | Colorless liquid |
| 溶解度 | Miscible with alcohol, ether1:9-12 IN 50% ALCOHOL, 1:1-1.7 IN 70% ALCOHOLSoluble in alcohol, hydrocarbons, ether, esters, etc.In water, 899 mg/L at 20 °C0.899 mg/mL at 20 °C1 ml in 1 ml 95% alcohol (in ethanol)0.9g/l |
| 引火点 | 125 °F (52 °C) (Closed cup)133 °F |
| 沸点 | 173.5173.00 to 175.00 °C. @ 760.00 mm Hg174-175 °C172.5 °C @760 [mm Hg]173 °C(lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| 融点 | -16 °CLiquid Molar Volume = 0.157391 cu m/kmolIG Heat of Formation = -3.2160X10+8 J/kmolHeat of Fusion at melting point = 2.4419X10+7 J/kmol |
| 蒸気密度 | 4.4 (Air = 1) |
| 臭気閾値 | Odor Threshold Low: 248.0 [ppm]Odor threshold from HSDB1,304 mg/cu m = 248 ppm |
| 蒸気圧 | 1.8-2.614hPa at 20-25℃ |
| FEMA | 2802 | 2-OCTANONE |
| 屈折率 | n20/D 1.416(lit.) |
| 貯蔵条件 | Sealed in dry,2-8°C |
| 外観・状態 | 液体 |
| 色 | 無色透明～ごくわずかに黄色 |
| においのタイプ | 土っぽい |
| 由来生物 | synthetic |
| 比熱容量 | Cp(liquid): 2.13 J/(g·K), at 25℃ |
| JECFA Number | 288 |
| Merck | 14,4711 |
| BRN | 635843 |
| ヘンリー定数 | 5.0×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 7.4(100℃) |
| 安定性 | 安定。強力な酸化剤とは相容れない。可燃性。 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3 |
| InChIKey | ZPVFWPFBNIEHGJ-UHFFFAOYSA-N |
| SMILES | CCCCCCC(C)=O |
| LogP（分配係数） | 1.95-2.37 at 25℃ |
| CAS データベース | 111-13-7(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Octanone(111-13-7) |
| EPAの化学物質情報 | 2-Octanone (111-13-7) |
化学的特性
2-Octanone has a floral and bitter, green, fruity (unripe apple) odor and bitter, camphoraceous taste. Insoluble in water; solublein alcohol, hydrocarbons, ether, esters, etc. Com-bustible.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 0.8% (15 of 1970) of reports.WarningH226 (99%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1970 reports by companies from 15 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 15 of 1970 reports by companies.There are 14 notifications provided by 1955 of 1970 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: 2-OctanoneRegulation (EC) No 1831/2003 (amended)2-Octanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Octanone 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: 08-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/174242-Octanone: Does not have an individual approval but may be used under an appropriate group standard |
| 火災の可能性 | Flammable liquid when exposed to heat, flame, or oxidizers. |
| 有害性の概要 | May cause mild irritationInhalation of high concentrations can cause CNS depression[HSDB] Safe when used as a flavoring agent in food[JECFA] An irritantHarmful by skin absorption[Alfa Aesar MSDS] |
| FDA 要件 | 2-Octanone is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient. |
用途
用途
塗料、染料などの溶剤や香料、化学合成中間体
説明
2-Octanone has a floral and bitter, green, fruity (unripe apple) odor with a bitter camphoraceous taste. May be synthesized by the oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 - 340°C.
天然物の起源
Reported found in apple, apricot, banana, cranberry, grape, raisin, papaya, peach, raspberry, strawberry, leek, peas, clove, wheat bread, many cheeses, butter, milk, cooked egg, yogurt, caviar, fatty fish, meats, beer, hop oil beer, cognac, rum, grape wines, cocoa, coffee, tea, roasted filberts and peanuts, pecans, potato chips, oats, soybean, olive, beans, walnut, trassi, mushroom, fig, rice, buckwheat, quince, sweet corn, corn oil, malt, wort, krill, Bourbon vanilla, mountain papaya, shrimp, crab, crayfish, clam, truffle, maté and mastic gum oil.
使用
2-Octanone is used in perfumes, high-boiling solvent, especially for epoxy resin coatings and in leather finishes. It is used in flavoring, odorant. It can act as antiblushing agent for nitrocellulose lacquers.
一般的な説明
2-Octanone is a volatile flavor compound reported to be found in blue cheese, acerola fruit, blue crab and cray fish.
製法・合成法
調製方法
2-Octanone can be produced by oxidation of methyl hexyl carbinol, 2-octanol, or 1-octene or by reductive condensation of acetone with pentanol. Commercial samples can have a purity of 98%.
製造方法
By oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 to 340°C.