3-ペンタノン
3-ペンタノン · ジエチルケトン · プロピオン · ジメチルアセトン · メタセトン · エチルエチルケトン · メトアセトン · ペンタン-3-オン
識別子と物理属性
| CAS No. | 96-22-0 |
|---|---|
| 分子式 | C5H10O |
| 平均分子量 | 86.13 g/mol |
| 単同位体質量 | 86.07316494 g/mol |
| SMILES | CCC(=O)CC |
| InChIKey | FDPIMTJIUBPUKL-UHFFFAOYSA-N |
| PubChem CID | 7288 |
| ChEMBL | CHEMBL45315 |
| ChEBI | CHEBI:87755 |
| EC No. | 202-490-3 |
| DTXSID | DTXSID6021820 |
| 現地名 | 3-ペンタノン |
化学・物理的性質
| XLogP | 0.9 |
|---|---|
| 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 | 2 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 41.9 |
| 物質分類 | Flammable agents - 3rd degree |
| 脂質 | Fatty Acyls [FA] -> Oxygenated hydrocarbons [FA12] |
| Solvents | Solvents -> Ketones (<C12) |
| SpringerMaterials Properties | Schoenflies notation |
| LogP（分配係数） | log Kow = 0.99 |
| 臭い | Acetone odorプロピレングリコール中0.10%。エーテルアセトン |
| 密度 | 0.8159 at 66.2 °F (USCG, 1999) - Less dense than waterwill float0.8098 g/cu cm at 25 °CRelative density (water = 1): 0.81 (25 °C)0.8159 @ 19°C0.813 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 0.444 mPa s at 25 °C0.6 mm²/s |
| Color/Form | Colorless, mobile liquid |
| 溶解度 | 5 % (NIOSH, 2024)Solubility at 20 °C: 2.6 wt% water in 3-pentanoneMiscible with ethanol, ethersoluble in carbon tetrachlorideIn water, 47,000 mg/L at 20 °C38,000 mg/L at 100 °CIn water, 4.589X10+4 mg/L at 25 °CSolubility in water, g/100ml at 25 °C: 3,9 (soluble)水: わずかに溶ける50g/L(20℃) |
| 引火点 | 55 °F (USCG, 1999)13 °C13 °C (open cup)13 °C o.c.55 °F (open cup)(oc) 55 °F |
| 融点 | -42 °C (lit.) |
| 沸点 | 101.5 °C (lit.) |
| 蒸気密度 | 3 (vs air) |
| 蒸気圧 | 20 mm Hg ( 28 °C) |
| 屈折率 | n20/D 1.392(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 色 | 無色透明 |
| pH | 6.2 (50g/l, H2O, 20℃) |
| においのタイプ | エーテル的な |
| 由来生物 | synthetic |
| 爆発限界 | 1.6-7.7%(V) |
| 比熱容量 | Cp(liquid): 2.22 J/(g·K), at 25℃ |
| Merck | 14,3121 |
| BRN | 635749 |
| ヘンリー定数 | 8.9×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 17.3(14℃) |
| 安定性 | 安定。とても燃えやすい。空気と爆発性混合物を容易に形成します。強塩基、還元剤、強酸化剤とは相容れない。 |
| 主な用途 | フレーバーそして香料 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3 |
| InChIKey | FDPIMTJIUBPUKL-UHFFFAOYSA-N |
| SMILES | CCC(=O)CC |
| LogP（分配係数） | 0.85 at 25℃ |
| CAS データベース | 96-22-0(CAS DataBase Reference) |
| NISTの化学物質情報 | 3-Pentanone(96-22-0) |
| EPAの化学物質情報 | 3-Pentanone (96-22-0) |
化学的特性
3-Pentanone (also known as diethyl ketone) is a member of the class of compounds known as ketones. It is a colorless liquid ketone with an odor like that of acetone. It is soluble in about 25 parts water, but miscible with organic solvents.3-pentanone is an acetone and ethereal tasting compound and can be found in a number of food items such as strawberry guava, ceylon cinnamon, beech nut, and pak choy, which makes 3-pentanone a potential biomarker for the consumption of these food products.
安全性と法規制
| GHS 分類 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | Chemical: 3-PentanoneCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)3-Pentanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Pentanone 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: 04-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22133-Pentanone: HSNO Approval: HSR001125 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Vapour/air mixtures are explosive. |
| 火災の可能性 | Dangerous fire hazard when exposed to heat or flame ... |
| 健康有害性 | Liquid causes eye burn. Vapor irritates eyes, nose and throatcan cause headache, dizziness, nausea, weakness, and loss of consciousness. (USCG, 1999)· Inhalation or contact with material may irritate or burn skin and eyes. |
| 有害性の概要 | A skin, eye, and respiratory tract irritant[ICSC]Can cause headache, dizziness, weakness, and loss of consciousness[CAMEO]The major hazards encountered in the use and handling of 3-pentanone stem from its toxicologic properties and flammability. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this colorless acetone-smelling liquid may occur from its use in organic syntheses. Effects from exposure may include contact burns to the skin and eyes, tachycardia, nausea, shortness of breath, headache, dizziness, fainting, coma and death. Both the OSHA PEL and the ACGIH TLV have been set at a TWA of 200 ppm. In activities or situations where over-exposure may occur, wear a self-contained breathing apparatus and chemical protective clothing. If contact should occur, immediately flush affected skin or eyes with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. 3-Pentanone may be easily ignited by heat, sparks, or flame (Flash point: 13 °C, open cup). Its heavier than air vapor and may travel to a source of ignition and flash back, or result in a build-up of explosive concentrations in enclosed spaces such as sewers. Also, containers may explode in the heat of a fire. 3-Pentanone fires may produce poisonous gases. Therefore, if a tank car or truck is involved in the fire, isolate the area for 1/2 mile in all directions. 3-Pentanone fires may be extinguished with dry chemical, CO2, Halon, standard or alcohol foam, and water spray or fog (solid streams of water may spread the fire). Fight the fire from as far a distance as possible and dike the fire control water. 3-Pentanone should be stored away from sources of ignition and oxidizing materials. 3-Pentanone may be shipped via air, rail, road, and water. Small spills of 3-pentanone may be taken up with sand or other noncombustible absorbent and placed into containers for later disposal. Before implementing land disposal of waste 3-pentanone, consult with environmental regulatory agencies for guidance. |
用途
解説
ジエチルケトン (diethyl ketone) とは、示性式CH3CH2COCH2CH3または(CH3CH2)2COで表される、有機化合物の一種です。 分子内にカルボニル基を一つ含み、ケトン類に分類されます。IUPAC命名法に倣った表記では3-ペンタノンとなります。CAS登録番号は96-22-0です。 常温では無色からわずかにうすい黄色の液体で、のような臭いがあります。分子量86.13、融点-42℃、沸点101℃ 、密度は0.816g/cm3 (19 ℃) です。 非プロトン性極性溶媒で、、、などの有機溶媒によく溶けます。また、水にも少しばかり溶解します。水への溶解度は、1.7g/100mL (20℃) です。慣用名には他に、メタセトン、プロピオン、メトアセトン、ジメチルアセトンなどの名称があります。
用途
溶剤、有機合成原料。
用途
医薬原料、有機合成原料 (化学工業日報社)
使用
3-Pentanone is mainly used as a solvent in paint and a precursor to vitamin E. It is used as a reagent to synthesize ethyl 2-cyano-3,3-diethylacrylate by Knoevenagel condensation. It also shows anticonvulsant effect in several types of mouse seizure models. It serves as an intermediate in the manufacture of pharmaceuticals.
一般的な説明
3-Pentanone is a clear colorless liquid with an acetone-like odor. Flash point 55°F. Less dense than water. Vapors heavier than air.
使用用途
ジエチルケトンの主な用途は、医薬の原料や有機合成材料などです。 有機低分子化合物の合成などの分野で、溶剤として使用されることがあります。アセトンや (MEK) のほうが安価で危険性も低いため、ジエチルケトンが使用されることは比較的少ないとされてきました。 しかし、ジエチルケトンは、労働安全衛生法の有機溶剤中毒予防規則に非該当であることから、作業主任者の専任等の義務が免除されています。そのため、近年溶剤としての使用が拡大しています。
製法・合成法
純化方法
Dry it with anhydrous CaSO4 or CuSO4, and distil from P2O5 under N2 or under reduced pressure. Further purification is by conversion to the semicarbazone (recrystallise to constant m 139o, from EtOH) which, after drying in vacuo over CaCl2 and paraffin wax, is refluxed for 30minutes with excess oxalic acid, then steam distilled and salted out with K2CO3. Dry with Na2SO4 and distil [Cowan et al. J Chem Soc 171 1940]. [Beilstein 1 IV 3279.]