シクロヘキセン
シクロヘキセン · ベンゼンテトラヒドリド · 1-シクロヘキセン · 1,2,3,4-テトラヒドロベンゼン · シクロヘキセン, 99% · Cyclohexen · HX · 1-Cyclohexene
識別子と物理属性
| CAS No. | 110-83-8 |
|---|---|
| 分子式 | C6H10 |
| 平均分子量 | 82.14 g/mol |
| 単同位体質量 | 82.07825032 g/mol |
| SMILES | C1=CCCCC1 |
| InChIKey | HGCIXCUEYOPUTN-UHFFFAOYSA-N |
| PubChem CID | 8079 |
| ChEMBL | CHEMBL16396 |
| ChEBI | CHEBI:36404 |
| EC No. | 203-807-8 |
| DTXSID | DTXSID9038717 |
| 現地名 | シクロヘキセン |
化学・物理的性質
| XLogP | 2.9 |
|---|---|
| 極性表面積 | 0 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 0 |
| 回転可能結合数 | 0 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 45 |
| LogP（分配係数） | log Kow = 2.86 |
| 臭い | Sweet odor |
| 密度 | 0.81 (NIOSH, 2024) - Less dense than waterwill float0.8110 at 20 °C/4 °CRelative density (water = 1): 0.810.8102 @25 °C0.811 g/mL at 25 °C (lit.) |
| Viscosity | 0.625 mPa.s at 25 °C |
| Color/Form | Colorless liquid |
| 溶解度 | Insoluble (NIOSH, 2024)MISCIBLE IN BENZENE, CARBON TETRACHLORIDE, PETROLEUM ETHERMiscible with ethanol, ether, acetone, and benzeneIn water, 213 mg/L at 25 °CSolubility in water: none水：不溶不溶性 |
| 引火点 | 11 °F (NIOSH, 2024)<20 °F (<-7 °C) (Closed cup)11 °F CC-6 °C c.c.10 °F |
| 沸点 | 181 °F at 760 mmHg (NIOSH, 2024)83 °C at 760 mm Hg83 °C @760 [mm Hg]83 °C (lit.) |
| 融点 | -154 °F (NIOSH, 2024)-103.5 °C-104 °C-103.7 °C-104 °C (lit.) |
| 蒸気密度 | 2.8 (Air = 1)Relative vapor density (air = 1): 2.82.8 (vs air) |
| 臭気閾値 | Odor Threshold Low: 0.18 [ppm]Odor threshold from AIHADetection: 0.6 mg/cu m |
| Polymerization | /Cyclohexene/ may polymerize under certain conditions. |
| 蒸気圧 | 160 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.446(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 色 | 無色透明 |
| 比重 | 0.811 |
| pH | 7-8 (0.2g/l, H2O, 20℃) |
| 爆発限界 | 1.2-7.7%(V) |
| 比熱容量 | Cp(liquid): 1.81 J/(g·K), at 25℃ |
| Merck | 14,2727 |
| BRN | 906737 |
| ヘンリー定数 | 3.85 x 10-2 atmm3/mol at 25 °C (Nielsen et al., 1994) |
| 誘電率 | 18.3(20℃) |
| 安定性 | 空気がなくても安定ですが、保管中に過酸化物が生成する場合があります。酸化剤と相容れない。とても燃えやすい。 |
| 主な用途 | 環境石油 |
| InChI | 1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2 |
| InChIKey | HGCIXCUEYOPUTN-UHFFFAOYSA-N |
| SMILES | C1CCC=CC1 |
| LogP（分配係数） | 2.99 at 25℃ |
| CAS データベース | 110-83-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Cyclohexene(110-83-8) |
| EPAの化学物質情報 | Cyclohexene (110-83-8) |
化学的特性
Cyclohexene is a colorless liquid (cyclic alkene) with a sweetish odor.
安全性と法規制
| GHS 分類 | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H304 (95.2%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]H311 (39.4%): Toxic in contact with skin [Danger Acute toxicity, dermal]H411 (57.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P210, P233, P240, P241, P242, P243, P262, P264, P270, P273, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P316, P321, P330, P331, P361+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 104 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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: CyclohexeneStatus: Active Update: 09-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12717Cyclohexene: HSNO Approval: HSR001113 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 130 [Flammable Liquids (Water-Immiscible / Noxious)]:HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
用途
解説
[別用語参照]シクロアルケン森北出版「化学辞典（第2版）
用途
シクロヘキサノール等の中間原料、特殊溶剤
用途
アルキル化剤。 アジピン酸、マレイン酸、シクロヘキサンカルボン酸、アルデヒドの原料。ハイオクタンガソリンの安定剤。 溶剤、石油の添加剤、化学合成中間体。
説明
Cyclohexene is a hydrocarbon, mostly obtained from the hydrogenation of benzene.
使用
It occurs in coal tar and is obtained by catalyticdehydration of cyclohexanol and dehydrogenationof cyclohexane. Cyclohexene isused in making adipic acid, maleic acid,and butadiene; in oil extraction; as a stabilizerfor high-octane gasoline; and in organicsynthesis.
一般的な説明
A colorless liquid. Insoluble in water and less dense than water. Flash point 20°F. Vapors heavier than air. Inhalation of high concentrations may have a narcotic effect. Used to make other chemicals.
使用用途
シクロヘキセンは、他の有機化合物と同様に有機溶媒として用いられるほか、接着剤の溶剤などに利用されています。合成的には、やなど種々の有機化合物の合成原料として用いられる化合物です。 シクロヘキセン誘導体は、農薬や医薬品などさまざまな製品として活用されています。また、特有の悪臭がありながらも硫黄分を含まないことから、都市ガスへの付臭剤としても使用されています。
製法・合成法
調製方法
Cyclohexene is prepared by dehydration of cyclohexanol by thermal reaction of an ethylene–propylene–butadiene mixture (1).
純化方法
Free cyclohexene from peroxides by washing with successive portions of dilute acidified ferrous sulfate, or with NaHSO3 solution, then with distilled water, drying with CaCl2 or CaSO4, and distilling under N2. Alternative methods for removing peroxides include passage through a column of alumina, refluxing with sodium wire or cupric stearate (then distilling from sodium). The diene is removed by refluxing with maleic anhydride before distilling under vacuum. Treatment with 0.1moles of MeMgI in 40mL of diethyl ether removes traces of oxygenated impurities. Other purification procedures include washing with aqueous NaOH, drying and distilling under N2 through a spinning band column, redistilling from CaH2, storing under sodium wire, and passing through a column of alumina, under N2, immediately before use. Store it at