シクロヘキサノール
ヘキサヒドロフェノール · シクロヘキサン-1-オール · 1-シクロヘキサノール · アドロナル · ヘキサリン · ヒドラリン · シクロヘキサノール · ヒドロキシシクロヘキサン

識別子と物理属性
| CAS No. | 108-93-0 |
|---|---|
| 分子式 | C6H12O |
| 平均分子量 | 100.16 g/mol |
| 単同位体質量 | 100.088815 g/mol |
| SMILES | OC1CCCCC1 |
| InChIKey | HPXRVTGHNJAIIH-UHFFFAOYSA-N |
| PubChem CID | 7966 |
| ChEMBL | CHEMBL32010 |
| ChEBI | CHEBI:18099 |
| EC No. | 203-630-6 |
| DTXSID | DTXSID4021894 |
| 現地名 | シクロヘキサノール |
化学・物理的性質
| XLogP | 1.2 |
|---|---|
| 極性表面積 | 20.2 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 7 |
| 形式電荷 | 0 |
| 複雑度 | 46.1 |
| 物質分類 | Flammable agents - 2nd degree |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| SpringerMaterials Properties | Activity |
| 香料 | Fragrance Ingredient (Cyclohexanol) -> IFRA transparency List |
| 農薬 | Insecticides |
| LogP(分配係数) | log Kow = 1.231.36 |
| 臭い | Camphor-like odor樟脳のように。 |
| 密度 | 0.947 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9624 at 20 °C/4 °CPercent in "saturated" air: 0.33 (30 °C)density of "saturated" air: 1.01 (air = 1)Relative density (water = 1): 0.960.962 @ 20°C0.948 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 4.6 mPa.s (= cP) at 25 °C |
| Color/Form | Colorless needles or viscous liquidHygroscopic crystalsSticky solid or colorless to light-yellow liquid (above 77 degrees F) |
| 融点 | 20-22 °C (lit.) |
| 沸点 | 160-161 °C (lit.) |
| 蒸気密度 | 3.5 (vs air) |
| 蒸気圧 | 0.98 mm Hg ( 25 °C) |
| 屈折率 | n20/D 1.465(lit.) |
| 引火点 | 67 °C |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | 40g/リットル3.6g/100mL(20℃) |
| 外観・状態 | 融解後の液体 |
| pKa(酸解離定数) | 16 |
| 色 | 無色透明 |
| pH | 6.5 (40g/l, H2O, 20℃) |
| においのタイプ | 樟脳のような |
| 爆発限界 | 2-11.2%(V) |
| 比熱容量 | Cp(liquid): 2.08 J/(g·K), at 25℃ |
| Merck | 14,2725 |
| BRN | 906744 |
| ヘンリー定数 | 16.9 at 50.00 °C, 34.4 at 60.00 °C (headspace-GC, Hovorka et al., 2002) |
| 誘電率 | 15.0(25℃) |
| 安定性 | 安定。酸化剤と相容れない。過酸化水素、硝酸などの酸化剤と激しく反応し、室温では爆発性物質を生成する。吸湿性。可燃性。 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2 |
| InChIKey | HPXRVTGHNJAIIH-UHFFFAOYSA-N |
| SMILES | OC1CCCCC1 |
| LogP(分配係数) | 1.25 at 25℃ |
| 表面張力 | 33.15mN/m at 293.15K |
| CAS データベース | 108-93-0(CAS DataBase Reference) |
| NISTの化学物質情報 | Cyclohexanol(108-93-0) |
| EPAの化学物質情報 | Cyclohexanol (108-93-0) |
化学的特性
Cyclohexanol is a clear, colorless to pale yellow, viscous, hygroscopic liquid with a camphor-like odor. A detection odor threshold concentration of 64 μg/m3 (155 ppbv) was reported by Punter (1983). It has a fairly high flash point and boiling range. A solvent for cellulose ethers, ester gum,shellac, low viscosity silicones and polyvinyl chloride. lt has a fairly limited use in screen inks. lt is miscible with oils and hydrocarbon solvents.
化学性质
色の液体、カプロラクタムおよびアジピン酸の原料
安全性と法規制
| GHS 分類 | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.2% (2 of 1012) of reports.H302 (99.8%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: CyclohexanolCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Cyclohexanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol 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: 23-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15181Cyclohexanol: HSNO Approval: HSR001397 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.) |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| 輸送ラベル(DOT) | Flammable Liquid Poison |
| 火災危険 | Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:Combustible. Above 68 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | Flammable when exposed to heat or flame. |
| 健康有害性 | Narcosis-depression of the central nervous system tending to produce sleep or unconsciousness. (USCG, 1999) |
| 有害性の概要 | Liquid or solid form causes first degree burns on short exposure[CHRIS] Skin absorption and narcosis seen in acute animal studies[ACGIH] A skin, eye, and respiratory tract irritantInhalation of high concentrations may cause CNS effects[ICSC] Causes liver and kidney injury in high-dose animal studies[HSDB] |
用途
解説
シクロヘキサノール,C6H12O(100.16).アノールともいう.環状脂肪族飽和アルコール類の一つ.工業的製法には,シクロヘキサンの液相空気酸化法,およびフェノールの水素化法がある.最近,旭化成において,ゼオライト触媒を用いるシクロヘキセンの水和法が工業化された.ショウノウに似た臭いをもつ無色の液体.融点25.15 ℃,沸点161.10 ℃.d4250.9416.nD251.4648.各種有機溶剤に可溶,水に微溶.二級アルコールであるが,直鎖状二級アルコールと違って酸化によって環が開裂してアジピン酸を生じる。また酸化によってシクロヘキサノンを生じるので合成原料として重要。有機溶媒として合成樹脂工業で用いられる。立体構造はイス形が安定。ナイロン原料であるアジピン酸およびカプロラクタムの製造中間体.乳化剤,溶剤として用いられる.
用途
有機合成原料、溶剤。
用途
溶剤( ゴム、塗料等) 、乳化安定剤、可塑剤
用途
シクロヘキサノン(カプロラクタム原料)原料、アジピン酸原料、医薬品抽出溶剤
使用
Cyclohexanol is used for the productionof adipic acid and caprolactam for makingnylon. Its phthalate derivatives are used forplasticizers. It is used as a stabilizer for soapsand detergents; as a solvent for lacquers,varnishes, and shellacs; and as a dye solventfor textiles.
一般的な説明
Cyclohexanol appears as a colorless liquid with a camphor-like odor. Soluble in most organic liquids. Flash point 154 °F. May be toxic by inhalation or skin exposure. Vapors are narcotic in high concentrations. Irritates skin, eyes and mucus membranes. Used in making soap, lacquers, and plastics.
製法・合成法
調製方法
Cyclohexanol is prepared by the catalytic air oxidation of cyclohexane or by the catalytic hydrogenation of phenol. The most important use of cyclohexanol is in producing adipic acid used in the manufacture of caprolactam. Cyclohexanol is used in the manufacture of esters for use as plasticizers; it is also used as a chemical intermediate, a stabilizer, a homogenizer for various soap and detergent emulsions, and as a solvent for lacquers and varnishes . The primary routes of occupational exposure are dermal and inhalation.
合成方法
ベンゼンを出発原料として製造される。シクロヘキサンの空気酸化,シクロヘキサノールの脱水素,フェノールの水素化による方法がある。
純化方法
Reflux it with freshly ignited CaO, or dry it with Na2CO3, then fractionally distil it. Redistil it from Na. It is further purified by fractional crystallisation from the melt in dry air. Peroxides and aldehydes can be removed by prior washing with ferrous sulfate and water, followed by distillation under nitrogen from 2,4-dinitrophenylhydrazine, using a short fractionating column: water distils as the azeotrope. Dry cyclohexanol is very hygroscopic. The 3,4-dinitrobenzoate has m 111-112o (EtOH or aqueous EtOH) It has TOXIC vapours. [Beilstein 6 III 10, 6 IV 20.]