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1-ヘプタノール
1-ヘプタノール · N-ヘプチルアルコール · エナントアルコール · １ヘプタノル · ヘプチルアルコ－ル · 1‐ヘプタノール · N‐ヘプチルアルコール · ヘプタン-1-オール
識別子と物理属性
| CAS No. | 111-70-6 |
|---|---|
| 分子式 | C7H16O |
| 平均分子量 | 116.2 g/mol |
| 単同位体質量 | 116.12011513 g/mol |
| SMILES | CCCCCCCO |
| InChIKey | BBMCTIGTTCKYKF-UHFFFAOYSA-N |
| PubChem CID | 8129 |
| ChEMBL | CHEMBL273459 |
| ChEBI | CHEBI:43003 |
| EC No. | 203-897-9 |
| DTXSID | DTXSID8021937 |
| 現地名 | 1-ヘプタノール |
化学・物理的性質
| XLogP | 2.7 |
|---|---|
| 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 | 5 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 35.4 |
| 脂質 | Fatty Acyls [FA] -> Fatty alcohols [FA05] |
| Solvents | Solvents -> Alcohols (<C12) |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Heptyl alcohol) -> IFRA transparency List |
| LogP（分配係数） | Log Kow = 2.62 |
| 臭い | FragrantFAINT, AROMATIC, FATTY弱いアルコール依存症。 |
| 味 | PUNGENT, SPICY TASTE |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.822 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8219 at 20 °C/4 °C0.82 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.010.820-1.8240.824 @ 20°C0.822 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 7.4 centapoise at 20 °C |
| Color/Form | Colorless liquid |
| 融点 | -36 °C (lit.) |
| 沸点 | 176 °C (lit.) |
| 蒸気圧 | 0.5 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.424(lit.) |
| FEMA | 2548 | HEPTYL ALCOHOL |
| 引火点 | 165 °F |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | 1g/リットル2.85g/L（100℃） |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 15.38±0.10(Predicted) |
| 色 | クリア |
| 臭気閾値 | 0.0048ppm |
| においのタイプ | 緑 |
| 由来生物 | synthetic |
| 爆発限界 | 0.9%(V) |
| 比熱容量 | Cp(liquid): 2.34 J/(g·K), at 25℃ |
| JECFA Number | 94 |
| Merck | 14,4661 |
| BRN | 1731686 |
| ヘンリー定数 | 5.3×10-1 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 6.7(21℃) |
| 安定性 | 安定。可燃性。強酸、強酸化剤とは相容れない。 |
| 主な用途 | 洗浄剤化粧品環境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/C7H16O/c1-2-3-4-5-6-7-8/h8H,2-7H2,1H3 |
| InChIKey | BBMCTIGTTCKYKF-UHFFFAOYSA-N |
| SMILES | CCCCCCCO |
| LogP（分配係数） | 2.2 at 20℃ |
| 表面張力 | 26.47mN/m at 298.15K |
| CAS データベース | 111-70-6(CAS DataBase Reference) |
| NISTの化学物質情報 | 1-Heptanol(111-70-6) |
| EPAの化学物質情報 | 1-Heptanol (111-70-6) |
化学的特性
ヘプタノールは化学式でC7H16OまたはCH3CH26OHと表される有機化合物ですこれは一般的にアルコール類に分類され特に7つの炭素原子を含むことからヘプチルアルコールとも呼ばれますヘプタノールはその構造により溶媒や化学合成の中間体として広く使用されています
化学性质
ヘプタノールは無色の液体でありわずかに油っぽくアルコール特有の臭いがあります沸点は大体175°C〜177°C程度です可燃性が高く空気との混合は爆発性があるため取り扱いには注意が必要です水にはあまり溶けずしかし有機溶剤とは良好に混和します
安全性と法規制
| GHS 分類 | WarningH319 (94.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)Aggregated GHS information provided per 1619 reports by companies from 10 notifications to the ECHA C&L Inventory.H227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| 規制情報 | Chemical: 1-Heptanol1-Heptanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Heptanol 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: 13-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/59211-Heptanol: Does not have an individual approval but may be used under an appropriate group standardHeptanol: 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 - Primary aliphatic alcohols (C7, C8): Human health tier II assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:Combustible. Above 70 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | Fire hazard moderate when exposed to heat of flamecan react with oxidizing materials. |
| 健康有害性 | Low toxicityliquid may irritate eyes. (USCG, 1999) |
| 有害性の概要 | A skin, eye, and respiratory tract irritantInhalation of high concentrations may cause CNS effects[HSDB] Inhalation of high concentrations can cause CNS depression[CHEMINFO] Defats the skinMay cause effects on the central nervous system[ICSC] An irritantMay be absorbed through skin[MSDSonline] |
| FDA 要件 | Heptyl alcohol 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: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part. |
| 反応性グループ | Alcohols and Polyols |
| UN 分類 | UN Hazard Class: 6.1UN Pack Group: III |
| Special Reports | OPDYKE DL JMONOGRAPHS ON FRAGRANCE RAW MATERIALS. ALCOHOL C-7FOOD COSMET TOXICOL 13 (SUPPL): 697 (1975). NATURAL OCCURRENCE & PREPN, COSMETIC & PERFUME USE, LEGAL STATUS FOR USE IN FOOD, & METABOLISM & TOXICOLOGY OF ALCOHOL C-7 ARE REVIEWED WITH 16 REFERENCES. |
| Reactivity Profile | HEPTANOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. |
| 消火 | Fire Extinguishing Agents: Foam, carbon dioxide, or dry chemical (USCG, 1999)Use alcohol-resistant foam. Use dry powder. Use carbon dioxide. |
| 応急処置措置 | Fresh air, rest.Remove contaminated clothes. Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer for medical attention . |
| 応急処置 | Flush all affected parts with plenty of water. (USCG, 1999) |
| 安全保管 | Separated from strong acids, oxidants and food and feedstuffs. |
| 消火手順 | /To fight fire use/ alcohol foam, carbon dioxide, dry chemical. |
| 保管条件 | Separated from strong acids, oxidants, food and feedstuffs. |
| 清掃方法 | AEROBIC: 1-Heptanol degrades fast in aerobic biodegradation screening tests(1-5). In a 5-day BOD test using acclimated mixed cultures, 56.3% of theoretical BOD was consumed(1). Other tests show 30% of theoretical BOD was expended in 5 days(2) and 28.9% of theoretical BOD was expended in 1 day using 500 ppm of 1-heptanol and an activated sludge inoculum(3). An aerobic biodegradation rate constant of 0.124 1/hr(4), which corresponds to a half-life of 0.23 days(SRC), was determined in an aerobic screening test at pH 7 and 25 °C using an activated sludge inocula. In a similar screening test, the rate constant was measured to be 2.53X10-2 1/hr(5), which corresponds to a biodegradation half-life of 1.14 days(SRC).Do NOT let this chemical enter the environment. Cover the spilled material with absorbent. Collect leaking liquid in sealable containers. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| 処分方法 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations. |
| 漏出処分 | Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Cover the spilled material with inert absorbent. Collect leaking and spilled liquid in sealable containers as far as possible. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Eye Prevention | Wear safety goggles. |
| 体内負荷 | Of the expired air from an urban population of 54 normal, healthy, nonsmoking subjects (387 samples), 39.5% were positive for 1-heptanol, containing a geometric mean concn of 3.9 ng/L(1). The one-sigma limits were 1.86 and 8.2 ng/L. Besides being carefully selected, subjects refrained from medication for 14 days prior to sampling and for 7 days prior to sampling avoided prolonged exposure to perfume, paint, glue, aerosols, dust, tobacco smoke, or areas polluted with industrial waste. |
| 生態毒性値 | LC50 Nitocra spinipes (Harpacticoid copepod) 169 mg/L/96 hr /Conditions of bioassay not specified in source examined/LC50 Alburnus alburnus (Bleak) 45 mg/L/96 hr /Conditions of bioassay not specified in source examined/LC50 Xenopus laevis (African clawed frog, 3-4 wk after hatching) 44 mg/L/48 hr /Conditions of bioassay not specified in source examined/LC50 Ambystoma mexicanum (Mexican axolotl, 3-4 wk after hatching) 52 mg/L/48 hr /Conditions of bioassay not specified in source examined/For more Ecotoxicity Values (Complete) data for 1-HEPTANOL (21 total), please visit the HSDB record page. |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a water solubility of 1670 mg/L(2) and a regression-derived equation(3), indicates that 1-heptanol is expected to have high mobility in soil(SRC). Volatilization of 1-heptanol from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.88X10-5 atm-cu m/mole(4). 1-Heptanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.216 mm Hg(5). 1-Heptanol has been demonstrated to be readily biodegradable in aerobic screening tests(6-10) and therefore should biodegrade in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a water solubility of 1670 mg/L(2) and a regression-derived equation(3), indicates that 1-heptanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.88X10-5 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2.2 days and 20 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 21(SRC), from its log Kow of 2.62(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 1-Heptanol has been demonstrated to be readily biodegradable in aerobic screening tests(8-12) and therefore should biodegrade in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-heptanol, which has a vapor pressure of 0.216 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-heptanol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 28 hours(SRC), calculated from its rate constant of 1.36X10-11 cu cm/molecule-sec at 25 °C(3). |
| 食品調査値 | 1-Heptanol is a food volatile found in meat and seafood such as raw beef(1), frankfurters(2) fried bacon(3), duck(4), raw and roasted earth almonds (Cyperus esculentus L.)(5), clams(6), and short-necked clams(6). It has been identified as a volatile of nectarines(7), chickpeas(8), Kogyoku apples(9), peanut oil(10), and champagne(11). 1-Heptanol has also been identified as an aroma component of Beaufort (Gruyere) cheese(12). Fermented soybean (Glycine max) curds were found to contain 275.7 ug/kg of 1-heptanol(13). |
| 有害作用 | Neurotoxin - Acute solvent syndrome |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Milk Concentrations | 1-Heptanol was detected, not quantified in store bought milk in Australia(1). |
| 生態毒性抜粋 | /AQUATIC SPECIES/ /In flow through acute toxicity testing using Pimephales promelas (Fathead minnow) exposed to concentrations of 0, 12.5, 19.3, 29.7, 45.7, and 70.3 mg/L 1-heptanol for 96 hr,/ affected fish lost schooling behavior and were hypoactive. Half of the affected fish were located at the surface and the other half on the bottom of the aquaria. They were underreactive to external stimuli, darkly colored, and they lost equilibrium prior to death. |
| Plant Concentrations | 1-Heptanol was identified as a volatile component of earth almonds (Cyperus esculentus L.)(1), nectarines(2), Kogyoku apples(3) and kiwi fruit flowers(4). 1-Heptanol has been identified as a volatile emission from dawn redwood trees(5). |
| Signs and Symptoms | Cough. Sore throat.Redness.Redness. Pain.Burning sensation. Headache. Dizziness. Nausea. Drowsiness. |
| Effluent Concentrations | 1-Heptanol was detected in concentrates of effluent from advanced treatment plants in Pomona, CA(1). Emissions of 1-heptanol, in percent of total carbon emission, were identified in roadway emissions (0.02), bus parking garage, hot soak (0.54), bus parking garage, cold start (0.12), motorcycle emissions (0.01), petroleum refinery emissions (0.05), lead smelter (0.36), and cast iron factory emissions (0.23) in Cairo, Egypt(2). 1-Heptanol was detected but not quantified in the emissions of waste exudate(3) and kitchen waste exudate(4). |
| ICSC Environmental Data | The substance is harmful to aquatic organisms. |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | MK0350000 |
| 輸送番号（UN） | 2810 |
| 毒性 | LD50 orally in Rabbit: 500 mg/kg LD50 dermal Rabbit 2000 mg/kg |
| 税関コード | 29051900 |
| 危険文句（R） | 20/21/22-36-52 |
| 化審法 | (2)-217 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xn,Xi |
| 安全措置（S） | 36-36/37/39-26 |
| 危険等級 | 6.1(b)Aquatic Chronic 3Eye Irrit. 2 |
| 包装等級 | III |
| 自然発火温度 | 662 °F |
| 貯蔵分類 | 10 - Combustible liquids |
| 有害物質データ | 111-70-6(Hazardous Substances Data) |
用途
解説
C7H16O(116.20)．CH3(CH2)5CH2OH．1-ヘプタノールともいう．炭素数7の脂肪族飽和アルコールで，直鎖状，末端炭素にヒドロキシ基をもつものをいう．工業的には，エテンをチーグラー触媒で三量化してヘキセンとし，これをオキソ合成でヘプチルアルコール(異性体混合物)に変換すると得られる．無色の液体．融点－34.0 ℃，沸点176.2 ℃．d254 0.8191．n25D 1.4223．エタノール，エーテルに可溶，水に微溶．ヘプチルアルコールは，ソフト型合成洗剤，界面活性剤，可塑剤，医薬品，化粧品などの合成原料として用いられる．森北出版「化学辞典（第2版）
用途
有機合成原料、溶剤。
用途
化粧品用溶剤、有機合成用溶剤にもちいられるほか、カーネーションやジャスミンの花の香りなどにも使われる。
説明
Heptyl alcohol has a faint, aromatic, fatty odor and a pungent, spicy taste. It may be synthesized by reduction of enanthic aldehyde, which is a distillation product of castor oil.
天然物の起源
Reported found in a few essential oils, hyacinth, violet leaves, Litsea zeylanica Also reported found in apple, banana, citrus peel oils, orange juice, bilberry, cranberry, blueberry, other berries, currants, melon, papaya, peach, pear, pineapple, asparagus, peas, potato, mustard, cheeses, butter, milk, meats, hop oil, beer, cognac, rum, bourbon whiskey, grape wines, cocoa, tea, flberts, pecans, peanuts, soybeans, passion fruit juice, olive, macadamia nuts, mango, tamarind, fgs, cardamom, rice, calamus, dill, corn, malt, kiwifruit, truffe, nectarine, crab, crayfsh, clams and other sources
製法・合成法
調製方法
1-Heptanol is produced by reacting hexenes with carbon monoxide in the oxo process or by the catalytic reduction of heptaldehyde. It has little commercial value except in fragrances and as an artificial flavoring agent.
製造方法
By reduction of enanthic aldehyde, which is a distillation product of castor oil.
純化方法
Shake the alcohol with successive lots of alkaline KMnO4 until the colour persists for 15minutes, then dry it with K2CO3 or CaO, and fractionally distil it. [Beilstein 1 IV 1731.]