基本情報
- 標準SMILES
CCCCCCCCO- InChIKey
KBPLFHHGFOOTCA-UHFFFAOYSA-N- 分子式
- C8H18O
- 平均分子量
- 130.23 g/mol
- 単同位体質量
- 130.1357652
概要
Octanol appears as a clear colorless liquid with a penetrating aromatic odor. Insoluble in water and floats on water. Vapors heavier than air. Vapors may irritate the eyes, nose, and respiratory system.
名称と識別子
- 優先名称
- 1-Octanol
- IUPAC
- octan-1-ol
- 現地名
- 1-オクタノール
- 英語名
- 1-Octanol
- 分子式
- C8H18O
- 分子量
- 130.23
名称と別名
名称をさらに表示
データベース識別子
- CAS
111-87-5、220713-26-8、29063-28-3- PubChem CID
- 957
- DTXSID
DTXSID7021940- ChEMBL
CHEMBL26215- ChEBI
CHEBI:16188- UNII
- NV1779205D
- EC Number
- 203-917-6、249-405-6、606-925-1
- Nikkaji
- J2.459G
物性
構造計算による物性
- XLogP
- 3
- 極性表面積
- 20.2 Ų
- 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
- 6
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 43.8
実験および物理化学的性質
LogP
log Kow = 3.00
3.00
3.0
Odor
Fresh orange rose odor
Penetrating aromatic odor
物理化学的性質
- 融点
- 15 °C · −15 °C(lit.)
- 沸点
- 196 °C · 196 °C(lit.)
- 比重(密度)
- 0.827 g/mL · 0.827 g/mL at 25 °C(lit.)
- 蒸気密度
- 4.5 · 4.5 (vs air)
- 蒸気圧
- 0.14 mm · 0.14 mm Hg ( 25 °C)
- 屈折率
- 20 · n20/D 1.429(lit.)
- FEMA
- 2800 · 2800 | 1-OCTANOL
- 闪点
- 178 °F · 178 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 107 g/L · 水: 部分可溶107g/L at 23°C
- 外見
- 液体
- 酸解離定数(Pka)
- 15.27 · 15.27±0.10(Predicted)
- 色
- 10 · APHA: ≤10
- 臭い (Odor)
- お酒好き
- 臭気閾値(Odor Threshold)
- 0.0027 ppm · 0.0027ppm
- においのタイプ
- ワックスっぽい
- 由来生物
- synthetic
- 爆発限界(explosive limit)
- 0.8 % · 0.8%(V)
- 水溶解度
- 不溶性
- 比熱容量
- 2.34 J/ · Cp(liquid): 2.34 J/(g·K), at 25℃
- JECFA Number
- 97 · 97
- Merck
- 14 · 14,6751
- BRN
- 1697461 · 1697461
- Henry's Law Constant
- 3.4 · 3.4×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
- Dielectric constant
- 10.3 · 10.3(20℃)
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。
- 化粧品成分の機能
- 香料香料
- InChI
- 1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3
- InChIKey
- KBPLFHHGFOOTCA-UHFFFAOYSA-N
- SMILES
- CCCCCCCCO
- LogP
- 3.5 at · 3.5 at 23℃
- 表面張力
- 26.02 mN/m · 26.02mN/m at 293.15K
- CAS データベース
- 111 · 111-87-5(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1-Octanol(111-87-5)
- EPAの化学物質情報
- 1 · 1-Octanol (111-87-5)
化学的性質
化学的特性オクタノールは化学式がC8H18Oと表される有機化合物で1オクタノールまたはnオクタノールとも呼ばれますこのアルコール類は無色の液体で強い臭いを持ち水よりも油に溶けやすい特性を有していますオクタノールは主に香料や溶剤として使用されるほか化学合成の中間体としても重要な役割を果たします
化学的特性1-Octanol has a fresh, orange-rose odor, quite sweet and an oily, sweet, slightly herbaceous taste.
化学性质可塑剤アルコール、合成潤滑剤、界面活性剤の中間原料
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (7 of 3216) of reports.
Warning
H302+H312 (14.7%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3216 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
危険有害性情報
Regulatory Information
Chemical: 1-Octanol
1-Octanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Octanol 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: 22-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15210
1-Octanol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A skin and eye irritant; [CAMEO] Inhalation of high concentrations can cause CNS depression; [CHEMINFO] An eye and respiratory tract irritant; A mild skin irritant; [ICSC] An irritant; May cause CNS depression; Targets kidneys, nerves, and liver; [MSDSonline]
FDA Requirements
1-Octanol 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 b) 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.
Octyl alcohol is an indirect food additive for use only as a component of adhesives.
Special Reports
USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Aliphatic Alcohols, EPA 738-R-07-004 (March 2007). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of June 2, 2015: http://www.epa.gov/pesticides/reregistration/status.htm]
FIFRA Requirements
Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether or not products containing the active ingredient are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e., active ingredient-specific) data required to support reregistration of products containing aliphatic alcohols as an active ingredient. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing aliphatic alcohols (C6 - C16). The Agency has completed its assessment of the human health and ecological risks associated with the use of pesticide products containing aliphatic alcohols (C6 - C16). The Agency has determined that aliphatic alcohol-containing products are eligible for reregistration provided that label amendments are made as outlined in Chapter V. ... The Agency has identified eye-irritation concerns that warrant specific label language concerning personal protective equipment (PPE) and the length of restricted-entry intervals after application for tobacco uses of the aliphatic alcohols (C6 - C16). If all changes outlined in this document are incorporated into the product labels, the eye-irritation concerns will have been mitigated. Should a registrant fail to implement any of the reregistration requirements identified in this document, the Agency may take regulatory action to address these concerns.
As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Octanol is found on List D. Case No: 4004; Pesticide type: insecticide, herbicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document.; Active ingredient (AI): octanol; AI Status: The active ingredient is no longer contained in any registered products. Thus, we characterize it as "cancelled."
Residues of n-octyl alcohol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: solvent or cosolvent.
Reactivity Profile
Attacks plastics [Handling Chemicals Safely 1980. p. 236]. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: an explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73. 1967; J, Org. Chem. 28:1893. 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M. 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
安全と保護具
Fire Fighting
Fire Extinguishing Agents: Foam, carbon dioxide, or dry chemical (USCG, 1999)
Use alcohol-resistant foam, dry powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest.
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. Do NOT induce vomiting. Give one or two glasses of water to drink.
Fire Fighting Procedures
Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.
To fight fire use water foam, fog, alcohol foam, dry chemical, carbon dioxide.
Storage Conditions
Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids
Separated from strong oxidants.
Cleanup Methods
Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas.; Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.; Methods and materials for containment and cleaning up Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.
Collect leaking liquid in covered containers. Absorb remaining liquid in sand or inert absorbent and remove to safe place. Do NOT let this chemical enter the environment.
AEROBIC: A number of aerobic biological screening studies, which utilized settled waste water, sewage, or activated sludge for inocula, have demonstrated that 1-octanol is readily biodegradable(1-8). Five day BOD tests show BODTs of 33(1), 37(2) and 62.4%(3). A ring test involving 14 laboratories found a mean degradation of 85% in 28 day test(4). A study which measured theoretical carbon dioxide evolved revealed 71% ultimate degradation of 1-octanol after an inoculation with activated sludge, in the dark, at 20 degrees C for 7 days(5). Other screening test data yielded a half-life of 22 hours(SRC) based on a first order biodegradation rate of 0.0313/hr(6) for 1-octanol.
ANAEROBIC: 1-Octanol was completely removed and lost 75% of the starting material during 49(1) and 56(2) day anaerobic acclimated studies.
Disposal Methods
SRP: 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 quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.
The following wastewater treatment technologies have been investigated for octanol: Concentration process; Biological treatment.
The following wastewater treatment technologies have been investigated for octanol: Concentration process: Activated carbon.
The following wastewater treatment technologies have been investigated for octanol: Concentration process: Resin adsorption.
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in covered containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment.
Preventive Measures
Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.
Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.
毒性情報
Interactions
... Whether 1-octanol (OCT) could inhibit Ethanol (ETOH) toxicity in cultured whole mouse embryos /was studied/. Embryos (3 to 5 somites) were cultured for 6 hours in the absence and presence of alcohols and transferred to control medium for an additional 20 hours. Somite pairs were counted after a total of 26 hours in culture ... Treatment with 3 uM OCT did not produce a delay in embryonic development, whereas 10 uM and 50 uM OCT caused increasing toxicity. Embryos cultured for 6 hours with 100 mM ETOH showed markedly delayed in vitro development (13.8 + or - 0.7 somite pairs after 26 hours, n = 15) as compared with control embryos (19.6 + or - 0.6 somite pairs, n = 5). The toxicity of 100 mM ETOH was significantly reduced by co-incubation with 3 uM OCT (16.9 + or - 0.6 somite pairs; n = 23, p less than 0.002). All of the control embryos and 60.9% of the ethanol/octanol-treated embryos had greater than or equal to 17 somite pairs; in contrast, only 13.4% of the embryos treated with ethanol alone had greater than or equal to 17 somite pairs. Conversely, while 33.3% of the embryos treated with ethanol alone had less than or equal to 12 somite pairs, none of the control embryos and only 4.3% of the embryos treated with ethanol plus octanol were this small.
Ecotoxicity Values
LC50; Species: Pimephales promelas (Fathead minnow); Conditions: flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 5.9 mg/L, hardness 47.6 mg/L calcium carbonate, alkalinity 45.8 mg/L calcium carbonate, and pH 7.64; Concentration: 13.5 mg/L for 96 hr (confidence limit 13.2-13.8 mg/L)
EC50; Species: Pimephales promelas (Fathead minnow); Conditions: flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 5.9 mg/L, hardness 47.6 mg/L calcium carbonate, alkalinity 45.8 mg/L calcium carbonate, and pH 7.64; Concentration: 13.5 mg/L for 96 hr (confidence limit 13.2-13.8 mg/L); Effect: loss of equilibrium
LC50; Species: Nitocra spinipes (Harpacticoid copepod); Conditions: static; Concentration: 60 mg/L for 96 hr /formulated product/
LC50; Species: Alburnus alburnus (Bleak); Conditions: static; Concentration: 16 mg/L for 96 hr /formulated product/
For more Ecotoxicity Values (Complete) data for 1-OCTANOL (11 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), a reported Koc value of 38(2), indicates that 1-octanol is expected to have very high mobility in soil(SRC). Volatilization of 1-octanol from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 2.5X10-5 atm-cu m/mole(3). 1-Octanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.0794 mm Hg at 25 °C(4). A 89% of theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation is an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), a reported Koc value of 38(2), indicates that 1-octanol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 2.5X10-5 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 43 hours and 17 days, respectively(SRC). 1-Octanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(5), an estimated BCF of 44(SRC), from its log Kow of 3.00(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Based on aqueous biodegradation screening test results, 1-octanol should biodegrade rapidly in aquatic environments(8-10).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-octanol, which has a vapor pressure of 0.0794 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-octanol 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 27 hours(SRC), calculated from its rate constant of 1.44X10-11 cu cm/molecule-sec at 25 °C(3). Physical removal from air via precipitation has been shown to occur(4). 1-Octanol does not contain chromophores that absorb at wavelengths >290 nm(5) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
Food Survey Values
1-Octanol was identified as a volatile component of fried bacon(1), roasted filberts(2), raw and roasted earth almonds (Cyperus esculentus L.)(3), mutton(4), chicken(4), pork(4), raw beef(4,5), frankfurters(6), nectarines(7), apple juice(8), common guava(9), Beaufort (Gruyere) cheese(10) and in food products processed from the Cassava root(11). 1-Octanol has been detected in beer, wine and spirits(12).
Fermented soybean (Glycine max) curds were found to contain 164.8 to 337.1 ug/kg of 1-octanol(1). 1-Octanol was isolated as a volatile component of duck meat (8.88 ppb), duck fat (12.69 ppb), Cantonese style roasted duck (32.01 ppb) and Cantonese style roasted duck gravy (32.85 ppb)(2). 1-Octanol was also identified as a volatile component of edible Korean chamchwi (Aster scaber Thunb)(3), kiwi fruit flowers(4) and in heated peanut oil(5). The concentration of 1-octanol increased in roasted almonds (Prunus dulcis) during 16-20 weeks of storage at 25 or 35 °C(6). 1-Octanol made up 0.49-10.86% of the fruit volatiles from blackberry (Rubus ulmifolius) that were collected from Italy and Spain(7).
1-Octanol has been reported in over 200 foods and beverages including apple, apricot, banana, citrus peel oils and juices, many berries, guava, grapes, melon, papaya, peach, pear, asparagus, kohlrabi, leek, peas, tomato, potato, clove, ginger, mustard, spearmint oil, wheat bread, many cheeses, cooked egg, butter, milk, fish, meats, beer, rum, whiskies, cognac, cider, sherry, grape wines, cocoa, tea, nuts, honey, soybean, coconut, passion fruit, olive, avocado, plum, rose apple, beans, mushroom, starfruit, Bantu beer, sesame seed, cauliflower, broccoli, tamarind, fruit brandies, fig, cardamom, coriander seed and leaf, rice, quince, litchi, dill, lovage, sweet corn, corn oil, malt, kiwi fruit, loquat, Bourbon vanilla, scary sage, oysters, crayfish, clam and Chinese quince(1).
Toxicity Summary
IDENTIFICATION AND USE: 1-Octanol is a colorless liquid used in the determination of partition coefficients, perfumery, cosmetics, organic synthesis, solvent manufacture of high-boiling esters, antifoaming agent, and as a flavoring agent. 1-octanol is registered for pesticide use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses. It has been used as experimental medication to treat tremor in patients. HUMAN EXPOSURE AND TOXICITY: In a human patch test, 1-octanol in 2% petrolatum was neither a skin irritant nor a skin sensitizer. Octanol has caused transient injury of corneal epithelium, with recovery in 48 hr. Common signs of exposure to 1-octanol are CNS: headache, muscle weakness, giddiness, ataxia, confusion, delirium, coma. Gastrointestinal: nausea, vomiting, diarrhea (odor of the alcohol in excreta). Irritation of skin, eyes, throat from vapor or liquid with cough and dyspnea. The annoying odor of 1-octanol may mask sensory irritation and prevent subjects with enhanced chemical sensitivity from concentrating on performance in a demanding task. ANIMAL STUDIES: 1-Octanol was slightly irritating to the skin of rabbits and is considered an eye irritant using the EU criteria. n-Octanol (0.55 g/kg) produced the largest decrease in body temperature. No evidence of tumors in the lung adenoma study in which mice were injected intraperitoneally with 100 and 500 mg/kg 1-octanol three times a week for 8 weeks. Studies indicate that T-type calcium channels (T-channels) in the thalamus are cellular targets for general anesthetics. The study recorded T-currents and underlying low-threshold calcium spikes from neurons of nucleus reticularis thalami (nRT) in brain slices from young rats and investigated the mechanisms of their modulation by an anesthetic alcohol, 1-octanol. 1-Octanol inhibited native T-currents at subanesthetic concentrations with an IC(50) of approximately 4 uM. Inhibition of both native and recombinant T-currents was accompanied by a hyperpolarizing shift in steady-state inactivation, indicating that 1-octanol stabilized inactive states of the channel. In developmental studies in rats no treatment-related effects were observed in pregnant females, including frequency of resorptions, fetal weights, or skeletal/visceral malformations. 1-Octanol was negative in an Ames Salmonella assay with strains Ta 98, TA 100, TA 1535, TA 1537, and TA 1538 at concentrations ranging from 4 to 2500 ug/plate with and without metabolic activation.
The existing information was reviewed by the independent Expert Panel for Fragrance Safety and supports the use of 1-octanol as described in this safety assessment. Data from 1-octanol and read-across analog heptyl alcohol (CAS # 111-70-6) show that 1-octanol is not expected to be genotoxic. Data on read-across analog heptyl alcohol (CAS # 111-70-6) provide a calculated Margin of Exposure (MOE) greater than 100 for the repeated dose toxicity and fertility endpoints. Data on 1-octanol provide a calculated MOE greater than 100 for the developmental toxicity endpoint. Data from read-across analog 1-decanol (CAS # 112-30-1) provided a No Expected Sensitization Induction Level (NESIL) of 10000 μg/cm2 for the skin sensitization endpoint. 1-octanol is not expected to be photoirritating/photoallergenic based on an evaluation of the ultraviolet/visible (UV/Vis) spectra. The local respiratory toxicity endpoint was evaluated using the Threshold of Toxicological Concern (TTC) for a Cramer Class I material, and the exposure is below the TTC (1.4 mg/day).
Plant Concentrations
1-Octanol was identified as a volatile component of earth almonds (Cyperus esculentus L.)(1), nectarines(2), litchi (Litchi chinensis Sonn)(3), Meeker raspberries (Rubus idaeus L.)(4) and kiwi fruit flowers(5). 1-Octanol comprised 13.62% of essential oil from Heracleum sibiricum L. (Apiaceae)(6). 1-Octanol emission rates from green leaf composite samples and dead leaves were 48 ug/g and 16 ug/g, respectively(7).
1-Octanol detections in plants(1).[Table#1991]
Signs and Symptoms
Cough. Sore throat.
Dry skin.
Redness. Pain.
Burning sensation.
法規制情報
FDA Requirements
1-Octanol 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 b) 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.
Octyl alcohol is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements
Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether or not products containing the active ingredient are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e., active ingredient-specific) data required to support reregistration of products containing aliphatic alcohols as an active ingredient. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing aliphatic alcohols (C6 - C16). The Agency has completed its assessment of the human health and ecological risks associated with the use of pesticide products containing aliphatic alcohols (C6 - C16). The Agency has determined that aliphatic alcohol-containing products are eligible for reregistration provided that label amendments are made as outlined in Chapter V. ... The Agency has identified eye-irritation concerns that warrant specific label language concerning personal protective equipment (PPE) and the length of restricted-entry intervals after application for tobacco uses of the aliphatic alcohols (C6 - C16). If all changes outlined in this document are incorporated into the product labels, the eye-irritation concerns will have been mitigated. Should a registrant fail to implement any of the reregistration requirements identified in this document, the Agency may take regulatory action to address these concerns.
As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Octanol is found on List D. Case No: 4004; Pesticide type: insecticide, herbicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document.; Active ingredient (AI): octanol; AI Status: The active ingredient is no longer contained in any registered products. Thus, we characterize it as "cancelled."
Residues of n-octyl alcohol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: solvent or cosolvent.
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- RH6550000
- ridadr
- 3082
- 毒性
- LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 2000 mg/kg
- PRTR法
- 第一種指定化学物質
- hs_code
- 29051680
- risk_code
- 36/38
- 化審法
- (2)-217 優先評価化学物質
- 消防法
- 危険物第4類第三石油類(非水溶性)
- hazard_code
- Xi
- safety_code
- 26-36/37-37/39
- hazard_class
- 9
- packing_group
- III
- 自然発火温度
- 523 °F
- 環境リスク評価
- 1-オクタノール(111-87-5)
- Hazard Classifications
- Aquatic Chronic 3Eye Irrit. 2
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 111-87-5(Hazardous Substances Data)
化学と産業
薬理情報
Mechanism of Action
The effect of various alkanols on the central nervous system was studied by using rat brain synaptosomal membranes as an in vitro model. The activity of (Ca2+/Mg2+)ATPase and the membrane fluidity were determined. The n-alkanols exhibited an increased molar inhibition of the ATPase activity with an increase in the carbon chain length up to 1-octanol. 1-octanol and 1-decanol caused a biphasic effect on the ATPase activity depending on the alkanol concentration, whereas 1-dodecanol caused a stimulation of the ATPase activity. All alkanols studied caused an increased fluidity of the membrane ... /These/ results indicate that the effect of alkanols on the ATPase activity depends on changes in the border layer between the membrane and the surrounding medium and on a binding of the alkanols to the enzyme molecule ... The two-way effect of 1-octanol and 1-decanol and the stimulatory effect of 1-dodecanol indicate that more mechanisms are involved ... Changes in the membrane fluidity do not seem to be a prerequisite of the ATPase inhibition.
... Studies indicate that T-type calcium channels (T-channels) in the thalamus are cellular targets for general anesthetics. Here, we recorded T-currents and underlying low-threshold calcium spikes from neurons of nucleus reticularis thalami (nRT) in brain slices from young rats and investigated the mechanisms of their modulation by an anesthetic alcohol, 1-octanol. We found that 1-octanol inhibited native T-currents at subanesthetic concentrations with an IC(50) of approximately 4 muM. In contrast, 1-octanol was up to 30-fold less potent in inhibiting recombinant Ca(V)3.3 T-channels heterologously expressed in human embryonic kidney cells. Inhibition of both native and recombinant T-currents was accompanied by a hyperpolarizing shift in steady-state inactivation, indicating that 1-octanol stabilized inactive states of the channel. To explore the mechanisms underlying higher 1-octanol potency in inhibiting native nRT T-currents, we tested the effect of the protein kinase C (PKC) activator phorbol 12-myristate 13-acetate (PMA) and PKC inhibitors. We found that PMA caused a modest increase of T-current, whereas the inactive PMA analog 4alpha-PMA failed to affect T-current in nRT neurons. In contrast, 12-(2-cyanoethyl)-6,7,12,13-tetrahydro-13-methyl-5-oxo-5H-indolo(2,3-a)pyrrolo(3,4-c)-carbazole (Go 6976), an inhibitor of calcium-dependent PKC, decreased baseline T-current amplitude in nRT cells and abolished the effects of subsequently applied 1-octanol. The effects of 1-octanol were also abolished by chelation of intracellular calcium ions with 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid. Taken together, these results suggest that inhibition of calcium-dependent PKC signaling is a possible molecular substrate for modulation of T-channels in nRT neurons by 1-octanol.
Metabolism/Metabolites
The primary aliphatic alcohols undergo two general reactions in vivo, namely oxidation to carboxylic acids and direct conjugation with glucuronic acid. The first reaction proceeds with the intermediate formation of an aldehyde, and the carboxylic acid from the aldehyde may be either oxidized completely to carbon dioxide or excreted as such or combined with glucuronic acid as an ester glucuronide. The extent to which an alcohol undergoes the second reaction, i.e. direct conjugation to an ether glucuronide, appears to depend upon the speed of the first reaction. Alcohols which are rapidly oxidized form very little ether glucuronide unless given in high doses.
The urinary metabolites of n-octane in Fischer 344 rats given the hydrocarbon by gavage included 2-octanol, 3-octanol, 5-oxohexanoic acid, and 6-oxoheptanoic acid. The sex of the animals influenced the relative amounts of metabolites formed. Analyses were performed by gas-liquid chromatography (GC) and gas-liquid chromatography/mass spectrometry (GC/MS). This is the first reported finding of keto acids in hydrocarbon oxidative metabolism. No kidney damage was found as a result of n-octane dosing although the 2,2,4-trimethylpentane (iso-octane) isomer does cause kidney lesions in male rats. /n-Octane/
用途と製造
Uses
Used in perfumery, cosmetics, shampoos, emulsifiers, detergents, and food flavors; Also used as a solvent (esters, coatings, lacquers, printing inks, textile additives, and pesticides), citric acid extractant, frothing agent, antifoaming agent in drilling muds, and growth inhibitor in tobacco production; [HSDB]
For 1-octanol (USEPA/OPP Pesticide Code: 079037) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
... plant growth regulator ... of tobacco.
Perfumery, cosmetics, organic synthesis, solvent manufacture of high-boiling esters, antifoaming agent, flavoring agent.
Mixtures of 1-hexanol and 1-octanol serve as frothing agents (bubbling promoters) in flotation, e.g., of coal. Large amounts are added to aqueous drilling muds to prevent frothing during drilling for oil and gas.
For more Uses (Complete) data for 1-OCTANOL (9 total), please visit the HSDB record page.
U.S. Production
2023: 50,000,000 - <100,000,000 lb
(1984) 1.28X10+11 G /ALCOHOLS C11 OR LOWER/
(1986) >10 million-50 million pounds
(1990) >10 million-50 million pounds
(1994) >10 million-50 million pounds
For more U.S. Production (Complete) data for 1-OCTANOL (9 total), please visit the HSDB record page.
Methods of Manufacturing
Prepared from the esterified products of coconut oil, the methyl caprylate being reduced by sodium and alcohol.
By reduction of some caprylic esters such as methyl caprylate with sodium ethoxide.
1-Octanol is manufactured by the Alfol process and from natural products.
1-Octanol is made commercially by sodium reduction or high-pressure catalytic hydrogenation of the esters of naturally occurring caprylic acid or by oligomerization of ethylene using aluminum alkyl technology.
... Manufactured by the hydrodimerization of 1,3-butadiene, followed by catalytic hydrogenation of the resulting dienol, and distillation to produce n-octyl alcohol with a minimum purity of 99 percent.
Formulations/Preparations
Grades: Technical; chemically pure; pure; perfume, Food Chemical Codex.
Royaltac-M (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 36.2%; 1-decanol 48.2%.
Off-Shoot-T (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 36.2%; 1-decanol 48.2%.
C8-C10 Fatty Alcohol Technical (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 42.6%; 1-decanol 56.7%.
For more Formulations/Preparations (Complete) data for 1-OCTANOL (14 total), please visit the HSDB record page.
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Cosmetics -> Viscosity controlling
General Manufacturing Information
Agriculture, Forestry, Fishing and Hunting
1-Octanol: ACTIVE
The single product listed under PC code 079037, although listed as 1-octanol, is also in fact a mixture of 1-octanol and 1-decanol. The earliest registered label for use of aliphatic alcohols for tobacco sucker control included in the Agency's Pesticide Product Label System (PPLS) was issued to Uniroyal in 1964.
In industrial practice, the term octyl alcohol has been used for both 1-octanol and 2-ethylhexanol. The latter is also sometimes called isooctanol. The term capryl alcohol has been used for both 1-octanol and 2-octanol.
応用分野
解説C8H18O(130.23).オクタノールともいう.炭素数8の脂肪族飽和アルコールの総称であるが,工業的にはとくに2-エチル-1-ヘキサノールをさすことがある.【Ⅰ】1-オクタノール:CH3(CH2)6CH2OH.動物油脂中などに酢酸,酪酸エステルとして,またフーゼル油中に存在する.カプロン酸エステルの還元によって得られる.融点-15 ℃,沸点195.28 ℃.d204 0.8256.[CAS 111-87-5]【Ⅱ】2-オクタノール:CH3(CH2)5CH(OH)CH3.光学異性体を有し,ラセミ体はフーゼル油中に存在する.融点 -31 ℃,沸点179.0 ℃.d254 0.8168.水に難溶,エタノール,ジエチルエーテルに可溶.溶剤,香料に用いられる.[CAS 123-96-6]森北出版「化学辞典(第2版)
用途香料(ローズ系)、化粧品溶剤、 印刷インキ溶剤、可塑剤、安定剤、潤滑油、界面活性剤の原料。
用途溶剤、香料調合材料、有機合成原料、可塑剤(DOP)の原料。
用途溶剤、香料調合材料、有機合成原料。
説明1-Octanol (111-87-5) is a colorless and transparent liquid with the chemical formula C8H18O. It is a fatty alcohol consisting of a linear, saturated chain of eight carbon atoms. Although 1-Octanol is not highly soluble in water, it can dissolve easily in alcohol, ether, and chloroform. This compound is commonly used as a raw material in the production of fragrances, octanal, octanoic acid, and its esters. It also functions as a solvent, defoamer, and lubricating oil additive. Notably, 1-Octanol poses a low level of toxicity, but it can be irritating to the skin and eyes. Nonetheless, it is considered safe to use under normal conditions because of its low vapor pressure.
天然物の起源Reported as frequently occurring in essential oils as an ester; the free alcohol has been reported found in the essential oils of green tea, grapefruit, California orange, Andropogon intermedius, Heracleum villosum, violet leaves, Anethum graveolens and bitter orange. Also reported in over 200 foods and beverages including apple, apricot, banana, citrus peel oils and juices, many berries, guava, grapes, melon, papaya, peach, pear, asparagus, kohlrabi, leek, peas, tomato, potato, clove, ginger, mustard, spearmint oil, wheat bread, many cheeses, cooked egg, butter, milk, fish, meats, beer, rum, whiskies, cognac, cider, sherry, grape wines, cocoa, tea, nuts, honey, soybean, coconut, passion fruit, olive, avocado, plum, rose apple, beans, mushroom, starfruit, Bantu beer, sesame seed, cauliflower, broccoli, tamarind, fruit brandies, fig, cardamom, coriander seed and leaf, rice, quince, litchi, dill, lovage, sweet corn, corn oil, malt, kiwifruit, loquat, Bourbon vanilla, clary sage, oysters, crayfish, clam and Chinese quince.
一般的な説明A clear colorless liquid with a penetrating aromatic odor. Insoluble in water and floats on water. Vapors heavier than air. Vapors may irritate the eyes, nose, and respiratory system.
使用用途1-オクタノールは、香料原料、界面活性剤原料、合成樹脂可塑剤原料、化粧品溶剤、食品添加物などに使用されます。ローズ系香料、 潤滑油、安定剤、印刷インキ溶剤、酢酸オクチルのようなエステル原料にも利用可能です。 液体クロマトグラフィーや薬学などの分野では、疎水性と親水性の指標として、水-オクタノール系の分配係数 (Log P) が使われます。
調製方法
1-Octanol is made commercially by sodium reduction or high-pressure catalytic hydrogenation of the esters of naturally occurring caprylic acid or by oligomerization of ethylene using aluminum alkyl technology.
製造方法1-Octanol may be prepared by reduction of some caprylic esters such as methyl caprylate with sodium ethoxide.
合成方法n-ブチルアルデヒドのアルドール縮合とそれに続く水素化
純化方法Fractionally distil it under reduced pressure. Dry it with sodium and again fractionally distil or reflux with boric anhydride and re-distilled (b 195-205o/5mm), the distillate being neutralised with NaOH and again fractionally distilled. Also purify it by distillation from Raney nickel and by preparative GLC. [Beilstein 1 IV 1756.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義本品は、次の化学式で表される脂肪族アルコールである。
定義ChEBI: Octan-1-ol is an octanol carrying the hydroxy group at position 1. It has a role as a plant metabolite. It is an octanol and a primary alcohol.
関連反応
関連ノート
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