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1-Octanol

1-Octanol, also known as n-octanol or octan-1-ol, is a straight-chain primary alcohol with the molecular formula C₈H₁₇OH. It consists of an eight-carbon unbranched alkyl chain terminated by a hydroxyl group and appears as a clear, colorless, oily liquid with a mild, characteristic odor. This fatty alcohol is sparingly soluble in water (0.54 g/L at 20°C) but miscible with organic solvents such as ethanol and ether.^[1] Key physical properties of 1-octanol include a boiling point of 194–195°C, a melting point of −15.5°C, and a density of 0.826 g/cm³ at 25°C. It is combustible with a flash point of 81°C and exhibits low vapor pressure, making it relatively stable under normal conditions. Industrially, 1-octanol is primarily produced by the hydrogenation of octanal, which is obtained through the hydroformylation (oxo process) of 1-heptene derived from petrochemical sources; it can also be sourced from the reduction of octanoic acid in natural fats like coconut oil.^[1]^[2] 1-Octanol finds wide application as a chemical intermediate and solvent in various industries. It is used in the production of esters, such as octyl acetate for fragrances and flavors, and serves as a component in perfumes, cosmetics, inks, paints, and plasticizers. Additionally, it acts as a defoaming agent, a flavoring agent in food (e.g., imparting orange-like notes), and a precursor in pesticide formulations. In research, it models hydrophobic environments in biological systems, such as in the octanol-water partition coefficient (log P ≈ 3.0) for assessing drug solubility.^[1] Regarding safety, 1-octanol is irritating to the skin and eyes, and may cause respiratory tract irritation upon direct contact or inhalation of vapors, but it poses low acute toxicity with an oral LD₅₀ in rats exceeding 5 g/kg. It is not classified as a specific target organ toxicant or aspiration hazard under normal use, though proper ventilation and protective equipment are recommended during handling. Environmentally, it is biodegradable but can be harmful to aquatic life (LC₅₀ for fish ≈ 11–14 mg/L, 96 h).^[1]^[3]^[4]

Chemical Identity

Structure and Formula

1-Octanol is an organic compound classified as a straight-chain primary alcohol, featuring a hydroxyl group (-OH) attached to the first carbon of an eight-carbon alkane chain. Its molecular formula is C₈H₁₈O, reflecting the composition of eight carbon atoms, eighteen hydrogen atoms, and one oxygen atom.^[1] This formula can also be represented as C₈H₁₇OH to emphasize the alcohol functional group.^[5] The structural formula of 1-octanol is CH₃(CH₂)₆CH₂OH, depicting a linear hydrocarbon chain where the terminal methyl group (CH₃-) is connected through six methylene groups (-CH₂-) to the hydroxymethyl group (-CH₂OH).^[1] This unbranched configuration contributes to its role as a fatty alcohol, commonly found in natural lipid sources.^[1] The IUPAC name for this compound is octan-1-ol, systematically indicating the position of the hydroxyl group on the octane parent chain.^[5] Key identifiers for 1-octanol include a molecular weight of 130.23 g/mol, calculated from its atomic composition.^[1] The Chemical Abstracts Service (CAS) registry number is 111-87-5, a unique identifier used in chemical databases and regulatory contexts.^[5] In computational chemistry, it is represented by the SMILES notation CCCCCCCCO, which linearly encodes the carbon chain and terminal hydroxyl group for structure generation and analysis.^[1]

Nomenclature and Synonyms

1-Octanol, systematically named octan-1-ol according to IUPAC nomenclature, is a straight-chain primary alcohol with the hydroxy group attached to the terminal carbon of an eight-carbon saturated hydrocarbon chain.^[1] Common synonyms include n-octanol, octyl alcohol, and capryl alcohol (also known as caprylic alcohol), which reflect its historical and industrial designations.^[1]^[6] In early 20th-century chemical literature, it was frequently referred to as primary octyl alcohol to distinguish it from branched isomers like 2-ethylhexanol, which shared the generic "octyl alcohol" name.^[1] As a saturated fatty alcohol, 1-octanol belongs to the class of primary alcohols derived from natural fats and oils, characterized by a linear alkyl chain and a single hydroxyl group at the end.^[1]^[7] It is assigned the European Community (EC) number 203-917-6 in the EC Inventory for regulatory purposes.^[1]

Physical Properties

Appearance and Sensory Characteristics

1-Octanol appears as a clear, colorless liquid at standard room temperature conditions, exhibiting an oily texture due to its long hydrocarbon chain attached to the alcohol functional group. This viscous quality contributes to its tactile sensation as a slippery, non-greasy fluid that remains stable and non-volatile under ambient conditions.^[1] The compound possesses a distinctive pungent, aromatic odor, commonly characterized as waxy and fatty with undertones of citrus, green, and floral notes such as orange rose or lemon-like scents. Sensory evaluations in fragrance contexts further describe it as sharp, aldehydic, and occasionally mushroom-like, reflecting its role in perfumery and essential oils.^[1]^[8] In terms of taste, 1-octanol imparts an oily, waxy profile with fruity and herbaceous nuances, including mild bitterness akin to bitter almond in certain flavor applications.^[1]^[8]

Thermodynamic Properties

1-Octanol, a primary alcohol with an eight-carbon chain, displays thermodynamic properties that govern its phase transitions, thermal stability, and rheological behavior under standard conditions. These characteristics are influenced by its molecular structure, including the polar hydroxyl group and nonpolar alkyl chain, which contribute to intermolecular forces such as hydrogen bonding and London dispersion forces. Understanding these properties is essential for predicting its performance in processes involving heating, evaporation, or fluid dynamics. Key thermodynamic properties of 1-octanol include its density, which is 0.824 g/cm³ at 20°C, indicating a relatively low mass per unit volume typical for liquid alcohols of this chain length.^[9] The melting point is −16 °C, allowing it to remain liquid at ambient temperatures above this threshold.^[10] Its boiling point is 195 °C at 1 atm, reflecting strong intermolecular attractions that require significant energy input for vaporization.^[1]

Property	Value	Conditions	Source
Flash point	81 °C	Closed cup	https://www.fishersci.com/shop/products/1-octanol-certified-acs-fisher-chemical/A402500
Autoignition temperature	245 °C	-	http://mubychem.com/octanol-manufacturers-octylalcohol.html
Viscosity	7.36 mPa·s	20 °C	https://www.chemeo.com/cid/49-458-0/1-Octanol
Refractive index	1.429	20 °C	https://www.sigmaaldrich.com/US/en/product/mm/820931
Heat of vaporization	Approximately 52 kJ/mol	Near boiling point	https://webbook.nist.gov/cgi/cbook.cgi?ID=C111875

The boiling point of 1-octanol increases with chain length compared to shorter alcohols, due to enhanced van der Waals interactions from the extended hydrocarbon chain./13:_Structure_and_Synthesis_of_Alcohols/13.03:_Physical_Properties_of_Alcohols)

Chemical Properties

Solubility

1-Octanol displays limited solubility in water owing to its amphiphilic structure, which combines a nonpolar octyl chain with a polar hydroxyl group, resulting in weak interactions with the aqueous medium. Its water solubility is measured at 0.59 g/L at 20°C, classifying it as slightly soluble.^[11] In contrast, 1-octanol exhibits high solubility in various organic solvents, reflecting the dominance of its hydrophobic moiety. It is miscible with ethanol, diethyl ether, and chloroform, and soluble in benzene and carbon tetrachloride. The octanol-water partition coefficient (log Kow) of 1-octanol is 3.00 at 25°C, indicating a strong preference for the organic phase over water. This value is defined as log Kow = log([1-octanol]octanol phase / [1-octanol]water phase), where concentrations are in equilibrium between the two immiscible phases. As a neutral alcohol with a pKa of approximately 15.3, 1-octanol does not ionize significantly under typical environmental or physiological pH conditions (pH 5–9), maintaining its stability without protonation or deprotonation.^[12]

Reactivity and Stability

1-Octanol, as a primary alcohol, exhibits characteristic reactivity typical of this functional group. It can be oxidized to octanal (octaldehyde) using mild oxidizing agents or further to octanoic acid with stronger oxidants such as potassium permanganate (KMnO₄).^[13]^[14] This oxidation proceeds via the general mechanism for primary alcohols:

\text{R-CH}_2\text{OH} + [\text{O}] \rightarrow \text{R-CHO} + \text{H}_2\text{O}

where R represents the C₆H₁₃ alkyl chain, and [O] denotes an oxidizing equivalent. In esterification reactions, 1-octanol reacts with carboxylic acids, such as acetic acid, in the presence of an acid catalyst like sulfuric acid to form esters, for example, octyl acetate.^[15] This Fischer esterification is a standard method for producing high-boiling esters used in various applications. Under acidic conditions, 1-octanol can also undergo dehydration to form alkenes, primarily 1-octene, often facilitated by catalysts like alumina (Al₂O₃).^[16] Regarding stability, 1-octanol is generally stable under neutral conditions and normal storage, showing no significant tendency toward hydrolysis as it lacks an ester linkage prone to such cleavage.^[17] It is combustible, with a flash point of 81°C, and burns to produce carbon dioxide and water. However, it is incompatible with strong acids, strong bases, and oxidizing agents, which can lead to vigorous reactions or decomposition; it also reacts violently with substances like acetyl bromide and chlorine.^[18]

Production

Natural Occurrence

1-Octanol occurs naturally as a plant metabolite in various essential oils, including those derived from citrus fruits such as grapefruit and orange, green tea, and the Turkish rose (Rosa damascena). It has also been identified in the essential oils of plants like Heracleum sphondylium and Andropogon intermedius.^[1]^[19] In these sources, concentrations can vary significantly; for instance, it constitutes up to 7% in Bulgarian rose oil and as high as 50.3% in the essential oil of Heracleum sphondylium subsp. ternatum.^[1]^[20] Additionally, 1-octanol serves as a volatile compound in fruits like orange and grapefruit, contributing to their aroma profiles.^[1] In biological systems, 1-octanol functions as an antifungal agent, inhibiting the growth of pathogens such as Aspergillus flavus by damaging membrane integrity and inducing oxidative stress in fungal cells. It also exhibits antifungal activity against Fusarium culmorum when emitted from plant sources like Heracleum sosnowskyi fruits.^[21]^[22] Beyond plants, 1-octanol plays a role in animal chemical communication; it acts as a kairomone emitted by weaver ants (Oecophylla smaragdina) to repel Queensland fruit flies and deter oviposition. It has been identified as a component of sex pheromones in the zoophytophagous predator Nesidiocoris tenuis and as part of the alarm pheromone in bank voles (Myodes glareolus).^[23]^[24]^[25] Although not a direct major constituent, 1-octanol can be derived from natural fats and oils, such as coconut and palm kernel oils, which contain precursors like octanoic acid (approximately 7-9% in coconut oil). These oils undergo hydrolysis to yield fatty acids, followed by esterification and catalytic hydrogenation to produce fatty alcohols including 1-octanol.^[1]^[26] This process leverages the structural similarity of 1-octanol to other naturally occurring fatty alcohols derived from triglyceride hydrolysis.^[27]

Synthetic Methods

A major industrial method for producing 1-octanol involves the hydroformylation (oxo process) of 1-heptene to form octanal, followed by catalytic hydrogenation of the aldehyde to the alcohol. In the hydroformylation step, 1-heptene reacts with synthesis gas (CO and H₂) in the presence of a cobalt or rhodium catalyst at 150–170°C and 20–30 MPa, yielding primarily n-octanal (linear selectivity >90% with modern ligands). The octanal is then hydrogenated using a nickel or copper catalyst under milder conditions (100–150°C, 1–5 MPa H₂) to produce 1-octanol with high purity (>99%). This route is selective for the C8 chain and is widely used for commercial production of high-purity 1-octanol.^[2] The Ziegler process represents another primary industrial method for producing 1-octanol as part of a mixture of linear primary alcohols through ethylene oligomerization. In this process, triethylaluminum (\ce{AlEt3}) serves as the initiator, reacting with ethylene under controlled conditions to grow alkyl chains on the aluminum. The growth reaction occurs at temperatures of 100–130°C and pressures of 20–120 bar, allowing stepwise insertion of ethylene units into Al–C bonds to form trialkylaluminum compounds.^[28] Through successive insertions of ethylene units, the alkyl chains grow to form trialkylaluminum compounds such as \ce{Al(C8H17)3} for the C8 fraction. The trialkylaluminum intermediate is then oxidized with oxygen (typically at 40–60°C) to yield aluminum alkoxides, followed by hydrolysis with water or acid to liberate the alcohols and form aluminum hydroxide. The resulting mixture consists of even-carbon-numbered linear primary alcohols (C6–C18+), with 1-octanol comprising approximately 17% of the total under standard ethylene feed conditions; chain length distribution follows a Poisson-like pattern, adjustable via temperature, pressure, and residence time for higher C8 selectivity. Overall linearity exceeds 95%, and the process operates at yields of up to 80% for the targeted C8 alcohol fraction in optimized setups.^[29]^[28] The Kuraray process offers a palladium-catalyzed route starting from 1,3-butadiene, enabling production of 1-octanol via telomerization followed by hydrogenation. Butadiene reacts with water in a biphasic solvent system (25–55 wt% water, 30–65 wt% sulfolane, and 5–30 wt% of a monodentate tertiary amine carbonate or bicarbonate salt with pKa ≥7) at 50–110°C under 1–10 kg/cm² CO₂ pressure. The catalyst comprises a palladium compound (0.1–50 mg atoms/L, e.g., palladium acetate) and a hydrophilic monodentate phosphine ligand (≥6 moles per gram-atom Pd, e.g., sodium m-(diphenylphosphino)benzenesulfonate), yielding 2,7-octadien-1-ol at concentrations of 0.3–2 moles/L.^[30] The unsaturated alcohol is extracted with hydrocarbons (e.g., n-hexane) at ≤60°C under CO₂, purified by distillation (100–200°C), and then hydrogenated using a supported palladium or Raney nickel catalyst at room temperature to 200°C and 1–100 atm H₂ pressure. This step achieves ≥98.5% conversion to n-octanol, which is recovered by distillation at 120–200°C with ≥99.9% purity. The process emphasizes recycling of the aqueous phase and solvents for efficiency.^[30] Alternative laboratory and emerging industrial methods include the reduction of caprylic (octanoic) acid, often derived from natural fatty acids or bio-based sources. Catalytic hydrogenation over bimetallic catalysts, such as RuSn supported on ZnO, converts octanoic acid to 1-octanol with 99.4% conversion and 93.0% selectivity under conditions of 220°C and 8 MPa H₂ pressure in a fixed-bed reactor. This approach avoids over-reduction to hydrocarbons and is suitable for upgrading medium-chain fatty acids from renewable feedstocks.^[31] Microbial fermentation using engineered bacteria provides a biotechnological pathway for 1-octanol production, particularly for biofuel applications. In Escherichia coli modified with a high-flux pathway, octanoyl-acyl carrier protein (ACP) is reduced to octanal via an acyl-ACP reductase, followed by conversion to 1-octanol using an aldehyde reductase (e.g., YqhD) and alcohol dehydrogenase. Overexpression of a fatty acyl-ACP thioesterase (e.g., from Ricinus communis) enhances octanoyl-ACP release, achieving titers of up to 2.9 g/L in fed-batch fermentations at 30°C with glucose as the carbon source; toxicity mitigation via efflux pumps like AcrAB-TolC improves yields. This method contrasts with petrochemical routes by utilizing sustainable sugars, though current titers remain below industrial scales.^[29]

Applications

Industrial and Commercial Uses

1-Octanol serves as a versatile solvent in various industrial applications, particularly in the formulation of paints, coatings, and inks, owing to its low volatility and balanced solvency properties that facilitate film formation and prevent rapid evaporation during application.^[32] In paint production, it acts as a coalescing agent, enhancing the durability and performance of the final product by aiding in the even dispersion of pigments and resins.^[33] Similarly, its use in inks ensures stable viscosity and improved print quality, making it a preferred choice in printing industries.^[34] As a key chemical intermediate, 1-octanol is widely employed in the synthesis of esters for the fragrance and flavor sectors. For instance, it reacts with acetic acid to form octyl acetate, a compound essential for creating artificial fruit essences, particularly those mimicking orange oil, which is incorporated into perfumes, cosmetics, and food flavorings.^[35] This esterification process leverages 1-octanol's reactivity to produce stable, low-odor additives that enhance scent profiles in commercial products.^[15] In the energy sector, 1-octanol functions as a fuel additive in diesel blends, where it improves lubricity to reduce wear on engine components, especially in low-sulfur fuels that lack natural lubrication.^[36] Its higher carbon chain length compared to shorter alcohols contributes to better boundary lubrication properties, allowing for stable ethanol-diesel mixtures without compromising engine performance.^[37] Additionally, 1-octanol plays a role in polymer processing as a precursor for plasticizers, such as those derived from adipic acid and 1-octanol, which enhance the flexibility and processability of synthetic resins like polyvinyl chloride.^[38] In detergent manufacturing, it serves as an antifoaming agent, controlling excessive foam during production and use to improve cleaning efficiency and product stability.^[39] Global production of 1-octanol reaches approximately 20,000 metric tons annually.^[40] The global market for 1-octanol is expected to grow at a CAGR of approximately 2.5% from 2023 to 2033.^[41]

Research and Pharmaceutical Uses

1-Octanol plays a pivotal role in pharmaceutical research as the standard solvent in the octanol-water partition coefficient, commonly denoted as log P, which serves as a key predictor of drug lipophilicity. This coefficient is defined mathematically as log P = log(K_{ow}), where K_{ow} is the partition coefficient given by the ratio of the solute concentration in the octanol phase to that in the water phase at equilibrium: K_{ow} = \frac{[solute]{octanol}}{[solute]{water}}.^[42] The log P value for 1-octanol itself is 3.0, reflecting its balanced hydrophilic-lipophilic properties that make it an ideal reference for assessing other compounds.^[1] This metric, widely adopted in the 1970s by medicinal chemists Corwin Hansch and Albert Leo for quantitative structure-activity relationship (QSAR) studies, enables the prediction of a drug's absorption, distribution, metabolism, and excretion (ADME) properties.^[43] In pharmacology, 1-octanol is employed to model biological membrane permeability, as its non-polar phase mimics the lipid bilayer of cell membranes, allowing researchers to evaluate how readily a drug candidate can cross barriers like the blood-brain barrier.^[44] It is integral to QSAR analyses, where log P correlations help optimize lead compounds for improved bioavailability and reduced toxicity during drug discovery.^[45] For instance, compounds with log P values around 1-3 are often prioritized for oral bioavailability, drawing on decades of empirical data from octanol-water partitioning experiments.^[43] Beyond pharmaceuticals, 1-octanol has been investigated in neurological research as a model for treating essential tremor (ET), a common movement disorder. In preclinical and clinical studies, oral administration of 1-octanol at doses up to 1 mg/kg has demonstrated tremor suppression lasting up to 90 minutes, with its primary metabolite, octanoic acid, believed to mediate the effect through GABAergic modulation without the intoxicating side effects of ethanol.^[46] This positions 1-octanol as a potential prodrug candidate for ET therapy.^[47] In biofuel research, 1-octanol is targeted for sustainable production via metabolic engineering of microorganisms, such as Escherichia coli and Synechocystis sp., leveraging engineered pathways to convert carbon sources into this diesel-like alcohol.^[48] Studies have achieved titers up to 526 mg/L through optimized fatty acid synthesis and reductase enzymes, highlighting its potential as a drop-in biofuel with favorable combustion properties and low toxicity to microbial hosts.^[49] Recent advancements include high-resolution force sensing in sub-zero 1-octanol using frequency-modulation atomic force microscopy, which probes cold, complex interfacial phenomena at the molecular scale, as demonstrated in a 2025 study published in the Japanese Journal of Applied Physics.^[50]

Safety and Toxicology

Health Effects

1-Octanol can enter the human body through inhalation of vapors, dermal absorption, and ingestion, with occupational exposure primarily occurring via inhalation and skin contact.^[1] Acute exposure to 1-octanol has low acute oral toxicity, with an oral LD50 greater than 5 g/kg in rats, indicating low lethality but potential for gastrointestinal distress.^[1] It acts as an irritant to the skin, eyes, and respiratory tract, causing redness, coughing, and serious eye irritation upon contact or vapor inhalation.^[4] Specific symptoms from vapor exposure include eye and respiratory irritation, nausea, and headache, while liquid contact may lead to skin redness and temporary discomfort.^[1]^[51] Chronic exposure to 1-octanol primarily affects the skin through defatting, which can lead to dryness, cracking, and dermatitis with prolonged or repeated contact.^[52] In vitro studies, including Ames bacterial mutagenicity tests, have shown no evidence of mutagenic potential for 1-octanol.^[53]^[54] 1-Octanol is not classified as carcinogenic to humans by the IARC, as it has not been evaluated and is not listed among known or probable carcinogens.^[55]^[56]

Handling Precautions

1-Octanol should be stored in cool, well-ventilated areas away from strong oxidizers to prevent potential reactions, and containers made of stainless steel or glass are recommended for compatibility and to avoid corrosion.^[2]^[18] Tightly sealed containers help minimize vapor release and maintain stability under normal conditions.^[57] When handling 1-octanol, appropriate personal protective equipment is essential, including nitrile gloves to protect against skin contact, safety goggles to shield eyes from splashes, and respirators equipped with organic vapor cartridges if exposure to vapors exceeds limits or in poorly ventilated spaces.^[4]^[56] Adequate ventilation should be ensured during use to reduce inhalation risks.^[58] For transportation, 1-octanol may be classified under UN 3082 as an Environmentally Hazardous Substance, Liquid, N.O.S., due to its potential aquatic toxicity, requiring proper labeling and packaging in accordance with international regulations like IMDG and IATA. In bulk domestic shipments within the US, it may be reclassified as NA1993 Combustible Liquid, N.O.S., but environmental precautions remain critical.^[59]^[60] In the event of a spill, evacuate the area and ventilate to disperse vapors, then absorb the liquid using inert, non-combustible materials such as sand or diatomaceous earth, avoiding direct contact with water to prevent runoff into drains or waterways.^[61] Contaminated materials should be collected for proper disposal as hazardous waste, following local regulations.^[62] Regulatory compliance is key; the OSHA permissible exposure limit (PEL) for 1-octanol is 50 ppm as an 8-hour time-weighted average, and it is registered under the EU REACH regulation with dossier number 01-2119486978-10-0000, ensuring evaluated safety data for use and handling.^[56] Adherence to these standards, including workplace monitoring and training, mitigates risks during handling.^[63]

Environmental Impact

Biodegradation

1-Octanol is classified as readily biodegradable under OECD Guideline 301, demonstrating greater than 60% degradation within 28 days in standard aerobic tests, with ring tests across multiple laboratories reporting mean degradation rates up to 85%. In aerobic environmental conditions, it undergoes complete mineralization to carbon dioxide and water primarily through beta-oxidation processes mediated by microorganisms. The biodegradation half-life of 1-octanol in water ranges from about 22 hours under aerobic conditions to 43 hours in a model river and up to 17 days in a stagnant model lake, based on first-order kinetics from screening studies and environmental modeling.^[17] In soil, degradation occurs more rapidly, with half-lives typically ranging from days to weeks, reflecting enhanced microbial activity in sedimented environments.^[64] Microbial degradation pathways for 1-octanol begin with oxidation to octanal by alcohol dehydrogenases, followed by further oxidation to octanoic acid and subsequent beta-oxidation to shorter-chain fatty acids and ultimately CO₂. These pathways are commonly evaluated using activated sludge tests, which simulate wastewater treatment conditions and confirm rapid breakdown under aerobic exposure. Degradation rates are significantly enhanced by pre-acclimated microbial communities, which reduce initial lag phases in biodegradation assays. Conversely, the process is inhibited in low-oxygen or anaerobic conditions, where alternative reductive pathways may predominate but proceed more slowly.

Ecological Effects

1-Octanol demonstrates low to moderate acute toxicity to aquatic organisms. In fish, the 96-hour LC50 for the fathead minnow (Pimephales promelas) is 13.5 mg/L, placing it in the range of 10-100 mg/L indicative of moderate hazard.^[17] For algae, 48-hour EC50 values range from 6.5 mg/L (biomass) to 14 mg/L (growth rate), suggesting higher sensitivity in this trophic level with values around 1-10 mg/L.^[53] Invertebrates show similar moderate toxicity, with a 48-hour EC50 of 12.37 mg/L for Daphnia magna.^[53] Chronic effects are limited by rapid biodegradation, reducing long-term exposure risks.^[17] Bioaccumulation potential for 1-octanol is low, with an estimated bioconcentration factor (BCF) of 44 L/kg in aquatic organisms.^[17] This is supported by its octanol-water partition coefficient (log P ≈ 3.0), which indicates moderate lipophilicity and partitioning into organic phases but is offset by rapid metabolism and biodegradation, preventing significant accumulation.^[17] The log Kow value plays a role in estimating environmental distribution, though quick degradation limits biomagnification.^[53] In terrestrial environments, 1-octanol exhibits minimal persistence in soil due to its high mobility (Koc = 38) and ready biodegradability, with 85% degradation in 28 days under aerobic conditions.^[17] Overall, terrestrial ecological risks are low given its non-persistent nature.^[65] Regulatory assessments classify 1-octanol as not meeting persistent, bioaccumulative, and toxic (PBT) criteria in the European Union, due to its biodegradability (74% in 28 days) and low BCF.^[53] The U.S. Environmental Protection Agency rates it as low concern for environmental persistence and ecological risk, with no identified hazards from registered uses.^[66]^[65]

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Production of 1-octanol in Escherichia coli by a high flux ...
Jul 22, 2020 · Instead, 1-octanol is produced alongside other linear alcohols via iterative oligomerization chemistries from smaller petrochemicals. However, ...
[31]
US4417079A - Process for producing normal-octanol - Google Patents
n-Octanol is obtained by (i) reacting butadiene with water in a solution containing water, a carbonate and/or bicarbonate salt of a monodentate tertiary amine, ...
[32]
Highly selective and stable ZnO-supported bimetallic RuSn catalyst ...
Almost complete conversion (99.4 %) of octanoic acid was achieved, with a remarkably high selectivity to octanol (93.0 %), when using specific reaction ...
[33]
Octyl Alcohol - Riddhisiddhi Chemicals
Sep 27, 2023 · Paints and Coatings: Octyl alcohol can serve as a coalescing solvent in paint formulations, aiding in film formation and improving paint ...
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https://www.polarismarketresearch.com/industry-analysis/octyl-alcohol-market
[35]
Octyl Alcohol Market Size, Share Analysis Report, 2023-2032
It also serves as a solvent in surface coatings and inks. It helps to dissolve and disperse various substances, contributing to the formulation of coatings ...
[36]
octyl acetate, 112-14-1 - The Good Scents Company
Flavour ingredient Octyl acetate, or octyl ethanoate, is an ester that is formed from octanol (octyl alcohol) and acetic acid. It is the basis for ...
[37]
[PDF] Experimental Study of Using Butanol or Octanol Blends as ...
Poor lubricity may cause potential wear problems in sensitive fuel pump designs in Diesel engines. With increasing carbon atom number, alcohols show better ...<|separator|>
[38]
Effectiveness of Ethyl Acetate, 1-Octanol, and Soy Biodiesel in ...
Jan 6, 2022 · 1-Octanol is the most effective surfactant compared to biodiesel and ethyl acetate for stabilization of ethanol–diesel fuel blends.
[39]
Palamoll® 638 - BASF Product Finder
Chemical nature: Polymeric plasticizer derived from adipic acid, 1,2 Propanediol and 1-Octanol. Palamoll® 638 is a slightly yellowish, practically anhydrous ...
[40]
1-Octanol, 99% 500 mL | Buy Online | Thermo Scientific Chemicals
1-Octanol is used as a precursor to prepare esters, which is used in perfumes and flavorings. It is used as food additive, anti-foaming agent and emulsifier in ...
[41]
High Purity 1-Octanol Analysis Report 2025: Market to Grow by a ...
Rating 4.8 (1,980) Mar 25, 2025 · World High Purity 1-Octanol Production: Global production is estimated at 20,000 metric tons annually, with a significant portion produced in ...
[42]
The Hidden Crux of Correctly Determining Octanol–Water Partition ...
Jul 3, 2025 · ... 0.5 logarithmic units. The new approach can be combined with any ... Ultrapurified water (Merck Millipore, Darmstadt, Germany) and 1-octanol were ...
[43]
How medicinal chemists learned about log P - ResearchGate
Aug 10, 2025 · In particular, Hansch's publications of thousands of QSAR equations demonstrate that a relationship of biological activity with log P is indeed ...
[44]
Effect of Atomic Charges on Octanol–Water Partition Coefficient ...
The octanol–water partition coefficient (logPow) is an important index for measuring solubility, membrane permeability, and bioavailability in the drug ...2. Results And Discussion · 2.2. Solvation Free Energy... · 2.4. Logp For Tested...<|control11|><|separator|>
[45]
Prediction of logarithm of n-octanol-water partition coefficient (logP ...
Feb 23, 2023 · The logarithm of n-octanol-water partition coefficient (logP) is frequently used as an indicator of lipophilicity in drug discovery, which has ...
[46]
Pilot trial of 1-octanol in essential tremor - PubMed
1-Octanol significantly decreased tremor amplitude for up to 90 minutes. The results suggest 1-octanol as a well-tolerated and safe potential treatment for ET.
[47]
Dose-escalation study of octanoic acid in patients with essential tremor
Feb 29, 2016 · The primary metabolite of 1-octanol is octanoic acid (OA), which is now thought to be the active substance that mediates tremor suppression.Abstract · Introduction · Discussion · Methods
[48]
Microbial production of 1-octanol: A naturally excreted biofuel ... - NIH
This study presents 1-octanol as a potential fuel target that can be synthesised and naturally accumulated within the media using engineered microbes.
[49]
Improved Bioproduction of 1-Octanol Using Engineered ...
May 18, 2021 · By harnessing the power from sunlight and CO2 as carbon source, cyanobacteria has recently been engineered for renewable production of 1-octanol ...Missing: methods | Show results with:methods
[50]
[PDF] SAFETY DATA SHEET - Fisher Scientific
Aug 9, 2010 · 1-Octanol. Cat No. : AC150630000; AC150630010; AC150630025 ... Autoignition Temperature. 253 °C / 487.4 °F. Explosion Limits. Upper. No data ...Missing: 245 | Show results with:245<|control11|><|separator|>
[51]
[PDF] SILVER FERN CHEMICAL, INC. Safety Data Sheet 1-Octanol
Jul 17, 2018 · CAS Number. EC Number. Index Number. GHS Classification. 98.8 - 99.7. 1-Octanol. 111-87-5. 203-917-6. ------------. H227, H319, H412. There are ...
[52]
[PDF] RIFM fragrance ingredient safety assessment, 1-octanol, CAS ...
Apr 18, 2025 · 1-Octanol was evaluated for genotoxicity, repeated dose toxicity, reproductive toxicity, local respiratory toxicity,.Missing: production thousands
[53]
[PDF] 1‐Octanol - Publisso
Aug 8, 2025 · analysed, no effects resulting from the exposure to 1-octanol were found (Haumann et al. 2003). This method is not as sensitive as ...
[54]
Agents Classified by the IARC Monographs, Volumes 1–139
Jun 27, 2025 · Carcinogenic to humans · Probably carcinogenic to humans · Possibly carcinogenic to humans · Not classifiable as to its carcinogenicity to humans ...List of Classifications · Preamble · Publications
[55]
https://monographs.iarc.who.int/agents-classified-by-the-iarc/
[56]
[PDF] 1-Octanol - SAFETY DATA SHEET
Mar 17, 2025 · Chemical production, analytical chemistry, laboratory synthesis, industrial applications. The product should not be used in ways other then ...
[57]
[PDF] 1-Octanol (S25450) - Safety Data Sheet
Jan 16, 2018 · Relative density. 0.824 g/cm³. Solubilities. Insoluble in water. Partition coefficient (n-octanol/water). Not determined or not available. Auto/ ...
[58]
https://sds.aquaphoenixsci.com/SDS/183861_S25450_GHSUnitedStatesSDS_en_2018-01-16.pdf
[59]
[PDF] 1 Octanol (Certified) - SAFETY DATA SHEET
According to 49 CFR §173.150(f)(1), this material should reclassified as NA1993,. Combustible Liquid, NOS if it is shipped in bulk. UN-No. NA1993. Proper ...
[60]
https://www.brazosport.edu/media/brazosport/about-bc/facilities/safety-data-sheet-2024/1-Octanol-%28Certified%29.PDF
[61]
[PDF] Octyl (n-) Alcohol - Columbus Chemical
Mar 1, 2023 · Octyl (n-) Alcohol, also known as 1-Octanol, is a flammable liquid that causes serious eye irritation and is harmful to aquatic life. It is ...
[62]
[PDF] 1063 - Hazardous Substance Fact Sheet
▻ Isooctyl Alcohol may damage the liver and kidneys. Workplace Exposure Limits. NIOSH: The recommended airborne exposure limit (REL) is. 50 ppm averaged over a ...
[63]
Determining Biodegradation Kinetics of Hydrocarbons at Low ...
A partitioning-based experimental platform was developed and applied to determine primary biodegradation kinetics of 53 hydrocarbons at ng/L to μg/L ...
[64]
Phytotoxic activity of middle-chain fatty acids I: effects on cell ...
These results suggested that middle-chain fatty acids caused severe damage to cell membranes and thylakoid membranes of treated leaves. C6 volatile compounds ...Missing: defoliant | Show results with:defoliant
[65]
Reregistration Eligibility Decision for Aliphatic Alcohols
The ecological risk assessment identifies no ecological risks of concern from the use of aliphatic alcohols. The risk assessments, which are summarized below, ...
[66]
1-Octanol; Exemption From the Requirement of a Tolerance
May 6, 2015 · 1-Octanol is volatile and is expected to degrade in the atmosphere by reaction with photochemically-produced hydroxyl radicals; its half-life is ...Missing: soil | Show results with:soil
[67]
Frequency-modulation AFM in sub-zero antifreeze liquid
Peer-reviewed paper by Zhengxi Lu et al. demonstrating high-resolution force sensing in sub-zero 1-octanol using frequency-modulation atomic force microscopy, published on May 6, 2025, in the Japanese Journal of Applied Physics.