Octan-l-ol, and

Hansch constant — A measure of the capability of a solute for hydrophobic (lipophilic) interaction (see - hydrophobic effect) based on the partition coefficient, P, for distribution of the solute between octan-l-ol and water. The most general way of applying P in correlation analysis, etc. is as logP, but the behavior of substituted benzene derivatives maybe quantified by a substituent constant scale, n, which is defined in a way analogous to the Hammett a scale. There are various n scales, depending on the substrate series used as reference. See also - hy-drophilicity. 

For a compound f, the partition coefficient is defined as Pi = ai(o)/ai(w)y where a,-(o) and a,-(w) stand for the activities of the compound i in octan-l-ol and water, respectively. In general, the more positive value of log(P), measured in the biphasic system of octan-l-ol/water, means the higher lipophilicity of the investigated system. See also hydrophobic effect, and - ice-... 

The /9-fragmentation of alkoxyl radicals generated from oxabicyclic hemiacetals of the [w.m.O] type is an attractive method for the synthesis of medium-sized and macrolactones by ring expansion reactions (Eq. 7 [36] and Eq. 8 [37], Scheme 3). Moreover, spirolactones can be prepared by fragmentation of other types of oxabicyclic hemiacetals such as 2-oxabicyclo[2.2.2]octan-l-ol and 6-oxabicyclo[3.2.1j-octan-5-ol (Eqs. 9, 10) [36b]. 

Candida antarctica lipase B 2 Acylation of octan-l-ol and kinetic resolution of 1-phenylethanol using IL/SCCO2 81... 

Lipophilicity is an important physicochemical parameter for organic substances, related to their biological activity. According to 1993 International Union of Pure and Applied Chemistry (lUPAC) recommendations, the partition coefficient Po/w or Ko/v, is a measure of lipophilicity by determination of the equilibrium distribution between octan-l-ol and water, as used in pharmacological studies and in the assessment of environmental fate and transport of organic chemicals ... 

The aroma of fresh mushrooms contains (-)-(fi)-oct-l-en-3-ol, which arises in a similar way from linoleic acid (Figure 8.8). The formation of (lOS)-hydroperoxide is catal) d by a specific Hpoxygenase. Oct-l-en-3-ol is accompanied by oct-l-en-3-one, octan-l-ol and ( )-octan-3-ol (8-16). Other compounds also have the mushroom-hke smell, such as (3 ,5Z)-octa-l,5-dien-3-ol (8-17), which is produced analogously by decomposition of hnolenicacid (1 OS)-hydroperoxide. 

Values of Henry s law constant k =plc, where p is the partial pressure of the solute in the gas above the solution and c is the concentration of the solute) is a quantity frequently apphed in the thermodynamic description of dilute aqueous solutions, which is used in environmental chemistry and atmospheric physics as a major criterion for describing air-water partitioning of solutes at near ambient conditions. It plays amajor role in evaluating the transport of pollutants between atmosphere and aquatic systems, rainwater and aerosols. The octanol-water partition coefficient is a dimensionless number defined as the ratio of the compound s concentration in a known volume of octan-l-ol (Cq) to its concentration in a known volume of water (c ) after the octan-l-ol and water have reached equihbrium. It has been found to be related to water solubility, soil/sediment absorption coefficients and bioconcentration factors of pollutants for aquatic life. The adsorption coefficient normalised to the organic carbon content of the soil (sediment) is a useful indicator of the binding capacity of... 

Domanska U, Krolikowski M, Pobudkowska A, Bochenska P (2012) Solubility of ionic liquids in water and octan-l-ol and octan-l-ol/water, or 2-phenylethanol/water partition coefficients. J Chem Thermodyn 55 225-233... 

A suspension of Li metal (0.02 g, 2.9 mmol) in octan-l-ol (3.0 mL) was heated to 170 C and stirred until a homogeneous solution was obtained. The solution was cooled to 20 C and 3-neopentyloxyphthalonitrile (150 mg, 0.7 mmol) in THF (1 mL) was added. The mixture was stirred for 7 10 d, after which excess Zn(OAc)2 was added and the mixture stirred for another 2 3 d. The reaction was quenched with McOH/ H20 (1 1) and washed with MeOH. The crude products were purified by column chromatography (silica gel) and the title compound was obtained as a blue solid yield 28 mg (18%). 

Iwahashi, M. Hayashi, Y. Hachiya, N. Matsuzawa, H. Kobayashi, H., Self-association of octan-l-ol in the pure liquid state and in decane solutions as observed by viscosity, selfdiffusion, nuclear magnetic resonance and near-infrared spectroscopy measurements, J. Chem. Soc. Faraday Trans. 89, 707-712 (1993). 

El Tayar, N. Tsai, R.-S. Carrupt, P.-A. Testa, B., Octan-l-ol-water partition coefficinets of zwitterionic a-amino acids. Determination by centrifugal partition chromatography and factorization into steric/hydrophobic and polar components, J. Chem. Soc. Perkin Trans. 2, 79-84 (1992). 

The genesis of in silico oral bioavailability predictions can be traced back to Lip-inski s Rule of Five and others qualitative attempts to describe drug-like molecules [13-15]. These processes are useful primarily as a qualitative tool in the early stage library design and in the candidate selection. Despite its large number of falsepositive results, Lipinski s Rule of Five has come into wide use as a qualitative tool to help the chemist design bioavailable compounds. It was concluded that compounds are most likely to have poor absorption when the molecular weight is >500, the calculated octan-l-ol/water partition coefficient (c log P) is >5, the number of H-bond donors is >5, and the number of H-bond acceptors is >10. Computation of these properties is now available as an ADME (absorption, distribution, metabolism, excretion) screen in commercial software such as Tsar (from Accelrys). The rule-of-5 should be seen as a qualitative, rather than quantitative, predictor of absorption and permeability [16, 17]. 

Hawker, D. W. (1989) The relationship between octan-l-ol/water partition coefficient and aqueous solubility in terms of solvatochromic parameters. Chemosphere 19, 1586-1593. 

Coates, M., Connell, D.W., Barron, D.M. (1985) Aqueous solubility and octan-l-ol to water partition coefficients of aliphatic... 

Hafkenscheid, T.L., Tomlinson, E. (1983) Correlations between alkane/water and octan-l-ol/water distribution coefficients and isocratic reversed-phase liquid chromatographic capacity factors of acids, bases and neutrals. Int l. J. Pharmaceu. 16, 225-239. 

Opperhuizen, A. (1987) Relationships between octan-l-ol/water partition coefficients, aqueous activity coefficients and reversed phase HPLC capacity factors of alkylbenzenes, chlorobenzenes, chloronaphthalenes and chlorobiphenyls. Toxicol. Environ. Chem. 15, 349-364. 

Opperhuizen, A., Serne, P. and van den Steen, J. M. D. (1988). Thermodynamics of fish/water and octan-l-ol/water partitioning of some chlorinated benzenes, Environ. Sci. Technol., 22, 286-292. 

Dotnahska, U., Kozlowska, M.K., and Rogalski, M. Solubilities, partition coefficients, density, and surface tension for imidazoles -t octan-l-ol or -t water or -t n-decane, / Chem. Eng. Data, 47(3) 456-466, 2002. 

Cis-RuClj(phen)3 is made as black crystals by reaction of RUCI3 with (phen). As CM-RuCl2(phen)3/aq. yO / BuOH or 1,2-dimethoxyethane it stereospecifically epoxidised oleic acid to 9, 10-epoxyoctadecanoic acid [833] The reagent cis-RuCljlphey /aq. Li(C10)/CH3Cl2 oxidised dipropylether to propylpropionate, tet-rahycfiopyran to 6-valerolactone, adamantane to adamantan-l-ol and adamantanone, and octan-2-ol to octan-2-one [834],... 

---