Phenols, penta-substituted

Acourtia isocedrene (169) is one of the highly oxygenated isocedrenes first isolated from Acourtia Nana. Retrosynthetic pathways are shown in Scheme 33, where the resulting cycloaddition product (170) from penta-substituted phenol 171 has the same carbon skeleton as that of 169, while addition of one carbon unit to 172 is needed in the case of a tetra-substituted phenol 173. 

The primary standard betaine dye (44) is only sparingly soluble in water and less polar solvents it is insoluble in nonpolar solvents such as aliphatic hydrocarbons. In order to overcome the solubility problems in nonpolar solvents, the more lipophilic penta-t-butyl-substituted betaine dye (45) has additionally been used as a secondary reference probe [174]. The excellent Hnear correlation between the Ej values of the two dyes allows the calculation of t(30) values for solvents in which the solvatochromic indicator dye (44) is not soluble. Introduction of electron-withdrawing substituents e.g. Cl [323], F, CF3, C6F13 [324]) in the betaine molecule reduces the basicity of its phenolate moiety, which allows the direct determination of x(30) values for somewhat more acidic solvents. Moreover, the Hpophilic and fluorophilic penta(trifluoromethyl)-substituted betaine dye (46) is more soluble in nonpolar solvents e.g. hexafluoro-benzene) than the standard dye (44) [324]. Conversely, the solubility in aqueous media can be improved through replacement of some of the peripheral hydrophobic phenyl groups in (44) by more hydrophilic pyridyl groups, to yield the more water-soluble betaine dye (47) [325]. The Ej values of these new secondary standard betaine dyes correlate linearly with the x(30) values of (44), which allows the calculation of x(30) values for solvents in which only betaine dyes (45)-(47) are sufficiently stable and soluble for the UV/Vis spectroscopic measurements [324, 325]. 

SCHEME 34. Anodic oxidation of penta- and tetra-substituted phenols... 

Dimethylethyl)-4-methoxyphenol Anisole, butylated hydroxy- Antioxyne B Antrancine 12 BHA BOA (antioxidant) Butyl hydroxyanisole Butylated hydroxyanisole Butylhydroxyanisole 2-terc.Butyl-4-methoxyifenol 2(3)-t-Butyl-4-hydroxyanisole 3-t-Butyl-4-hydroxyanisole t-Butyl hydroxyanisole tert-Butyl-4-hydroxyanisole Butylohydroksyanizol CCRIS 102 EEC No, E320 EINECS 246-563-8 Embanox FEMA No. 2183 HSDB 3913 Nepantiox 1-F Nipantiox 1-F Phenol, 1,1-dimethylethyl)-4-methoxy- Phenol, tert-butyl-4-methoxy- Protex Sustane 1-F Tenox BHA. Mixture of isomers of t-butyl-substituted 4-methoxyphenols antioxidant and preservative for foods mp = 48-55 bp 33 = 264-270 insoluble in H2O, soluble in organic solvents LDm (rat orl) = 2200 mg/kg. Eastman Cham. Co. Mpa Penta Mfg. UOP. 

Copper mandelates react with pho ene and then pyridine to give 1,3-dioxoIan-2,4-diones, and application of this reaction to the pentafluoroKxnnpound [CeFe -C(0H)Me-C08]2Cu yields the substituted dioxolan (127) (62%). Compounds of this type give derivatives of the parent acid when they are treated with amines or alcohols, and may be polymerized to polyesters details of these reactions are awaited. Pentafluorobenzoic acid is converted into pentafluoroiodobenzene by treatment with iodine in the presence of a peroxide initiator, and certain penta-fluorobenzamido-derivatives of 4-fluorophenol, e.g. (128), prepared by conventional multistage syntheses from the parent phenol, are claimed to be useful as colour-formers in photographic emulsions. i... 

CAS 8007-24-7 EINECS/ELINCS 232-355-4 Synonyms Cashew nutshell liq. Cashew shell liq. CNSL 3-(n-Penta-8 -decenyl) phenol Definition Mixt. of mono- and dihydric phenols contg. cardanol and cardol with long alkyl unsat. chain substitutes Empirical C21H34O Formula C6H4 OH C15H29 Properties Brn. liq. dens. 0.943-0.968 vise. 600 cps b.p. 223-227 C (1.3 kPa)... 

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