2-t-Butyl-4-methoxyphenol

Retinyl esters 102a-c (1 mCirnl ) stored under argon at —60°C in toluene containing 40 /ig of 2-t-butyl-4-methoxyphenol and 4 pL of pyridine are quite stable. After 1 year about 60% decomposition was noted, due to radiolysis in the case of 102c. Retinoic acid 103 under similar conditions is also radiochemically stable, but after 4 months the material has to be repurified. Specific activities of tritium-labelled retinoids in the 10-40 Cimmol range have been found necessary in view of the discovery and use of cellular retinoid binding proteins. ... 

However, 2-t-butyl-4-methoxyphenol was oxidized in the same system to give dibenzofuran derivatives concomitantly with dimer. It was useful to use copper(II)compounds in order to get these phenols by one step synthesis. 

CAS 121-00-6 EINECS/ELINCS 204-442-7 Synonyms 3-BHA 2-t-Butylhydroquinone methyl ether 2-t-Butyl-4-methoxyphenol 2-(1,1-Dimethylethyl)-4-methoxyphenol 4-Hydroxy-3-t-butylanisole... 

Commercial samples may contain 2,6-di-t-butyl-4-methoxyphenol which must be removed before use... 

Figure 6.11 Resulting chromatogram from a Simplex optimization procedure applied to the separation of three antioxidants. Solvents 5% acetonitrile in water (A) and 5% water in acetonitrile (B). Linear gradient 44 to 100% B in A in 1.5 min. Column 10 cm x 5 mm I.D. 5 pm Lichrosorb C-18. Flow rate 2.0 mL/min. Solutes 1 = propyl gallate 2 = 2-t-butyl-p-methoxyphenol (BHA) 3 = unknown 4 = 2,6-di-t-bytul-p-cresol (BHT). Figure taken from ref. [621J. Reprinted with permission.

Promoters appear to have a relatively high tissue specificity. Thus, phenobarbital functions as a promoter for rodent liver neoplasia but not urinary bladder neoplasia. Saccharin, on the other hand, promotes urinary bladder neoplasia but not liver neoplasia in the rat. Similarly, 12-o-tetradecano-ylphorbol-13-acetate (phorbol ester) is a potent skin and forestomach neoplasm promoter in the laboratory rodent but has no appreciable activity in the liver. Other agents, such as the antioxidants 3-t-butyl-4-methoxyphenol and 2,6-di-t-butyl-4-met-hoxyphenol, may act as promoters in one organ and antipromoters in another and have no effect in a third organ. Thus, the practical definition of a promoter must include the designation of the susceptible tissue. 

Synonyms Butylated hydroxyanisole Butylhydroxyanisole 2(3)-t-Butyl-4-hydroxyanisole t-Butylhydroxyanisole t-Butyl-4-hydroxyanisole t-Butyl-4-methoxyphenol (1,1-Dimethylethyl)-4-methoxyphenol Hydroxyanisole, butylated... 

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. 

The dihydric phenols are speciality products widely used industrially and commercially. Hydroquinone and its relative, 4-methylaminophenol (metol) are the main chemicals used for development in black and white photography. Butylated hydroxyanisole, (BHA) mainly 2,6-di-tert-butyl-4-methoxyphenol (5), an important food antioxidant is synthesised from 2,4,6-tri-t-butylphenol by reaction in methanolic solution with chlorine to give 2,4,6-tri-t-butyl-4-methoxy-... 

Alts. The loose bottle cap allows the entry of moisture, oxygen, and bacteria which accelerate hydrolysis and oxidation. Tightening the cap and refrigerating the substance slows the rancid reactions. Some manufacturers of vegetable oils add phenol derivatives, such as BHT (butylated hydroxytoluene lUPAC 2,6-di-t-butyl-4-methylphenol), BHA (butylated hydroxyanisole lUPAC 2-/-butyl-4-methoxyphenol), and vitamin E, which act as antioxidants. 

Synonyms 4-methoxy-2-t-butylphenol Antrancine 12 Embanox Nipantiox iF (i,i-dimethylethyl)-4-methoxyphenol Sustane i-F Tenox BHA Vyox 3-terf-butyl-4-hydroxyanisole... 

The Lewis acid-catalysed orientation reversal in the reaction between substituted cyclohexa-1,3-dienes and 2,6-dimethyl-l,4-benzoquinone ° has been employed in an interesting synthesis of quassin (218). ° Thus, reaction at room temperature of the diene (215) with the above quinone in the presence of an equivalent quantity of Bp3,OEt2 gave the adduct (216) which was converted by several subsequent steps into (218). In the absence of the catalyst the alternative adduct (217) was obtained. Periodic acid oxidation of substituted o-cresols ° and of 2-methoxyphenols in methanol solution affords intermediate o-quinol methyl ethers or o-quinone dimethyl ketals which dimerize to give dienediones with structures related to those of (216) and (217). Another report concerns the formation of a Diels-Alder dimer upon hypochlorite oxidation of 2,2 -methylenebis(4-methyl-6-t-butyl)phenol. ... 

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