4-rert-Butylphenol

Figure 12.7 Cliromatograms of a polycarbonate sample (a) microcolumn SEC ti ace (b) capillary GC ti ace of inti oduced fractions. SEC conditions fused-silica (30 cm X 250 mm i.d.) packed with PL-GEL (50 A pore size, 5 mm particle diameter) eluent, THE at aElow rate of 2.0ml/min injection size, 200 NL UV detection at 254 nm x represents the polymer additive fraction ti ansfeired to EC system (ca. 6 p-L). GC conditions DB-1 column (15m X 0.25 mm i.d., 0.25 pm film thickness) deactivated fused-silica uncoated inlet (5 m X 0.32 mm i.d.) temperature program, 100 °C for 8 min, rising to 350 °C at a rate of 12°C/min flame ionization detection. Peak identification is as follows 1, 2,4-rert-butylphenol 2, nonylphenol isomers 3, di(4-tert-butylphenyl) carbonate 4, Tinuvin 329 5, solvent impurity 6, Ii gaphos 168 (oxidized). Reprinted with permission from Ref. (14).

Hydrogenation of 4-rert-butylphenol was chosen as test reaction for two reasons. The first... 

Differences in the activity and selectivity for 4-rert-butylphenol hydrogenation are displayed in Fig. 1. The variation in selectivity as a function of conversion shows that cis and trans-4-tert-butylcyclohexanol and 4-terr-butylcyclohexanone are all primary products. It should be noted that... 

Poly-rert-butylphenol disulfide Yellow to light Solid density at 20°C = 805 kg/m Nitrosamine-free... 

Treatment of 2,4,6-tri-rert-butylphenol with bromine in cold acetic acid gives the compound... 

Treatment of 2,4,6-tri-rert-butylphenol with bromine in cold acetic acid gives the compound CigH29BrO in quantitative yield. The infrared spectrum of this compound contains absorptions at 1630 and 1655 cm Its H NMR spectrum shows only three peaks (aU singlets), at 8 1.2, 1.3, and 6.9 ppm, in the ratio 9 18 2. What is a reasonable structure for the compound ... 

Song, Y., Connor, D.T., Sercel, A.D., Doubleday, R., et al. (1999) Synthesis, structure-activity relationships and in vivo evaluations of substituted Di-rert-butylphenols as a novel class of potent, selective, and orally active cyclooxygenase-2 inhibitors. 2. 1,3,4- and 1,2,4-thiadiazole series. J. Med. Chem. 42 1161-1169. 

One final anomaly we have already commented on the enhanced value for the effect of para-substituents on the ionization of 2,6-di-rert-butylphenol in 1 1 v/v Et0H-H20 at 25 °C (Section in.D). In this solvent phenol itself has a pA a value of 11.16, and the values for the 4-NO and 4-NO2 daivatives are 6.9 and 7.49, respectively, i.e. NO has a greater acid-strengthening effect on phenol than NO2 does, as we have already seen above for solutions in wate. HowevCT, the pK values of 2,6-di-rert-butylphenol and its 4-NO and 4-NO2 derivatives in 1 1 vAr Et0H-H20 are 14.22, 9.41 and 7.49, respectively, i.e. the acid-strengthening effects of NO and NO2 are reva-sed. The apparent a value of p-NO is now about 0.9. Presumably there is a considerable amount of quinonoid form in this system. 

Di-rert-butylphenol Oxidized antioxidants Butanoic acid vinylester... 

TABLE 2 Charges on atoms of oxygen, carbon, lengths of communication and angles in 4-replaced 2,6-di-rert.butylphenols 2-10. 

Pinnavaia et al. also used LDH-MCPcTs)" " (M = metal ions in groups 7-10) as oxidation catalysts in the aerobic oxidation of 2,6-di-rert-butylphenol in water at 35°C (482-486), and the catalyst keeps its activity after 3200 turnovers ... 

Yoon M-A, Jeong T-S, Park D-S, Xu M-Z, Oh H-W, Song K-B, Lee WS, Park H-Y (2006) Antioxidant effects of quinoline alkaloids and 2,4-Di-rert-butylphenol isolated from Scolopendra subspinipes. Biol Pharm Bull 29 735-739... 

J2 manometer measurement ti 2,6-di-rert-butylphenol added to inhibit induced... 

Selected results obtained from the reaction of 2-rert-butylphenol with various ketenes 36 are presented in Scheme 3.20. In most cases, esters 50 were obtained in much higher enantioselectivities than those observed under nucleophilic catalysis during the addition of methanol to ketene 35 (see Scheme 3.16). 

The nickel hydroxide electrode resembles in its applications and selectivity the chemical oxidant nickel peroxide. The nickel hydroxide electrode is, however, cheaper, easy to use and in scale-up, and produces no second streams/ waste- and by-products [196], Nickelhydroxide electrode has been applied to the oxidation of primary alcohols to acids or aldehydes, of secondary alcohols to ketones, as well as in the selective oxidation of steroid alcohols, cleavage of vicinal diols, in the oxidation of y-ketocarboxylic acids, of primary amines to nitriles, of 2,6-di-tert-butylphenol to 2,2, 6,6 -tetra-rert-butyldiphenoquinone, of 2-(benzylideneamino)-phenols to 2-phenyloxazols, of 1,1-dialkylhydrazines to tetraalkyltetrazenes. For details the reader is referred to Ref. [195]. 

The acetate is prepared by esterification of 2-rert-butylcyclohexanol, which is obtained from 2-/er/-butylphenol. It is highly stable and is used for perfuming soap as well as bath and household products. 

Butyl benzyl phtbalate, 45 4-rert-Butylcatechol, 240 2-Butyl-2-ethyl-l,3-propanediol, 373 tert-Butylhydroquinone, 212, 524 n-Butyllilbium, 17, 18, 162 n-Butyl methacrylate, 309 tert-Butyl oxide, 75 4-tert-Butylphenol, 244... 

Di-(rert-butyl)-4-methylphenol (see Topanol OC) 4-Hydroxymethyl-2,6-di-tert-butylphenol 2,2 -Ethylidenebis-(4,6-di-/ert-butylphenol)... 

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