P-t-Butyl phenol

A13-00126 Butylphen p-t-Butyl phenol p-terc.Butylfenol p-tert-Butylphenol Cxwell No. 130E EINECS 202-679-0 EPA Pesticide Chemical Code 064113 NSC 3697 Phenol, 4-(1,1-dimethylethyl)- ... 

Synonyms Butylated phenol-formaldehyde resin p-t-Butyl phenol formaldehyde resin Phenol formaldehyde butyl resin Uses Tackifier for rubbers, adhesives, cements ManufJDIstrib. Solutia Trade Names Containing Santolink EP 560... 

Novolac resin Novolac resin Single 7g I was formaldehyde and 13/17/ 70 mol% = p-t-butyl phenol/m-cresol/ -cresol II was formaldehyde and 15/85 mol% = 2-t-butyl phenol/ o-cresol I and II had 0.8-1.6 kg/mol Fahrenhlotz and Kwei (1981)... 

Polyethylene 2-t-butyl methyl phenol 2,6 di-t-butyl-4-methyl phenol p-t-butyl phenol [325, 326]... 

The hydrolysis of substituted phenyl acetates has been studied in the presence of cyclodextrins (Van Etten et al, 1967a, b). No correlation was found between the rate constants for hydrolysis and a for the substituent group. Specificity was directed towards meta-substituents. m-t-Butylphenyl acetate hydrolyses 240 times faster in the presence of 0-01 M cyclohepta-amylose. Comparison of spectral shifts upon inclusion of p-t-butyl and m-t-butylphenol indicated that benzene rings of p-substituted phenols are included within the cavity of cyclodextrins [45], but that the benzene ring of the meta-isomer... 

The calixarenes are a popular and versatile class of macrocycle formed from the condensation of a p-substituted phenol (e.g. p-tert-butylphenol) with formaldehyde. Since they contain bridged aromatic rings, they are formally members of the cyclophane family (Section 6.5). In cyclophane nomenclature they are termed substituted [l.l.l.ljmetacyclophanes . The descriptive name calixarene was coined by C. David Gutsche (Washington University, USA) because of the resemblance of the bowl-shaped conformation of the smaller calixarenes to a Greek vase called a calix crater (Figure 3.78). The number of phenolic residues is denoted by a number in square brackets. Thus the most common cyclic tetramer with p-f-butyl substituents is termed p-t-butyl-calix[4]arene (3.118). It is easy to understand why this appealing nomenclature has found wide acceptance within the field when it is compared to the Chemical Abstracts systematic name for 3.118, [19.3.1.U U l ]octacosa-l(25),3,5,7(28),9,ll,... 

Beilstein Handbook Reference) BRN 1817645 Cao CCRIS 4045 EINECS 219-314-6 HSDB 5875 Lowinox MBPC 4-Methyl-2-t-butylphenol 4-Methyl-2-t-butylphenol NSC 60301 o-t-Butyl-p-cresol p-Cresol, 2-t-butyl- Phenol, 2-(1,1-dimethylethyi)-4-methyl-. Intermediate used in manufacture of antioxidants for food, plastic, rubbers, and other general purpose requirements and of UV absorbing chemicals. Crystals mp = 51-52° ... 

Phenol is a key industrial chemical however, the output of phenol from coal tar is exceeded by that of synthetic phenol. Phenol is used for the production of phenol-formaldehyde resins, while other important uses in the plastics field include the production of polyamides such as nylon, of epoxy resins, and polycarbonates based on bisphenol A and of oil-soluble resins from p-t-butyl and p-octyl phenols. Phenol is used in the manufacture of pentachlorophenol, which is used as a fungicide and in timber preservation. Aspirin and many other pharmaceuticals, certain detergents, and tanning agents are all derived from phenol, and another important use is in the manufacture of 2,4 dichlorophenoxyacetic acid (2,4-D), which is a selective weed killer. 

Phenol, o-(t-butyl)-. See 2-t-Butylphenol Phenol, 2-s-butyl-4,6-dinitro-, ammonium salt. See 4,6-Dinitro-o-s-butylphenol ammonium salt Phenol, p-t-butyl-, phosphate (3 1). SeeTris (p-t-butylphenyl) phosphate Phenolcarbinol. See Benzyl alcohol Phenol, 2-chloro-. See 2-Chlorophenol Phenol, p-chloro-. See4-Chlorophenol Phenol, 2-(5-chloro-2H-benzo-triazol-2-yl)-4,6-bis (1,1-dimethylethyl)-. See 2-(3, 5 -Di-t-butyl-2 -hydroxyphenyl)-5-chlorobenzotri azole Phenol, 4-chloro-2-benzyl-. See Chlorophene Phenol, 4-chloro-5-methyl-2-(1 -methylethyl)-. 

Synonyms p-t-Butylphenol, phosphate (3 1) 4-(1,1-Dimethylethyl) phenol phosphate 4-(1,1-Dimethylethyl) phenol phosphate (3 1) Phenol, p-t-butyl-, phosphate (3 1) Phenol, 4-(1,1-dimethylethyl), phosphate (3 1)... 

Acetylacetone p-t-AmyI phenol 3-Bromochloro-5,5-dimethyl hydantoin 6-t-Butyl-m-cresol Calcium hydrogen sulfite Cetalkonium chloride Cetethyidimonium bromide Cetrimonium bromide Cetrimonium tosylate Cetylpyridinium bromide Chlorophene Cupric sulfate anhydrous Cupric sulfate pentahydrate Cyclohexanol Dibehenyl/diarachidyl dimonium chloride 1,3-Dibromo-5,5-dimethyl hydantoin 2,4-Di-t-butylphenol p-Dichlorobenzene Dicocodimonium chloride Dicocodimonium methosulfate... 

Synonyms 2,6-di-fert-butyl-i-hydroxy-4-methylbenzene 2,6-di-tert-butyl-4-methylphenol 3,5-di-tert-butyl-4-hydroxytoluene 4-hydroxy-3,5-di-terf-butyltoluene BHT butylhydroxytoluene dibutylated hydroxytoluene butylated hydroxytoluene di-n-butyl hydroxytoluene 4-methyl-2,6-di-t-butyl-phenol 2,6-bis(i,i-dimethylethyl)-4-methylphenol Annulex BHT Antracine 8 Catalin CAO-3 Dalpac DBPC Embanox BHT Hydagen DEO Impruvol lonol CP Sustane Tenox BHT Topanol OC and o Vianol di-ferf-butyl-p-cresol bis(i,i-dimethylethyl)-4-methylphenol Topanol... 

Tbe mode of action of an oxidation inhibitor is to react with an oxygenated, reactive free radical in solution to produce a free radical derived from tbe oxidation inhibitor. For a given compound to inhibit tbe oxidation process its free radical must be stable relative to tbe oil free radical from wbicb it was formed. This is found to be tbe case with compounds such as di-t-butyl-p-cresol (DBPC) or di-t-butyl phenol (DBP) (Webber and Wilson, 1981). 

As to the main limitation of MS vs. FTIR detection, namely the inability to distinguish closely related isomers, this rarely plays a role in additive analysis. Notable examples of isomeric additives are the bifunctional stabilisers C22H30O2S as 4,4 -thio-bis-(6-t-butyl-m-cresol), 2,2 -thio-bis-(4-methyl-6-f-butylphenol) and 4,4 -thio-bis-(2-methyl-6-f-butylphenol) (Section 6.3.6), the bisphenolic antioxidants C23H32O2 (Plastanox 2246 and Ethanox 720) and the phenolic antioxidants C15H24O (nonylphenol and di-f-butyl-p-cresol). 

Alkoxide or aryloxide anions are also reputed to be inactive in Sr I reactions. There is, however, one example of such a reaction at an sp carbon the nitro-derivative of 4-nitrocumyl reacts with phenoxide and 1-methyl-2-naphthoxide ions yielding the corresponding ethers (Kornblum et al., 1967). A similar reaction has been reported for halobenzenes in t-butyl alcohol upon stimulation by sodium amalgam (Rajan and Sridaran, 1977). This reaction could not, however, be reproduced (Rossi and Pierini, 1980) and other attempts to make phenoxide ions react at sp carbons have been equally unsuccessful (Ciminale et al, 1978 Rossi and Bunnett, 1973 Semmelhack and Bargar, 1980). It has been found, more recently, that phenoxide ions react with a series of aryl halides under electrochemical induction, but that the coupling occurs at the p- or o-phenolic carbon rather than at the phenolic oxygen (Alam et al, 1988 Amatore et al, 1988). This is... 

One of the drawbacks of the Sandmeyer reaction is the number of competing side reactions leading to the formation of biaryls, azo compounds and phenols. A recent procedure to maximise the yield of aryl halide involves treatment of the arylamine with t-butyl nitrite and anhydrous copper(n) halide (the chloride or the bromide) in acetonitrile at 65 °C.28 The method is illustrated by the preparation of p-chloronitrobenzene (Expt 6.73) the overall reaction may be represented as ... 

Aromatic phenols and alcohols were also found to act as good displacers on cyclodextrin-silica columns (67,69). Since the retention studies discussed above indicate that p-nitrophenol is more retained (Fig. 2) than the chloroaniline isomers (Fig. 3), and 4-t-butyl cyclohexanol is more retained than the Ibuprofen enantiomers (Fig. 4), p-nitrophenol and 4-t-butylcyclohexanol were selected as possible displacers for the separations discussed below. 

In Fig. (12) keto ester (94) was selected as starting material. It was converted to the formyl derivative (95) which yielded a,P-unsaturated aldehyde (96) by treatment with DDQ. Michael addition of the sodium enolate of tert-butyl- isovalerylacetate to aldehyde (96) afforded the adduct (97) as a mixture of C-ll diastereomers. By fractional crystallization one of the adducts could be separated but for the synthetic purpose the mixture was not separated. Treatment of the adduct (97) with p-toluenesulfonic acid in glacial acetic acid caused t-butyl ester cleavage, decarboxylation and cyclodehydration leading the formation of tricyclic enedione (98) in 80% yield. This approach was previously utilized by Meyer in the synthesis of nimbiol [29], Treatment of (98) with pyridinium bromide perbromide, followed by hydrogenolysis with palladium and carbon caused aromatization of (98) leading the formation of the phenolic ester (99). 

For example, high-field NMR data demonstrate that at equimolar quantities of (77) and phenol (3.3 x 10 3 M in acetonitrile), 85-90% of the phenol is bound. When phenol is in great excess over (77), several phenol molecules interact with each tentacle molecule. Binding of p-nitrophenolate to (77) in acetonitrile occurs with a huge association constant 1.7 x 106 M 1 Suckling also found that when phenol is enmeshed in the arms of (77), the phenol becomes resistant to the normally rapid chlorination by t-butyl hypochlorite. Protection of labile compounds, such as drugs, through encapsulation constitutes only one of several potential uses of multi-armed systems. 

The most readily available calixarenes are compounds derived from p-t-butylphenol, 1-3. In order to introduce functional groups at the upper rim of the calix, the f-butyl group has to be removed, and this can be performed in 70-90% yield by reacting the p-f-butylcalixarenes with an excess of anhydrous aluminium trichloride in toluene in the presence of phenol at room temperature (Scheme 7.10). The unsubstituted p-//calixarenes thus obtained are versatile intermediates which give access to hosts having a large variety of properties. 

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