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1.
1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2-arylbenzimidazoles were synthesized by the condensation of 2,6-di-tert-butyl-p-benzoquinone imine with aromatic aldehydes. 2-(3,5-Di-tert-butyl-4-hydroxybenzylidene) benzimidazoles were synthesized by the reaction of 2-aminobenzimidazole with 2,6-di-tert-butyl-4-hydroxybenzaldehyde. The substances were characterized by elemental analysis, IR and NMR spectra. The electrochemical
reduction and oxidation of these compounds and phenoxy radicals derived from them was studied by cyclic voltammetry. The stability
of the studied phenoxy radicals was confirmed by the electron spin resonance method. 相似文献
2.
I. V. Loginova I. Yu. Chukicheva A. V. Kuchin 《Russian Journal of Organic Chemistry》2011,47(10):1501-1503
Chlorine dioxide was used to oxidize sterically hindered phenols and their derivatives (2,6-di-tertbutylphenol, 2,6-diisobornylphenol, 2,6-di-tert-butyl-4-methylphenol, 2,6-diisobornyl-4-methylphenol, and 3,5-diisobornyl-4-hydroxybenzaldehyde) in organic solvent. 相似文献
3.
A. E. Prosenko A. A. Skorobogatov O. I. Dyubchenko P. I. Pinko N. V. Kandalintseva M. M. Shakirov L. M. Pokrovsky 《Russian Chemical Bulletin》2007,56(6):1119-1124
Reactions of 4-alkyl-2,6-di-tert-butylphenols containing OH, SH, COOH, and COOMe groups in their para substituents with hydrogen chloride and hydrohalic acids were studied. One-step transformations of 2,6-di-tert-butyl-4-(ω-hydroxyalkyl)phenols to the corresponding 4-(ω-halogenoalkyl)phenols, as well as of 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid and its esters to phloretic acid were proposed. 4-(3-Mercaptopropyl)phenol upon heating
with conc. HBr undergoes condensation to 3-(4-hydroxyphenyl)propyl 4-(3-mercaptopropyl)phenyl sulfide as the main product.
Dedicated to the memory of Academician N. N. Vorozhtsov on the 100th anniversary of his birth.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1078–1083, June, 2007. 相似文献
4.
Bukharov S. V. Syakaev V. V. Pod'yachev S. N. Nugumanova G. N. Mukmeneva N. A. 《Russian Journal of General Chemistry》2002,72(6):924-927
Solvolysis of 3,5-di-tert-butyl-4-hydroxybenzyl acetate in alcohol solutions involves intermediate formation of 2,6-di-tert-butyl-4-methylene-1-benzoquinone that further takes up a molecule of the alcohol. 相似文献
5.
L. Yu. Ukhin K. Yu. Suponitskii L. V. Belousova T. N. Gribanova 《Russian Chemical Bulletin》2009,58(5):940-943
5-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1,2,3,5-tetrahydrophenazine was synthesized by the reaction of 2,6-di-tert-butyl-1,4-benzoquinone-4-(o-aminophenyl)imine with cyclohexanone. The structure of the reaction product was established by X-ray diffraction. 相似文献
6.
The esterification of 3,5-di-tert-butyl-4-hydroxybenzoic acid with 1-hexadecanol over a series of ion-exchange resins was investigated, in which resin D072 exhibited excellent catalytic performance. The influence of water on the reaction was also investigated, and it was found that water could improve the selectivity and increase the yield of the target product. Treatment of resins with aqueous sodium hydroxide could improve the selectivity of the target product but remarkably decreased the conversion of 3,5-di-tert-butyl-4-hydroxybenzoic acid. This result indicated that strong Brønsted acid sites played an important role in the reaction. Furthermore, D072 was efficiently recycled four runs by simple treatment with mineral acid. Finally, a series of hindered phenolic esters were successfully synthesized under the optimal reaction conditions. Therefore, a simple and versatile method for the synthesis of hindered phenolic esters has been established over ion-exchange resins and the target products were obtained in good yields. 相似文献
7.
Shigeyoshi Kanoh Atsushi Takemura Koh-ichi Fukuda Charoen Chinwanitcharoen Masatoshi Motoi 《Journal of polymer science. Part A, Polymer chemistry》2004,42(18):4570-4579
Aluminum benzyl alcoholate bis(2,6-di-tert-butyl-4-methylphenolate) (BnOAD), which was prepared through the mixing of equimolar amounts of benzyl alcohol and methylaluminum bis(2,6-di-tert-butyl-4-methylphenolate) (MAD), successfully polymerized four-membered cyclic ethers in a coordinate anionic ring-opening manner. The polymerization of 3-(4-bromobutoxymethyl)-3-methyloxetane (OxBr) with 5 mol % BnOAD proceeded slowly in toluene at 25 °C and produced sufficiently high-molecular-weight poly(OxBr) in a moderate yield in 24 h. The polymerization was greatly accelerated by the addition of a sterically hindered Lewis acid such as MAD, and this resulted in a nearly quantitative polymer yield within 24 h. In sharp contrast, conventional cationic polymerization with boron trifluoride etherate as a typical Lewis acid initiator produced low-molecular-weight poly(OxBr) along with a substantial amount of the cyclic tetramer. The polymerization of the simplest unsubstituted oxetane with BnOAD resulted in failure. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 4570–4579, 2004 相似文献
8.
Carlos Camacho-Camacho Maria E. Castillo-Ramos Aurora Vásquez-Badillo Angelina Flores-Parra Rosalinda Contreras 《Journal of organometallic chemistry》2010,695(6):833-9863
The syntheses of [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]diphenyltin (1) and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]dichloro-phenyl-stannate (2) by template reactions using 3,5-di-tert-butylcatechol, aqueous ammonia and SnPh2Cl2 are reported. We also report the syntheses of compounds 2, [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]trichloro-stannate (4), [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)methylamine]chloro-methyltin (5), and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)-n-butylamine]n-butyl-chlorotin (6) and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]n-butyl-dichloro-stannate (7), performed by transmetallation reactions of the octahedral zinc coordination compound Zn[3,5-di-tert-butyl-1,2-quinone-(3,5-di-tert-butyl-2-hydroxy-1-phenyl)imine]2 (3) with SnPhCl3 or SnPh2Cl2, SnCl4, SnMe2Cl2, Sn(nBu)2Cl2 and Sn(nBu)Cl3, respectively. The X-ray diffraction structures of compounds 1, 2, 4 and 6 are reported. The transmetallation reactions with Sn(alkyl)2Cl2 afforded pentacoordinated tin compounds, where an alkyl group migrated from tin to nitrogen, while similar reactions with Sn-Ph compounds did not present any phenyl group migration. 相似文献
9.
G. N. Nugumanova T. A. Barsukova S. V. Bukharov D. B. Krivolapov I. A. Litvinov V. V. Syakaev N. A. Mukmeneva A. R. Burilov 《Russian Journal of General Chemistry》2010,80(7):1341-1344
3-[2-(3,5-Di-tert-butyl-4-hydroxyphenylsulfanyl)acetoxy]2,2-bis[2-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl) acetoxymethyl]propyl 3,5-di-tert-butyl-4-hydroxyphenylsulfanylacetate was synthesized. Its structure was determined by means of 1H and 13C NMR spectroscopy and X-ray-diffraction analysis. This compound was found to possess high antioxidant activity in the conditions
of auto-oxidation of low-pressure polyethylene. 相似文献
10.
P. S. Vlasov O. Yu. Sergeeva N. S. Domnina I. Yu. Chukicheva E. V. Buravlev A. V. Kuchin 《Chemistry of Natural Compounds》2012,48(4):531-534
New macromolecular antioxidants that were conjugates of dextran or hydroxyethylated starch with functionalized derivatives synthesized from 2,6-diisobornyl-4-methylphenol were prepared. Their antiradical activity compared with derivatives of 2,6-di-tert-butyl-4-methylphenol was studied in a model reaction with 2,2-diphenyl-1-picrylhydrazyl. The studied conjugates exhibited greater activity than sterically hindered phenols not bonded to a polymer chain. The synthesized isobornyl derivatives were more active than previously studied tert-butyl analogs. 相似文献
11.
Colin F. Moffat Alister S. McGill Robert S. Anderson 《Journal of separation science》1991,14(5):322-326
Methyl esters were synthesized from lipid extracted by a modified Bligh and Dyer technique. The lipid was saponified and the free fatty acids methylated using boron trifluoride in methanol. Butylated hydroxytoluene (BHT; 2,6-di-tert-butyl-4-methylphenol) was added to the initial sample and to the extracted lipid prior to methyl ester synthesis. Under these conditions, the BHT was derivatized to a range of compounds, some of which can result in misinterpretation of the GC trace. Three components have been characterized by mass spectroscopy. Two of these, which eluted slightly before 16:0 on a polar column, were shown to be 2,6-di-tert-butyl-4-methoxyphenol and 2,6-di-tert-butyl-4-methoxy-methylphenol. The third component, which coeluted with 15:0 on the same column, is 2,6-di-tert-butyl-4-methoxy-5-hydroxyphenol. 相似文献
12.
A. P. Krysin A. M. Genaev L. M. Pokrovskii M. M. Shakirov 《Russian Journal of Organic Chemistry》2014,50(3):367-370
2,6-Di-tert-butyl-4-(2-hydroxyethyl)phenol undergoes oxidative self-coupling by the action of K3Fe(CN)6 in alkaline medium at room temperature to give 7,9-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-hydroxymethyl-2-oxaspiro[4.5]deca-6,9-dien-8-one. The composition of the reaction products has been determined, and the mechanism of their formation is discussed. 相似文献
13.
A. A. Prishchenko M. V. Livantsov O. P. Novikova L. I. Livantsova D. B. Shpakovskii E. R. Milaeva 《Russian Journal of General Chemistry》2006,76(11):1753-1756
Convenient procedures for the synthesis of 2,6-di-tert-butyl-4-methylphenol (ionol) mono-, di-and triphosphorus derivatives, starting from the readily accessible 3,5-di-tert-butyl-4-hydroxybenzaldehyde, are proposed, and some properties of the obtained compounds are presented. 相似文献
14.
V. B. Vol’eva I. S. Belostotskaya N. L. Komissarova L. N. Kurkovskaya 《Russian Journal of Organic Chemistry》2008,44(6):803-806
Products of the reactions of 4- and 2-hydroxy-3,5-di-tert-butyl-benzaldehydes with malonic acid, diethyl malonate, and acetic anhydride in the presence of weak bases were isolated and identified. The reactions of 3,5-di-tert-butyl-4-hydroxybenzaldehyde with malonic acid and acetic anhydride in the presence of sodium acetate and piperidine gave 3,5-di-tert-butyl-4-hydroxycinnamic acid. The reaction of its 2-hydroxy isomer with acetic anhydride stopped at the stage of formation of the corresponding O-acetyl derivative, while in the reaction with malonic acid the corresponding substituted cinnamic acid and its lactone (coumarin derivative) were formed as intermediate products in a transformation sequence finally leading to 3-(3,5-di-tertbutyl-2-hydroxyphenyl)-3-piperidinopropionic acid and 6,8-di-tert-butyl-2-oxo-3,4-dihydro-2H-chromen-4-ylacetic acid. Analogous differences were typical of reactions of isomeric 4- and 2-hydroxy-3,5-di-tert-butylbenzaldehydes with diethyl malonate. The transformations of the 2-hydroxy isomer were accompanied by hydrolysis and formation of an adduct of intermediate coumarin derivative with diethyl malonate and piperidine. 相似文献
15.
S. V. Bukharov I. A. Litvinov A. T. Gubaidullin G. N. Nugumanova N. A. Mukmeneva 《Russian Journal of General Chemistry》2002,72(2):268-271
The structure of 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)resorcinol in the crystal is virtually identical to that of 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)mesitylene, which is an effective antioxidant. 相似文献
16.
Emmanuel Lacte Bndicte Delouvri Louis Fensterbank Max Malacria 《Angewandte Chemie (International ed. in English)》1998,37(15):2116-2118
Alkylidene-substituted cyclopentane derivatives are formed in high enantiomeric purity by the reaction shown below. A highly diastereoselective radical cyclization is followed by elimination of a β-sulfinyl radical. Interestingly, the addition of the Lewis acid methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) totally reverses the stereochemical outcome of the reaction. E=CO2Me. 相似文献
17.
The rearrangement of 1-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl pyridinium salts under basic conditions is described. A method for the synthesis of (3,5-di-tert-butyl-4-hydroxyphenyl)methyl-(3-pyridylalkyl)-ethers is elaborated. 相似文献
18.
Ismagilov R. K. Moskva V. V. Mosunova L. Yu. Romakhin A. S. 《Russian Journal of General Chemistry》2001,71(10):1547-1549
3,3',5,5'-Tetra-tert-butylstilbene quinone and 1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,2-bis-(diethoxyphosphinoyl)-ethane were isolated from a mixture of products of the reaction of equivalent amounts of diethyl hydrogen phosphite and 3,5-di-tert-butyl-4-hydroxybenzaldehyde. A scheme of chemical transformations in this reaction system was offered. 相似文献
19.
Ismagilov R. K. Moskva V. V. Lebedev Yu. V. Mosunova L. Yu. 《Russian Journal of General Chemistry》2001,71(6):931-933
A method for synthesis of -(3,5-di-tert-butyl-4-hydroxyphenyl)propionic hydrazide. Certain chemical properties of the product were studied. It was found that -(3,5-di-tert-butyl-4-hydroxyphenyl) -(3,5-di-tert-butyl-4-hydroxyphenyl)hydrazide is highly susceptible to oxidation. 相似文献
20.
I. S. Belostotskaya N. L. Komissarova T. I. Prokof’eva L. N. Kurkovskaya V. B. Vol’eva 《Russian Journal of Organic Chemistry》2005,41(5):703-706
Reaction of 2,4-di-tert-butylphenol with urotropin in conditions of Duff reaction takes an abnormal route and instead of the expected di-tert-butylsalicylaldehyde provides a mixture of N-substituted 3,5-di-tert-butyl-2-hydroxybenzylamines and redox conjugate benzoxazines containing mostly 6,8-di-tert-butyl-3-(3,5-di-tert-butyl-2-hydroxybenzyl)-2H-3,4-dihydrobenz[e][1,3]oxazine. A solvolysis of an individual benzoxazine in the system HO(CH2)2OH-H2O-HCl affords di(3,5-di-tert-butyl-2-hydroxybenzyl)amine, and in AcOH 3,5-di-tert-butylsalicilaldehyde. A mechanism of Duff reaction was suggested involving the formation of a benzoxazine intermediate.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 5, 2005, pp. 718–721.Original Russian Text Copyright © 2005 by Belostotskaya, Komissarova, Prokof’eva, Kurkovskaya, Vol’eva. 相似文献