80-46-6Relevant articles and documents
Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization
Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana
supporting information, p. 1629 - 1632 (2021/02/09)
This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.
Oxidative degradation of toxic organic pollutants by water soluble nonheme iron(iv)-oxo complexes of polydentate nitrogen donor ligands
Jana, Rahul Dev,Munshi, Sandip,Paine, Tapan Kanti
, p. 5590 - 5597 (2021/05/04)
The ability of four mononuclear nonheme iron(iv)-oxo complexes supported by polydentate nitrogen donor ligands to degrade organic pollutants has been investigated. The water soluble iron(ii) complexes upon treatment with ceric ammonium nitrate (CAN) in aqueous solution are converted into the corresponding iron(iv)-oxo complexes. The hydrogen atom transfer (HAT) ability of iron(iv)-oxo species has been exploited for the oxidation of halogenated phenols and other toxic pollutants with weak X-H (X = C, O, S,etc.) bonds. The iron-oxo oxidants can oxidize chloro- and fluorophenols with moderate to high yields under stoichiometric as well as catalytic conditions. Furthermore, these oxidants perform selective oxidative degradation of several persistent organic pollutants (POPs) such as bisphenol A, nonylphenol, 2,4-D (2,4-dichlorophenoxyacetic acid) and gammaxene. This work demonstrates the utility of water soluble iron(iv)-oxo complexes as potential catalysts for the oxidative degradation of a wide range of toxic pollutants, and these oxidants could be considered as an alternative to conventional oxidation methods.
SOLID ALKYLARYL PHOSPHITE COMPOSITIONS AND METHODS FOR MANUFACTURING SAME
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Page/Page column 36, (2011/02/24)
The invention is directed to various alkylaryl phosphite compositions that ideally are suitable for use as secondary antioxidants in polymers. In one aspect, the phosphite composition comprises a tris(monoalkylaryl)phosphite in an amount from 51 to 95 weight percent; and at least one of: a bis(monoalkylaryl)dialkylaryl phosphite; a bis(dialkylaryl)monoalkylaryl phosphite; and a tris(dialkylaryl) phosphite. The inventive phosphite composition is a solid at ambient conditions. The invention also relates to alkylate compositions and processes for forming such alkylate compositions and such phosphite compositions.
LIQUID ALKYLATED TRISARYL PHOSPHITE COMPOSITIONS HAVING TWO ALKYL GROUPS WITH DIFFERENT CARBON NUMBER
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Page/Page column 42, (2011/02/24)
A composition comprising at least two different alkylaryl phosphites, wherein some alkyl groups have a different number of carbon atoms than other alkyl groups and wherein the composition is a liquid at ambient conditions.
Zirconia-modified superacid UDCaT-5: An efficient and versatile catalyst for alkylation reactions under solvent-free conditions
Yadav, Ganapati D.,Pathre, Ganesh S.
, p. 2684 - 2691 (2008/12/22)
UDCaT-5, a modified version of zirconia, efficiently catalyzes alkylation of phenols with alcohols under environmentally safe, heterogeneous reaction conditions with high selectivity and in excellent yields. The high content present in UDCaT-5 with preservation of tetragonal phase of zirconia was responsible for the superactivity. Several phenolic compounds carrying either electron-sulfer releasing or electron-withdrawing substituents in the ortho, meta, and para positions afforded high yields of the products. Copyright Taylor & Francis Group, LLC.
Facile O-deallylation of allyl ethers via SN2′ reaction with tert-butyllithium
Bailey, William F.,England, Michael D.,Mealy, Michael J.,Thongsornkleeb, Charnsak,Teng, Lisa
, p. 489 - 491 (2007/10/03)
(Formula presented) Allylic ethers are converted to the corresponding alcohol or phenol in virtually quantitative yield at temperatures below ambient simply by stirring a hydrocarbon solution of the ether with 1 molar equiv of tert-butyllithium. The reaction, which produces 4,4-dimethyl-1-pentene as a coproduct, most likely involves an SN2′ attack of the organolithium on the allyl ether.
The attachment and cleavage of phenols from solid supports and their single bead mass spectral analysis
Todd,Abell
, p. 8183 - 8187 (2007/10/03)
The attachment of simple phenols to chloromethyl polystyrene, and their rapid cleavage at room temperature is described. Further, phenols from single resin beads can be unequivocally identified by Fourier transform ion cyclotron resonance mass spectrometr
Acidity effect in the regiochemical control of the alkylation of phenol with alkenes
Sartori, Giovanni,Bigi, Franca,Maggi, Raimondo,Arienti, Attilio
, p. 257 - 260 (2007/10/03)
Treatment of 1:1 mixtures of phenol and linear alkenes in the presence of an acidic promoter in CHCl3 at room temperature results in ortho-regioselective monoalkylation producing sec-alkylphenols in 48-60% yield. In similar reactions, branched alkenes lead exclusively to the corresponding para-tert-alkylphenols in 80-85% yield. Addition of increasing amounts of potassium phenolate to the reacting system reduces the protic acidity and promotes ortho-regioselective tert-alkylation. These results are tentatively explained in terms of competition of 'H-bond-template' and 'charge-controlled' mechanisms.
Effect of 4-t-Amyl Substituent on Kinetics of Phenol-Formaldehyde Reaction
Venkatachalam, R.,Reddy, B. S. R.,Rajadurai, S.
, p. 1134 - 1136 (2007/10/02)
Kinetic studies of 5-t-amyl phenol-formaldehyde addition reaction has been carried out in the presence of LiOH, NaOH and Ca(OH)2 of different concentrations (5.0E-3 to 1.2E-2 N) and at different temperatures (60, 65, 70, 75 and 80 deg C).The presence of 4-t-amyl group in the phenolic moiety increases the rate by one and half times compared to the phenolformaldehyde reaction.Thermodynamic parameters have been evaluated and a suitable mechanism proposed.
EQULIBRATION OF TERT-ALKYLPHENOLS (THERMODYNAMIC ANALYSIS OF THE ALKYLATION OF PHENOLS USING BRANCHED-CHAIN OLEFINS).
Nesterova,Verevkin,Malova,Pil'shchikov
, p. 748 - 754 (2007/10/02)
The authors describe the results of a study to evaluate the thermodynamic properties of t-Alk PHI ; these results; combined with earlier results, have enabled the authors to complete a thermodynamic analysis of the process for preparing tertiary alkylphenols.
