26505-28-2Relevant academic research and scientific papers
Reaction of Resorcinol with α,β-Unsaturated Ketones
Livant,Xu, Weizheng
, p. 636 - 641 (1998)
Products of the acid-catalyzed reaction of resorcinol with α,β-unsaturated ketones have been found to fall into two classes. The first type of product is illustrated by 4-(3,4-dihydro-7-hydroxy-2,4,4-trimethyl-2H-1-benzopyran-2-yl)-1,3-benzenediol, 1, formed in 91% yield by the reaction of resorcinol with 4-methyl-3-penten-2-one (mesityl oxide). The second type of product is illustrated by (C2-symmetric) 2,2′-spirobi(7-hydroxy-4,4-dimethylchroman), 4, formed in 85% yield by the reaction of resorcinol with 2,6-dimethyl-2,5-heptadien-4-one (phorone). A number of examples of reactions leading, in quite good yields, to products analogous to 1 are presented, as well as some reactions that fail. Flavan 1 is identical to the compound formed by the acid-catalyzed reaction of acetone with excess resorcinol. Compound 1 and a steroidal analogue of 1 have been found to be fluorescent.
Reaction of resorcinol with mesityl oxide: Synthesis of 2,2-dimethyl-4-formyl-7-methoxy-(2H)-1-benzopyran
Tripathi,Khan,Taneja
, p. 579 - 585 (2003)
Synthesis of 2,2-dimethyl-4-formyl-7-methoxy-(2H)-1-benzopyran has been achieved by a three step reaction sequence, wherein the key step has been the preparation of 7-hydroxy-2,2,4-trimethyl-(2H)-1-benzopyran by a novel condensation reaction between resor
Water-Resistant Polymeric Acid Membrane Catalyst for Acetone Detection in the Exhaled Breath of Diabetics
Worrall, Adam D.,Qian, Zexin,Bernstein, Jonathan A.,Angelopoulos, Anastasios P.
, p. 1819 - 1826 (2018)
Endogenous volatile organic compounds (VOCs) such as acetone in exhaled human breath are associated with metabolic conditions in the bloodstream. Development of compact, rapid detectors of exhaled breath chemical composition in clinical settings is challenging due to the small sample size that can be collected during a single exhalation as well as spectroscopic interference by the abundance of water. In this paper, we show that the activity of a catalytic polymer membrane (Nafion 117) toward the heterogeneous condensation reaction of immobilized resorcinol reagent with gas-phase acetone can be preserved even at 100% ambient relative humidity through the incorporation of organic acids such as vanillic or tiglic. The reaction produces a colored flavan product that permits highly selective and sensitive correlation to acetone concentration in exhaled breath. Such behavior suggests solvent displacement, analogous to homogeneous liquid-phase systems. However, unlike classic acid-base equilibria, the extent of optode water resistance is shown to increase with the pKa of the imbibed organic acid while peak signal intensity of the imbibed acid undergoes a bathochromic shift to longer wavelengths. These observations are consistent with competition between organic acid deprotonation by water in a mixed solvent system on the one hand and immobilization on the other. Finally, we demonstrate how when applied to the direct chemical analysis of acetone in exhaled human breath, the approach yields excellent correlation to blood glucose in diabetics.
Synthesis of 1,3-benzoxazines based on 2,4,4-trimethyl-7,2’,4’-trihydroxy flavan: Antibacterial, anti-inflammatory, cyclooxygenase-2 inhibition and molecular modelling studies
Mohammed, Issam A.,Ahmed, Mahmood,Ikram, Rabia,Muddassar, Muhammad,Qadir, Muhammad Abdul,Awang, Khalijah Binti
, p. 58 - 65 (2019/01/04)
Background: In the present study, the formation of 2, 4, 4-trimethyl-7,2’4’-trihydroxy flavan has been used as the key feature for the formation of new 1,3-benzoxazines. This reaction was carried out via Mannich-condensation reaction, the 7-hydroxy group
Synthesis and analysis of resorcinol-acetone copolymer
Kobayashi, Ataru,Konishi, Gen-Ichi
experimental part, p. 364 - 377 (2009/08/08)
Synthesis and characterization of resorcinol-acetone copolymer is described. The polymer was prepared by trifluoroacetic acid-catalyzed polymerization of resorcinol with acetone. According to the 1H-NMR, 13C-NMR, and MALDI-TOF Mass s
Synthesis of flavans: One-pot synthesis of flavans from 4- methylcoumarins
Kamat, Vijayendra P.,Asolkar, Ratnakar N.,Kirtany, Janardan K.
, p. 4581 - 4587 (2007/10/03)
4-Methylcoumarins (2), obtained by condensation of suitable phenols (1) with ethyl acetoacetate in the presence of sulfuric acid, lead directly to flavans (3) when refluxed with sodium hydroxide and ethanediol.
Process for preparing hydroxyflavan compounds
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, (2008/06/13)
Described herein is a process for preparing a hydroxyflavan compound which comprises reacting a polyhydric phenol compound represented by formula(2): STR1 wherein at least one of W, X, Y and Z is hydroxy; with a ketone in the presence of (i)an acid catalyst and (ii)water and/or a seed crystal, using an organic solvent which is insoluble in water, procuces the hydroxyflavan compounds in high yield and with high selectivity while maintaining high conversion of the polyhydric phenol.
Aryl ester compound, its production process, epoxy resin composition using said compound, and copper-clad laminate using the epoxy resin composition
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, (2008/06/13)
An aryl ester compound composed of a polyhydric phenol in which at least one OH group has been esterified with an organic acid or its derivatives having 1 to 20 carbon atoms, said polyhydric phenol being the condensation product of a phenolic compound represented by the general formula: with a carbonyl compound represented by the general formula: which aryl ester compound can give, when used as a curing agent for an epoxy resin, a cured product having a low dielectric constant and a low dielectric loss tangent; an epoxy resin composition comprising as the essential components an epoxy resin, said aryl ester compound and a cure accelerator; and a copper-clad laminate using the epoxy resin composition. The copper-clad laminate has a low dielectric constant and a low dielectric loss tangent and is excellent in adhesiveness as compared with conventional ones, and hence, is suitable for multilayer printed wiring board for high speed operation, especially at high-frequency region.
