1205-91-0

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Chemical Properties

whitefinecrystallineflake

InChI:InChI=1/C10H10O4/c1-7(11)13-9-3-5-10(6-4-9)14-8(2)12/h3-6H,1-2H3

Upstream product

• 2664-32-6 4-isopropylphenyl acetate 
• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 
• 79-21-0 peracetic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 104-15-4 toluene-4-sulfonic acid 
• 123-31-9 hydroquinone 
• 71-43-2 benzene 
• 106-51-4 p-benzoquinone 
• 872269-76-6 1,4-bis-chlorosulfinyloxy-benzene 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 60-29-7 diethyl ether 
• 3232-39-1 acetyl sulfide 

Downstream Products

• 2364-57-0 4-hydroxy-3,5-dinitrophenyl acetate 
• 20389-01-9 2,6-diiodo-p-benzoquinone 
• 13985-45-0 2,6-dinitrohydroquinone 
• 479-22-1 nitranilic acid 
• 58149-50-1 4-hydroxy-3-nitrophenyl acetate 
• 98557-18-7 4-trichlorovinyloxy-phenol 
• 101166-84-1 2-chloro-1,4-bis-trichlorovinyloxy-benzene 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 21222-04-8 5'-Acetoxy-2'-hydroxyacetophenone 
• 2373-31-1 6-hydroxy-4-methyl-chromen-2-one 
• 81453-27-2 4,4-diethoxy-2,5-cyclohexadien-1-one 
• 20129-52-6 1,4-diacetyl-2,5-dihydroxybenzene 
• 34838-64-7 (2E,2′E)-1,1′-(1,4-phenylene)bis(3-phenylprop-2-en-1-one) 
• 606-32-6 2,5-diacetoxy-1,3-dinitro-benzene 

Relevant academic research and scientific papers

DNA-binding study of nickel(II) and zinc(II) complexes with two novel chromenone-based Schiff-base ligands

Two new chromenone-based Schiff-base ligands, 3-{[(1,5-dihydro-3-methyl-5- thioxo-4H-1,2,4-triazol-4-yl)imino]methyl}-6-hydroxy-4H-1-benzopyran-4-one (L1) and 2,2′-bis[(6-hydroxy-4-oxo-4H-1-benzopyran-3-yl) methylene]carbonothioic dihydrazide (L2), and their NiII and ZnII complexes were prepared. All the complexes were characterized by elemental analysis, IR data, and molar conductivity. The binding of these four complexes to calf-thymus DNA was carefully investigated by UV/VIS spectroscopy, fluorescence spectroscopy, viscosity measurements, and CD spectra. The experimental results indicate that the four complexes bind to calf-thymus DNA in an intercalative mode, with the intrinsic binding constants (K) of 3.94·104 ([NiL1]), 5.15·10 3 ([ZnL1]), 4.12·104 ([NiL 2]), and 3.75·104 m-1 ([ZnL 2]). These data show that the complexes of L2 can interact more strongly with DNA than complexes of L1, and the NiII complexes have a higher binding constant than ZnII complexes.

Photohydrodimerization of 6-methoxyflavone to 6,6″-dimethoxy-2, 2″-biflavanones

6-Methoxyflavone (7) easily afforded two hydrodimers of rac-6,6″-dimethoxy-2,2″-biflavanone (8a) and meso-6,6″- dimethoxy-2,2″-biflavanone (8b) and one reductive product of 6-methoxyflavanone (9) by using photolysis with the electron-donating amines including triethylamine, 2-(N,N-dimethylamino)ethanol or N,N-dimethylaniline in solvents of acetonitrile, benzene or methylene dichloride. They were found to give higher yields of rac-6,6″-dimethoxy-2,2″-biflavanone (8a) and meso-6,6″-dimethoxy-2,2″-biflavanone (8b) (38.7% and 4.5%, 35.3% and 6.2%, respectively) in the reaction conditions of 1/10 molar ratio of 6-methoxyflavone (7) to triethylamine in a solvent of acetonitrile with irradiation of twenty-four hours by using 306 nm and 352 nm lamps.

Nano-sized mesoporous phosphated tin oxide as an efficient solid acid catalyst

Herein, we prepared a mesoporous tin oxide catalyst (mSnO2) activated with phosphate species by the adsorption of phosphate ions from a phosphoric acid solution onto tin oxyhydroxide (Sn(OH)4) surface. The phosphate content ranged from 3 to 45 wt%. The nonaqueous titration of n-butylamine in acetonitrile was used to determine the total surface acidity level. FTIR of chemically adsorbed pyridine was used to differentiate between the Lewis and Br?nsted acid sites. Thermal and X-ray diffraction analysis indicated that the addition of phosphate groups stabilized the mesostructure of mSnO2 and enabled it to keep its crystalline size at the nanoscale. FTIR analysis indicated the polymerization of the HPO42? groups into P2O74?, which in turn reacts with SnO2 to form a SnP2O7 layer, which stabilizes the mesoporous structure of SnO2. The acidity measurements showed that the phosphate species are distributed homogeneously over the mSnO2 surface until surface saturation coverage at 25 wt% PO43?, at which point the acid strength and surface acidity level are maximized. The catalytic activity was tested for the synthesis of hydroquinone diacetate, where it was found that the % yield of hydroquinone diacetate compound increased gradually with the increase in PO43? loading on mSnO2 until it reached a maximum value of 93.2% for the 25% PO43?/mSnO2 catalyst with 100% selectivity and excellent reusability for three consecutive runs with no loss in activity.

Antioxidant activity of prenylated hydroquinone and benzoic acid derivatives from Piper crassinervium Kunth

Growing evidence suggests that RNOS (reactive nitrogen and oxygen species) are involved in the damage of biomolecules, contributing to the aetiology of several human diseases. Thus, the demand for antioxidants has stimulated the search for new compounds with potential use in this field. The in vitro antioxidant potential of prenylated hydroquinones and prenylated 4-hydroxy-benzoic acids from fruits of P. crassinervium was evaluated in terms of their capacity to suppress both DPPH (2,2-diphenyl-1-picrylhydrazyl) radical and chemiluminescence produced from luminol, using 2,2′-azo-bis(2-amidinopropane) (ABAP) as a peroxyl radical source. The inhibition of lipid peroxidation was assessed using liposomes from phosphatidylcholine as a membrane model. The prenylated hydroquinones had higher antioxidant activity than the benzoic acids and, among the hydroquinones, the E isomer was more efficient than the Z isomer.

A new off-on fluorescent sensor for the detection of Al(III) based on a chromone-derived Schiff-base

A new Al3+ sensor, 6-ethoxychromone-3-carbaldehyde-(3-hydroxy-2-naphthalene acyl) hydrazone (L), was designed and synthesized. The sensor L could exist steadily and detect Al3+ in the pH range from 5.0 to 8.0 in ethanol and water (3:1, v/v). This sensor showed good selectivity and high sensitivity towards Al3+ in the presence of most metal ions, and a remarkable enhancement in fluorescence emission intensity at 508 nm (λex = 420 nm) was observed with addition of 1equiv Al3+, which was attributed to the inhibition of photoinduced electron-transfer (PET) phenomenon and C[dbnd]N isomerization process. With the fluorescence titration experiments and the ESI-MS spectrum data, we reached the conclusion that the binding ratio between L and Al3+ was 2:1. Besides, the binding constant (Ka) between L and Al3+ was calculated to be 9.24 × 103 M?1 and the detection limit of L for Al3+ was as low as 1.82 × 10?7 M.

A novel chromone derivative as dual probe for selective sensing of Al(III) by fluorescent and Cu(II) by colorimetric methods in aqueous solution

Based on the chromone skeleton, a simple and novel probe that is 6-ethoxychromone-3-carbaldehyde-(furanyl) hydrazone (L) has been synthesized and completely characterized. It exhibited representative turn-on fluorescent properties and obviously colorimetric changes with high selectivity to Al3+ and Cu2+. For Al3+, L displayed a turn on green fluorescence in EtOH/H2O (3/2) aqueous media over other common cations. With Cu2+, L perceived Cu2+ through the naked-eye by the color changed-from colorless to yellow. Moreover, the coordination ratio between L-Al3+and L-Cu2+ was 1:1 which could be verified by the Job's plot, 1H NMR and high-resolution mass spectrum. Consequentially, L could be used as a solid probe for both Al3+ and Cu2+.

Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates

Inorganic base-catalyzed O-acylation of phenol and its derivatives has been developed. The procedure provides an efficient catalysis system for the preparation of aryl carboxylates with alkenyl carboxylates as acyl reagents. The reaction proceeded smoothly by using ?-Na 2 CO 3 as the catalyst in MeCN to produce the corresponding aryl carboxylates in good to excellent yields.

A chromone-derived Schiff-base as Al3+“turn-on” fluorescent probe based on photoinduced electron-transfer (PET) and C[dbnd]N isomerization

In this study, a novel chromone-derived Schiff-base ligand which was called bis(6-hydroxychromone-3-methylidene)-o-phenylenediimine (1) was designed, synthesized, and evaluated as an Al3+“turn on” fluorescent probe. This probe 1 showed good selectivity and high sensitivity towards Al3+in the presence of most metal ions, and a remarkable enhancement by about 30.91-fold in fluorescence emission intensity at 459?nm was observed with addition of 1?equiv of Al3+, which was attributed to the inhibition of photoinduced electron-transfer (PET) phenomenon and C[dbnd]N isomerization process at the excited state. Moreover, the fluorescence response of 1 to Al3+was nearly completed within 10?min. Thus, this probe 1 could be utilized for sensing and monitoring Al3+in environmental and biological systems for real-time detection.

Microwave-assisted acetylation of phenols without catalyst under solvent free condition

Etherification between phenols with acetic anhydride was tested under different conditions. Phenols were efficiently acylated with acetic anhydride to give phenol acetate derivatives in good high yields without catalyst and solventless conditions under microwave irradiation.

A novel chromone and rhodamine derivative as fluorescent probe for the detection of Zn(II) and Al(III) based on two different mechanisms

In this study, a novel fluorescent probe, 6?hydroxychromone?3?carbaldehyde?(rhodamine B carbonyl) hydrazine (L), for Zn2+ and Al3+ was designed and synthesized. Initially, this probe L exhibited inferior fluorescence emission peak centered at 488 nm in EtOH/HEPES solution (3/1, 10.0 μM HEPES, pH 7.4) when excited at 421 nm. After the addition of Zn2+, this probe L displayed excellent selectivity towards Zn2+ with obvious fluorescence color change from colorless to yellow, which might be attributed to the formation of a 1:1 ligand-metal complex resulting in the inhibition of photo-induced electron transfer phenomenon. Whereas, the prepared Zn2+ complex of L could be used as a ratiometric fluorescent probe to detect Al3+ on the basis of fluorescence resonance energy transfer mechanism. This ligand-metal complex of Zn2+ (LZn) showed high selectivity towards Al3+ with obvious enhancement in fluorescence emission intensity at 580 nm and remarkable decrease in fluorescence emission intensity at 488 nm, and the fluorescence color also changed from yellow to pink. Furthermore, the detection limit of the probe L, LZn towards Zn2+, Al3+ were 1.25 × 10?7 M and 3.179 × 10?6 M, respectively. Additionally, the complexation properties of L towards Zn2+ and LZn towards Al3+ were studied in detail.