612-20-4

Usage

InChI:InChI=1/C8H8O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9H,5H2,(H,10,11)

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 64-17-5 ethanol 
• 7115-89-1 2-(bromomethyl)benzoic acid 
• 119-67-5 o-carboxybenzaldehyde 
• 92474-81-2 1-(o-Hydroxymethyl-phenyl)-aethandiol-(1,2) 
• 85-44-9 phthalic anhydride 
• 4376-18-5 Monomethyl phthalate 
• 20643-65-6 3-(4-nitrophenyl)isobenzofuran-1(3H)-one 
• 50-00-0 formaldehyd 
• 95-47-6 o-xylene 
• 136918-14-4 phthalimide 
• 124-38-9 carbon dioxide 
• 5159-41-1 2-iodobenzyl alcohol 
• 612-14-6 phthalyl alcohol 

Downstream Products

• 163152-10-1 2-(chloroacetoxymethyl)benzoic acid 
• 88550-19-0 benzoic acid 2-methoxy-methyl ester 
• 87-41-2 2-benzofuran-1(3H)-one 
• 119-67-5 o-carboxybenzaldehyde 
• 588702-39-0 n-butyl 2-hydroxymethylbenzoate 
• 327993-51-1 C₂₀H₁₈N₂O₇ 
• 42908-86-1 2-Chloromethylbenzoyl chloride 
• 1668-19-5 doxepin 
• 1229-29-4 doxepin hydrochloride 
• 724-98-1 2-(phenoxymethyl)benzoic acid 
• 4504-87-4 6,11-dihydrodibenz[b,e]oxepin-11-one 
• 85-52-9 2-Benzoylbenzoic acid 

Relevant academic research and scientific papers

Milled Dry Ice as a C1 Source for the Carboxylation of Aryl Halides

The use of carbon dioxide as a C1 chemical feedstock remains an active field of research. Here we showcase the use of milled dry ice as a method to promote the availability of CO 2in a reaction solution, permitting practical synthesis of arylcarboxylic acids. Notably, the use of milled dry ice produces marked increases in yields relative to those obtained with gaseous CO 2, as previously reported in the literature.

MODULATORS OF HEMOGLOBIN

The present disclosure relates generally to compounds and pharmaceutical compositions suitable as modulators of hemoglobin, and methods for their use in treating disorders mediated by hemoglobin.

Method for synthesizing 3 - n -butyl - l (3H)-isobenzofuranone (by machine translation)

The invention discloses a method for synthesizing 3 - n -butyl - l (3H)-isobenzofuranone, firstly mixing Grignard reagent with Lewis acid, adjusting pH to acidity by an acid reagent, extracting with an organic solvent, concentrating and removing an organic solvent to obtain 3 - n -butyl - l (3H)-isobenzofuranone. (by machine translation)

A chloroacetate based ratiometric fluorescent probe for cysteine detection in biosystems

The specific detection of cysteine (Cys) over homocysteine (Hcy), glutathione (GSH) and other amino acids is of great significance for studying its biological functions as well as for the diagnosis of related diseases. Chloroacetyl group was often used as a reaction site for cysteine fluorescent probes for its sensitivity and selectivity. However, high background fluorescence and low stability are common problems encountered by such probes. Here, four chloroacetyl group based fluorescent probes (C1, C2, C3, and H4) was synthesized for a comparative study. We found that the inefficient quenching ability of chloroacetyl group turned into an advantage when connected with a ratiometric fluorophore. With the modification of chloroacetyl group, probe H4 displayed excellent ratiometric property and great selectivity for Cys, the stability was also improved. Additionally, the probe was successfully applied for quantitative detection of Cys in fetal bovine serum and real-time imaging in living HeLa cells with low toxicity.

Polypyridyl iridium(III) based catalysts for highly chemoselective hydrogenation of aldehydes

Iridium-catalyzed transfer hydrogenation (TH) of carbonyl compounds using HCOOR (R = H, Na, NH4) as a hydrogen source is a pivotal process as it provides the clean process and is easy to execute. However, the existing highly efficient iridium catalysts work at a narrow pH; thus, does not apply to a wide variety of substrates. Therefore, the development of a new catalyst which works at a broad pH range is essential as it can gain a broader scope of utilization. Here we report highly efficient polypyridyl iridium(III) catalysts, [Ir(tpy)(L)Cl](PF6)2 {where tpy = 2,2′:6′,2′'-Terpyridine, L = phen (1,10-Phenanthroline), Me2phen (4,7-Dimethyl-1,10-phenanthroline), Me4phen (3,4,7,8-Tetramethyl-1,10-phenanthroline), Me2bpy (4,4′-Dimethyl-2–2′-dipyridyl)} for the chemoselective reduction of aldehydes to alcohols in aqueous ethanol and sodium formate as the hydride source. The reaction can be carried out efficiently in broad pH ranges, from pH 6 to 11. These catalysts are air stable, easy to prepare using commercially available starting materials, and are highly applicable for a wide range of substrates, such as electron-rich or deficient (hetero)arenes, halogens, phenols, alkoxy, ketones, esters, carboxylic acids, cyano, and nitro groups. Particularly, acid and hydroxy groups containing aldehydes were reduced successfully in basic and acidic reaction conditions, demonstrating the efficiency of the catalyst in a broad pH range with high conversion rates under microwave irradiation.

Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

A water-soluble highly efficient iridium catalyst is developed for the chemoselective reduction of aldehydes to alcohols in water. The reduction uses formic acid as the traceless reducing agent and water as a solvent. It can be carried out in air without the need for inert atmosphere protection. The products can be purified by simple extraction without any column chromatography. The catalyst loading can be as low as 0.005 mol% and the turn-over frequency (TOF) is as high as 73 800 mol mol-1 h-1. A wide variety of functional groups, such as electron-rich or deficient (hetero)arenes and alkenes, alkyloxy groups, halogens, phenols, ketones, esters, carboxylic acids, cyano, and nitro groups, are all well tolerated, indicating excellent chemoselectivity.

A to phthaldialdehyde as the raw material to synthesize method of doxepin hydrochloride (by machine translation)

This invention discloses in a to phthaldialdehyde as the raw material to synthesize method of doxepin hydrochloride. The method comprises in a wide range of sources phthaldialdehyde as the starting material, reaction by sequentially connie Zha Luo, intramolecular esterification, substituted, cyclized, nucleophilic addition, elimination reactions, nucleophilic substitution, pro-nuclear substituted, and in the reaction, to obtain liu Danhuang pyridine. In section 8 step in the nucleophilic substitution reaction steps, yu Mi using organic lithium compound in the solvent, so that the organic compound forming ammonium lithium salt with dimethylamine , Then this ammonium lithium salt for carrying out the alkylation reaction with halo, improve the yield of the addition, the ultimate so as to guarantee the yield and purity of doxepin hydrochloride. Phthaldialdehyde cheap, so as to reduce the production cost. (by machine translation)

Electrophilicity and nucleophilicity of commonly used aldehydes

The present approach for determining the electrophilicity (E) and nucleophilicity (N) of aldehydes includes a kinetic study of KMNO4 oxidation and NaBH4 reduction of aldehydes. A transition state analysis of the KMNO4 promoted aldehyde oxidation reaction has been performed, which shows a very good correlation with experimental results. The validity of the experimental method has been tested using the experimental activation parameters of the two reactions. The utility of the present approach is further demonstrated by the theoretical versus experimental relationship, which provides easy access to E and N values for various aldehydes and offers an at-a-glance assessment of the chemical reactivity of aldehydes in various reactions. the Partner Organisations 2014.

Catalytic oxidation of aromatic hydrocarbons by mono-oxido- alkoxidovanadium(V) complexes of ONNO donor ethylenediaminebis(phenolate) ligands

Two oxidovanadium(V) complexes, [VVO(L1)(OMe)] (1) and [VVO(L2)(OMe)] (2), with ONNO donor ethylenediamine-bis(phenolate) ligands (H2L1 and H2L2) have been readily synthesized by the reaction between the ligand precursors and VOSO4·5H2O in MeOH, and characterized by physico-chemical techniques and single crystal X-ray diffraction studies. Both complexes 1 and 2 are hexa-coordinated with a pseudo-octahedral geometry in an N2O4 coordination environment and are found to catalyze the oxidation of toluene to benzoic acid and isomers of xylene to the corresponding hydroxy acids, with turnover numbers (TON) over 200, except for o-xylene. On changing the ligand fragments and coordination geometry around the metal centre there is an improvement in the catalytic efficiency, selectivity and also TON of the reaction as compared with the previously reported systems. The reactions were monitored using 51V NMR spectroscopy. Based on mass spectra analysis and 51V NMR studies, the mechanism of the catalytic process has been proposed, employing the formation of oxido-hydroperoxido/hydroxido-peroxido [V(ONNO)(O)(OOH)] ? [V(OH)(ONNO)(O2)] intermediates.