Category: 1877-71-0

Zhu, Xiaotao published the artcileProtection of COOH and OH groups in acid, base and salt free reactions, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Green Chemistry (2018), 20(7), 1444-1447, database is CAplus.

An iron-catalyzed general functional group protection method with inexpensive reagents was reported. This environmentally benign process did not use acids or bases and did not produce waste products. In most of the cases, purification beyond filtration and evaporation was unnecessary. Protection of carboxylic acids and phenols/alcs. was achieved under mild reaction conditions using Fe(OTf)₃, a Lewis acid catalyst in the absence of any acid, base or salt. Free COOH and OH groups were protected in a one-pot reaction.

Green Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C11H10O, Safety of 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Liu, Chengwei published the artcileHighly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons via palladium catalysis, COA of Formula: C9H8O4, the publication is Chemical Science (2019), 10(22), 5736-5742, database is CAplus and MEDLINE.

The highly selective method for the direct step-down reduction of carboxylic acids RCOOH (biphenyl-4-yl, 1-naphthyl, 1-methyl-1H-indole-3-yl, etc.) to arenes RH, proceeding via well-defined Pd(0)/(II) catalytic cycle was described. The method shows a remarkably broad substrate scope, enabling to direct the classical acyl reduction towards selective decarbonylation by a redox-neutral mechanism. The utility of this reaction is highlighted in the direct defunctionalization of pharmaceuticals and natural products, and further emphasized in a range of traceless processes using removable carboxylic acids under mild, redox-neutral conditions orthogonal to protodecarboxylation. Extensive DFT computations were conducted to demonstrate preferred selectivity for the reversible oxidative addition and indicated that a versatile hydrogen atom transfer (HAT) pathway is operable.

Chemical Science published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, COA of Formula: C9H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Dow, Nathan W. published the artcileDecarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Journal of the American Chemical Society (2022), 144(14), 6163-6172, database is CAplus and MEDLINE.

Authors report a copper-catalyzed strategy for arylboronic ester synthesis that exploits photoinduced ligand-to-metal charge transfer (LMCT) to convert (hetero)aryl acids into aryl radicals amenable to ambient-temperature borylation. This near-UV process occurs under mild conditions, requires no prefunctionalization of the native acid, and operates broadly across diverse aryl, heteroaryl, and pharmaceutical substrates. They also report a one-pot procedure for decarboxylative cross-coupling that merges catalytic LMCT borylation and palladium-catalyzed Suzuki-Miyaura arylation, vinylation, or alkylation with organo bromides to access a range of value-added products. The utility of these protocols is highlighted through the development of a heteroselective double-decarboxylative C(sp²)-C(sp²) coupling sequence, pairing copper-catalyzed LMCT borylation and halogenation processes of two distinct acids (including pharmaceutical substrates) with subsequent Suzuki-Miyaura cross-coupling.

Journal of the American Chemical Society published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Safety of 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Sessa, Francesco published the artcileExperimental Quantum Chemistry: A Hammett-inspired Fingerprinting of Substituent Effects, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is ChemPhysChem (2021), 22(6), 569-576, database is CAplus and MEDLINE.

The quantum mech. calculable Q descriptor is shown to be a potent quantifier of chem. reactivity in complex mols. – it shows a strong correlation to exptl. derived field effects in non-aromatic substrates and Hammett σm and σp parameters. Models for predicting substituent effects from Q are presented and applied, including on the elusive pentazolyl substituent. The presented approach enables fast computational estimation of substituent effects, and, in extension, medium-throughput screening of mols. and compound design. An exptl. dataset is suggested as a candidate benchmark for aiding the general development and comparison of electronic structure analyses. It is here used to evaluate the exptl. quantum chem. (EQC) framework for chem. bonding anal. in larger mols.

ChemPhysChem published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C6H3ClFNO2, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Solomonov, Boris N. published the artcileFusion enthalpies of benzoic acid derivatives, aromatic and heteroaromatic carboxylic acids as a tool for estimation of sublimation enthalpies at 298.15 K, Name: 3-(Methoxycarbonyl)benzoic acid, the publication is Fluid Phase Equilibria (2016), 93-100, database is CAplus.

In this work a method of estimation of sublimation enthalpies of benzoic acid derivatives and aromatic or heteroaromatic carboxylic acids was developed. The method is based on calculation of sublimation enthalpy from fusion enthalpy of studied compound and of benzoic acid at corresponding melting temperatures and sublimation enthalpy of benzoic acid at 298.15 K. Calculated sublimation enthalpy values of benzoic acid derivatives containing CH₃-, CH₃O-, F-, Cl-, Br-, I-, NO₂– and other substituents, 1- and 2-naphthoic acids and heteroaromatic carboxylic acids (38 compounds in total) were compared with literature data (at 298.15 K) obtained by conventional methods. In most cases, divergence does not exceed 2-3%.

Fluid Phase Equilibria published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C17H20ClN3, Name: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yagofarov, Mikhail I. published the artcileNew aspects in the thermochemistry of solid-liquid phase transitions of organic non-electrolytes, Name: 3-(Methoxycarbonyl)benzoic acid, the publication is Journal of Molecular Liquids (2018), 58-66, database is CAplus.

Thermochem. of solid-liquid phase transitions plays an important role in solidification studies of polymers, metals, inorganic salts, and low-mol. organic compounds Enthalpy of fusion is a source of information about intermol. interactions in materials, crystallinity, mixtures phase diagrams shape, heat transfer in the solidification interval. The present paper is devoted to relationship between the fusion enthalpies of aromatic compounds at the melting temperature and the solution enthalpies in benzene at 298.15 K. Sublimation and vaporization thermochem. are used as an addnl. source of information about the latter relationship. Depending on the magnitude of deviation between the solution enthalpies in benzene at 298.15 K and fusion enthalpies at the melting temperature, aromatic compounds are conventionally divided into three groups. For a large number of aromatic compounds not capable of self-association the equality between the fusion enthalpies at the melting temperature and the solution enthalpies in benzene at 298.15 K is established. For self-associated aromatic compounds the solution enthalpy in benzene at 298.15 K exceeds the fusion enthalpy at the melting temperature, and insertion of a substituent not forming inter- and intramol. hydrogen bonds does not affect the difference between the solution and fusion enthalpies. The enthalpies of solution in benzene at 298.15 K of several aromatic compounds not capable of self-association appear to be visibly less than the fusion enthalpies at the melting temperature The reasons of different relationships between the fusion and solution enthalpies are analyzed using Kirchhoff’s law for the fusion enthalpy.

Journal of Molecular Liquids published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C3H12Cl2N2, Name: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Santiago, Celine B. published the artcileDeveloping a Modern Approach To Account for Steric Effects in Hammett-Type Correlations, Application In Synthesis of 1877-71-0, the publication is Journal of the American Chemical Society (2016), 138(40), 13424-13430, database is CAplus and MEDLINE.

The effects of aryl ring ortho-, meta-, and para-substitution on site selectivity and enantioselectivity were investigated in the following reactions: (1) enantioselective Pd-catalyzed redox-relay Heck reaction of arylboronic acids, (2) Pd-catalyzed β-aryl elimination of triarylmethanols, and (3) benzoylformate decarboxylase-catalyzed enantioselective benzoin condensation of benzaldehydes. Through these studies, it is demonstrated that the electronic and steric effects of various substituents on selectivities obtained in these reactions can be described by NBO charges, the IR carbonyl stretching frequency, and Sterimol values of various substituted benzoic acids. An extended compilation of NBO charges and IR carbonyl stretching frequencies of various substituted benzoic acids was used as an alternative to Hammett values. These parameters provide a correlative tool that allows for the anal. of a much greater range of substituent effects because they can also account for proximal and remote steric effects.

Journal of the American Chemical Society published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Application In Synthesis of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ward, Lucy C. published the artcileCarboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is Angewandte Chemie, International Edition (2022), 61(14), e202117324, database is CAplus and MEDLINE.

Carboxyl methyltransferase (CMT) enzymes catalyze the biomethylation of carboxylic acids under aqueous conditions and have potential for use in synthetic enzyme cascades. Herein we report that the enzyme FtpM from Aspergillus fumigatus can methylate a broad range of aromatic mono- and dicarboxylic acids in good to excellent conversions. The enzyme shows high regioselectivity on its natural substrate fumaryl-L-tyrosine, trans, trans-muconic acid and a number of the dicarboxylic acids tested. Dicarboxylic acids are generally better substrates than monocarboxylic acids, although some substituents are able to compensate for the absence of a second acid group. For dicarboxylic acids, the second methylation shows strong pH dependency with an optimum at pH 5.5-6. Potential for application in industrial biotechnol. was demonstrated in a cascade for the production of a bioplastics precursor (FDME) from bioderived 5-hydroxymethylfurfural (HMF).

Angewandte Chemie, International Edition published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C8H5F3N4, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Shao, Changdong published the artcileOxalic acid as the in situ carbon monoxide generator in palladium-catalyzed hydroxycarbonylation of arylhalides, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is Organic & Biomolecular Chemistry (2017), 15(23), 5033-5040, database is CAplus and MEDLINE.

An efficient palladium-catalyzed hydroxycarbonylation reaction of arylhalides using oxalic acid as a CO source was developed. The reaction features high safety, low catalyst loading, and a broad substrate scope, and provided a safe and tractable approach to access a variety of aromatic carboxylic acid compounds Mechanistic studies revealed the decomposition pattern of oxalic acid.

Organic & Biomolecular Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C7H5Cl2NO, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Paridala, Kumaraswamy published the artcileTandem one-pot CO₂ reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids, Quality Control of 1877-71-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(82), 11574-11577, database is CAplus and MEDLINE.

The present study disclosed the synthesis of aryl/vinyl carboxylic acids from Csp²-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO₂ and hydrosilane) as an instant CO-surrogate. Hydrosilane provided hydride for reduction and its oxidation product silanol served as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Quality Control of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics