Category: 118-90-1

Ahmed, Riyaz published the artcileTCT-mediated click chemistry for the synthesis of nitrogen-containing functionalities: conversion of carboxylic acids to carbamides, carbamates, carbamothioates, amides and amines, SDS of cas: 118-90-1, the publication is Organic & Biomolecular Chemistry (2022), 20(24), 4942-4948, database is CAplus and MEDLINE.

Reported a s-trichlorotriazine (TCT, also known as cyanuric chloride) mediated one-pot general method for the conversion of carboxylic acids into ubiquitous functionalities such as carbamides, carbamates, carbamothioates, amides and amines. The TCT-mediated activation of acids followed by azidation and heating led to the isocyanate formation via Curtius rearrangement which involved click chem. in the presence of nucleophiles and provided the coupled product. The TCT were employed at ¡Ü40 mol% with respect to the starting materials; however, its bulk availability and low cost provide a unique opportunity towards its applicability in the synthesis of functional mols. The optimized conditions was successfully demonstrated for gram scale synthesis and late-stage functionalization of natural products and drugs such as podophyllotoxin, eugenol, diosgenin, geraniol and fluvoxamine.

Organic & Biomolecular Chemistry published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, SDS of cas: 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Che, Zhiping published the artcileSynthesis of paeonol ester derivatives and their insecticidal, nematicidal, and anti-oomycete activities, HPLC of Formula: 118-90-1, the publication is Pest Management Science (2022), 78(8), 3442-3455, database is CAplus and MEDLINE.

Paeonol is extracted and isolated as a rich and sustainable natural bioresource from the root bark of Paeonia suffruticosa, the derivatives of which exhibit numerous biol. activities. It is well known that ester compounds play a very important role in pest control, such as organophosphorus, carbamate and pyrethroid pesticides. To discover biorational natural product-based pesticides, three series of (60) paeonol ester derivatives (7a-t, 8g,p, 9g,p, 10g-j,n-u, 11g,u, 12g,u, 13a-p, 14b,c, and 15b,c) were prepared by structural modification of paeonol, and their structures were well characterized by proton NMR (¹H-NMR), carbon-13 NMR (¹³C-NMR), high-resolution mass spectrometry (HRMS), and m.p. Furthermore, we assessed the compounds as insecticidal, nematicidal, and anti-oomycete agents against three serious agricultural pests, Mythimna separata, Heterodera glycines, and Phytophthora capsici. Among all tested compounds: (i) compound 8p showed more significant insecticidal activity than toosendanin, and the final mortality rates of 8p and toosendanin against M. separata (1 mg mL^-1) were 70.4%, and 51.9%, resp.; (ii) compound 7a exhibited more promising nematicidal activity than paeonol, and the median lethal concentration (LC₅₀) values of 7a and 1 against H. glycines were 15.47 and 50.80 mg L^-1, resp.; (iii) compounds 7n and 13m displayed more significant anti-oomycete activity compared to zoxamide against Phytophthora capsici, and the median effective concentration (EC₅₀) values of 7n, 13m, and zoxamide were 23.72, 24.51, and 26.87 mg L^-1, resp.; and the protective effect of the compounds against Phytophthora capsici in vivo further confirmed the effectiveness of the agents. This study suggested that the introduction of a nitro at the C5 or C3 position of paeonol could improve its bioactivity against M. separata, H. glycines, and Phytophthora capsici.

Pest Management Science published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, HPLC of Formula: 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Hong-Xia published the artcileSynthesis of Acyl Hydrazides via a Radical Chemistry of Azocarboxylic tert-Butyl Esters, Product Details of C8H8O2, the publication is Journal of Organic Chemistry (2022), 87(10), 6573-6587, database is CAplus and MEDLINE.

A new chem. of azo compounds, i.e., addition of free radicals generated in situ to access various acyl hydrazides, has been developed. The protocol provides a novel strategy for the synthesis of valuable acyl hydrazides. The transformation features mild reaction conditions, good tolerance of functional groups, and a broad substrate scope. In view of the importance of acyl hydrazides in functional materials and medicinal chem., this approach would find broad applications.

Journal of Organic Chemistry published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C6H13NO2, Product Details of C8H8O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhou, Xiao published the artcileNickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process, Product Details of C8H8O2, the publication is Advanced Synthesis & Catalysis (2022), 364(9), 1526-1531, database is CAplus.

A sustainable Ni-catalyzed reductive acylation reaction of carboxylic acids via an electrochem. pathway was presented, affording a ketones ArC(O)R [Ar = Ph, 4-MeC₆H₄, 4-PhC₆H₄, etc.; R = n-Bu, CH(Me)₂, CH₂Cy, etc.] as major products. The reaction proceeded at ambient temperature using unactivated alkyl halides and N-hydroxyphthalimide (NHP) esters as coupling partners, which exhibited several synthetic advantages, including mild conditions and convenience of amplification (58% yield for 6 mmol scale reaction).

Advanced Synthesis & Catalysis published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C6H8O6, Product Details of C8H8O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Morrelli, Derek published the artcileRole of solvent dielectric constant on the enthalpy-entropy compensation in the hindered amide bond rotation, Product Details of C8H8O2, the publication is Chemical Physics Letters (2022), 139412, database is CAplus.

Dynamic NMR (DNMR) experiments are performed on a series of analogs derived from N, N-diethyl-m-toluamide (DEET) in six different solvents of varying dielec. constant from toluene-d₈ (¦Å = 2.38) to DMSO-d₆ (¦Å = 46.7). The thermodn. parameters of the restricted rotation to the solvent dielec. constant do not have a straightforward correlation relationship between them. However, the activation enthalpy and entropy of more than sixty different exptl. measurements indicate that enthalpy-entropy compensation (EEC) was independent of the solvent condition with a compensation temperature of 287.81 ¡À 3.95 K. The results, therefore, support the broader role of EEC on the partial amide bond dynamics in the DEET analogs over the temperature range studied.

Chemical Physics Letters published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, Product Details of C8H8O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lu, Dong published the artcileCu-Catalyzed Dual C-O Bonds Cleavage of Cyclic Ethers with Carboxylic Acids, NaI, and TMSCF₃ to Give Iodoalkyl Ester, Computed Properties of 118-90-1, the publication is Organic Letters (2022), 24(15), 2826-2831, database is CAplus and MEDLINE.

Herein, by dual C-O bonds cleavage of cyclic ethers with Cu-catalysis led to the development of a selective three-component coupling of com. available chems., carboxylic acids, ethers, and halogens to synthesize iodoalkyl esters RC(O)OR¹ [R = Ph, 2-furyl, 4-BrC₆H₄, etc.; R¹ = (CH₂)₄-I, n-decyl, (CH₂)₅-I, etc.] in the presence of TMSCF₃ was reported. This allowed for the concise synthesis of highly functionalized iodoalkyl esters directly. And the synthetic insect pheromones were also disclosed.

Organic Letters published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, Computed Properties of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Xiong, Yang published the artcileVisible Light-Mediated Dearomative Hydrogen Atom Abstraction/ Cyclization Cascade of Indoles, Quality Control of 118-90-1, the publication is Angewandte Chemie, International Edition (2022), 61(18), e202200555, database is CAplus and MEDLINE.

The photochem. synthesis of yet unknown 2-oxospiro[azetidine-3,3′-indolines] (17 examples, 80-95% yield), 2,4-dioxospiro[azetidine-3,3′-indolines] (eight examples, 87-97% yield), and 1-oxo-1,3-dihydrospiro[indene-2,3′-indolines] (17 examples, 85-97% yield) is described. Starting from readily accessible 3-substituted indoles, a dearomatization of the indole core was accomplished upon irradiation at ¦Ë=420 nm in the presence of thioxanthen-9-one (10 mol%) as the sensitizer. Based on mechanistic evidence (triplet energy determination, deuteration experiments, byproduct anal.) it is proposed that the reaction proceeds by energy transfer via a 1,4- or 1,5-diradical intermediate. The latter intermediates are formed by excited state hydrogen atom transfer from suitable alkyl groups within the C3 substituent to the indole C2 carbon atom. Subsequent ring closure proceeds with pronounced diastereoselectivity to generate a 4- or 5-membered spirocyclic dearomatized product with several options for further functionalization.

Angewandte Chemie, International Edition published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C7H11N, Quality Control of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gaikwad, Mahadev published the artcileSynthesis, characterization and anti-microbial screening of novel substituted thiadiazole-5-aminotetrazoles, SDS of cas: 118-90-1, the publication is Chemistry & Biology Interface (2022), 12(1), 1-6, database is CAplus.

An efficient and green synthesis of substituted thiadiazole-5-aminotetrazoles I [R = Ph, benzyl, cinnamyl, etc.] were prepared in-situ by reaction of cyanogen bromide and sodium azide to generate a cyanogen azide as an intermediate in acetonitrile. The cyclization reaction of cyanogen azide and substituted thiadiazoles containing primary amines in acetonitrile-water solvent media, gave the intermediate 1-substituted 5-aminotetrazoles in good yield. In addition, to further evaluate the role of synthesized mols. for antimicrobial activities, and it’s found that compound I [R = 4-O₂NC₆H₄, 2-IC₆H₄] showed a good antimicrobial for broad range of bacterial and fungal pathogens.

Chemistry & Biology Interface published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, SDS of cas: 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Verdirosa, Federica published the artcile1,2,4-Triazole-3-Thione Analogues with a 2-Ethylbenzoic Acid at Position 4 as VIM-type Metallo-¦Â-Lactamase Inhibitors, SDS of cas: 118-90-1, the publication is ChemMedChem (2022), 17(7), e202100699, database is CAplus and MEDLINE.

Metallo-¦Â-lactamases (MBLs) are increasingly involved as a major mechanism of resistance to carbapenems in relevant opportunistic Gram-neg. pathogens. Unfortunately, clin. efficient MBL inhibitors still represent an unmet medical need. We previously reported several series of compounds based on the 1,2,4-triazole-3-thione scaffold. In particular, Schiff bases formed between diversely 5-substituted-4-amino compounds and 2-carboxybenzaldehyde were broad-spectrum inhibitors of VIM-type, NDM-1 and IMP-1 MBLs. Unfortunately, these compounds were unable to restore antibiotic susceptibility of MBL-producing bacteria, probably because of poor penetration and/or susceptibility to hydrolysis. To improve their microbiol. activity, we synthesized and characterized compounds where the hydrazone-like bond of the Schiff base analogs was replaced by a stable Et link. This small change resulted in a narrower inhibition spectrum, as all compounds were poorly or not inhibiting NDM-1 and IMP-1, but showed a significantly better activity on VIM-type enzymes, with Ki values in the ¦ÌM to sub-¦ÌM range. The resolution of the crystallog. structure of VIM-2 in complex with one of the best inhibitors yielded valuable information about their binding mode. Interestingly, several compounds were shown to restore the ¦Â-lactam susceptibility of VIM-type-producing E. coli laboratory strains and also of K. pneumoniae clin. isolates. In addition, selected compounds were found to be devoid of toxicity toward human cancer cells at high concentration, thus showing promising safety.

ChemMedChem published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C10H9NO, SDS of cas: 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Talari, Kalpana published the artcileGas chromatography-mass spectrometric determination of organic acids by ion pair liquid extraction followed by in-situ butylation from aqua feed samples, Name: 2-Methylbenzoic acid, the publication is European Journal of Mass Spectrometry (2022), 28(1-2), 25-34, database is CAplus and MEDLINE.

A rapid and sensitive anal. method was developed to quant. determine organic acids (OAs) from fish feed samples extracted by ion-pair (IP) solvent extraction, followed by in-situ butylation and gas chromatog.-mass spectrometric (GC-MS) anal. The extraction of OAs was carried out with acetonitrile containing 10 mM tetrabutylammonium hydroxide (TBAH), and the analytes were derivatized to their Bu esters in the injection port of the GC-MS system. The developed method was validated in the range of 1-5000 ng/g, with recoveries ranging from 93-117%. The limit of detection (LOD) and limit of quantification (LOQ) of the method was 1-5 ng/g and 2-10 ng/g, resp., yielding good linearity (R² > 0.9990) and precision with a relative standard deviation less than 10%. The proposed method was successfully applied to analyze OAs in sinking and floating fish feed samples. The analyzed samples showed the presence of benzoic, succinic, fumaric, glutaric, adipic, and phthalic acids in sinking feed samples; and benzoic, succinic, adipic, phthalic acids in floating feed samples, resp.

European Journal of Mass Spectrometry published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C10H14O2, Name: 2-Methylbenzoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia