Tag: 100-200

Experimental and Computational Exploration of para-Selective Silylation with a Hydrogen-Bonded Template was written by Maji, Arun;Guin, Srimanta;Feng, Sheng;Dahiya, Amit;Singh, Vikas Kumar;Liu, Peng;Maiti, Debabrata. And the article was included in Angewandte Chemie, International Edition in 2017.SDS of cas: 697-73-4 This article mentions the following:

The regioselective conversion of C-H bonds into C-Si bonds is extremely important owing to the natural abundance and non-toxicity of silicon. Classical silylation reactions often suffer from poor functional group compatibility, low atom economy, and insufficient regioselectivity. Herein, we disclose a template-assisted method for the regioselective para silylation of toluene derivatives A new template was designed, and the origin of selectivity was analyzed exptl. and computationally. An interesting substrate-solvent hydrogen-bonding interaction was observed Kinetic, spectroscopic, and computational studies shed light on the reaction mechanism. The synthetic significance of this strategy was highlighted by the generation of a precursor of a potential lipophilic bioisostere of γ-aminobutyric acid (GABA), various late-stage diversifications, and by mimicking enzymic transformations. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4SDS of cas: 697-73-4).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.SDS of cas: 697-73-4

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Pd(II)-catalysed meta-C-H functionalizations of benzoic acid derivatives was written by Li, Shangda;Cai, Lei;Ji, Huafang;Yang, Long;Li, Gang. And the article was included in Nature Communications in 2016.Application In Synthesis of 3-Chloro-2,6-difluorobenzoic acid This article mentions the following:

Herein, a general protocol for meta-C-H olefination of benzoic acid derivatives using a nitrile-based sulfonamide template is reported. A broad range of benzoic acid derivatives are meta-selectively olefinated using mol. oxygen as the terminal oxidant. The meta-C-H acetoxylation, product of which is further transformed at the meta-position, is also reported. In the experiment, the researchers used many compounds, for example, 3-Chloro-2,6-difluorobenzoic acid (cas: 225104-76-7Application In Synthesis of 3-Chloro-2,6-difluorobenzoic acid).

3-Chloro-2,6-difluorobenzoic acid (cas: 225104-76-7) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Application In Synthesis of 3-Chloro-2,6-difluorobenzoic acid

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

TBHP/R₄N⁺X^– promoted hydroaroylation of dialkyl azodicarboxylates with methyl arenes, aldehydes, aryl methanols and arylmethyl chlorides was written by Adib, Mehdi;Pashazadeh, Rahim;Rajai-Daryasarei, Saideh;Moradkhani, Fatemeh;Jahani, Mehdi;Gohari, Seyed Jamal Addin. And the article was included in Tetrahedron in 2018.Category: chlorides-buliding-blocks This article mentions the following:

Efficient TBHP/R₄N⁺X^– promoted hydroaroylations of dialkyl azo-1,2-dicarboxylates with Me arenes, aldehydes, aryl methanols and arylmethyl chlorides were described. These oxidation/oxygenation and hydroaroylation processes were carried out by tert-Bu hydroperoxide as terminal oxidant/oxygen source, and were catalyzed by tetrabutylammonium bromide and tricaprylmethylammonium chloride as the driving force. During this investigation, all these hydroaroylating sources were found to be highly efficient reagents without the need of any transition-metal. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Category: chlorides-buliding-blocks).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Category: chlorides-buliding-blocks

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Structure-activity relationship studies of N-(9-benzyl)-9-azabicyclo[3.3.1]nonan-3β-yl benzamide analogues for dopamine D₂ and D₃ receptors was written by Mach, Robert H.;Hammond, Philip S.;Huang, Yunsheng;Yang, Biao;Xu, Yueping;Cheney, Jason T.;Freeman, Rebekah;Luedtke, Robert R.. And the article was included in Medicinal Chemistry Research in 1999.Application In Synthesis of 5-Chloro-2-methoxybenzoic acid This article mentions the following:

A series of benzamide derivatives such as I (R = H, HO, MeO, MeS, O₂N; R¹ = H, Me, MeO; R² = H, Cl; R³ = H, Br, Cl, I, Me, O₂N; R⁴ = H, Br) were prepared in order to determine the nature of the substituent effects in the benzamide aromatic ring on the affinity to dopamine D₂ and D₃ receptors. Both quant. structure-activity relationship and mol. modeling (CoMFA) studies were conducted in order to identify the properties of the substituents important for receptor binding. Although traditional QSAR studies provided nearly identical equations for D₂ and D₃ receptor binding, CoMFA anal. indicated that there are subtle differences in both the steric and electronic properties of the D₂ and D₃ receptor in the region of the receptor recognizing the benzamide aromatic ring. 2,3-Disubstituted benzamides are favored for binding to dopamine D₂ and D₃ receptors; substitution in the 3-position of the benzamides yields compounds selective for the dopamine D₂ receptor. These data should provide useful information in the design of second-generation analogs possessing a higher affinity for D₃ vs. D₂ receptors. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Application In Synthesis of 5-Chloro-2-methoxybenzoic acid).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Application In Synthesis of 5-Chloro-2-methoxybenzoic acid

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Quadruple Functionalized Pyrazole Pharmacophores by One-pot Regioselective [3+2] Cycloaddition of Fluorinated Nitrile Imines and Dicyanoalkenes was written by Zhou, Yin;Gao, Cheng-Feng;Ma, Hai;Nie, Jing;Ma, Jun-An;Zhang, Fa-Guang. And the article was included in Chemistry – An Asian Journal in 2022.Formula: C8H4ClNO This article mentions the following:

A quadruple functionalization approach for the modular construction of fully substituted N1-aryl 3-di/trifluoro-methyl-4/5-cyanopyrazole pharmacophores from readily available hydrazonyl chlorides and dicyanoalkenes was presented. The realization of this [3+2] cycloaddition reaction hinges upon the employment of N-aryl di/trifluoromethyl nitrile imines as the 1,3-dipoles to bypass external synthetic steps and dicyanoalkenes as the dipolarophiles to tune the regioselectivity. This one-pot strategy offered access to a divergent library of cyano analogs of prevalent 3-di/trifluoromethyl pyrazole pharmacophores, among which several compounds have shown potent inhibitory activity towards cyclooxygenase 2 (COX-2) compared with marketed drug Celecoxib. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Formula: C8H4ClNO).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Formula: C8H4ClNO

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Rhodium-Catalyzed Electrooxidative C-H Olefination of Benzamides was written by Zhang, Yan;Struwe, Julia;Ackermann, Lutz. And the article was included in Angewandte Chemie, International Edition in 2020.Reference of 1711-11-1 This article mentions the following:

Metal-catalyzed chelation-assisted C-H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, the authors describe the rhoda-electrocatalyzed C-H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochem. conditions, avoiding stoichiometric chem. oxidants, and with H₂ as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Reference of 1711-11-1).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Reference of 1711-11-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Catalytic reductive desymmetrization of malonic esters was written by Xu, Pengwei;Huang, Zhongxing. And the article was included in Nature Chemistry in 2021.Application of 5335-05-7 This article mentions the following:

Here, a dinuclear zinc complex with a tetradentate ligand could selectively hydrosilylate one of the carbonyls of malonic esters to give α-quaternary β-hydroxyesters I [R¹ = Me, CH₂F, allyl, etc.; R² = Ph, 3-thienyl, 1-naphthyl, etc.] was reported, providing a promising alternative to the desym. hydrolysis using carboxylesterases. The asym. reduction features excellent enantiocontrol that could differentiate sterically similar substituents and high chemoselectivity toward the diester motif of substrates. Together with the versatile preparation of malonic ester substrates and post-reduction derivatization, the desym. reduction had enabled the synthesis of a diverse array of quaternary stereocenters with distinct structural features. In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Application of 5335-05-7).

Chloromethyl benzoate (cas: 5335-05-7) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Application of 5335-05-7

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Benzoic esters and electronic affinities of radicals. III was written by Zaki, Ahmad. And the article was included in Journal of the Chemical Society in 1932.Application In Synthesis of Chloromethyl benzoate This article mentions the following:

The glycol dibenzoates supply evidence for the order Cl > O > H with regard to m-nitration induced by substitution in a saturated chain; the following percentages of m-NO₂ compound were obtained for n = 1, 2 and 3: BzO(CH₂)_n-OBz 80.8, 74.8, 75.8; BzO(CH₂)_nH 72.6, 69.6, 71.8; BzO(CH₂)_nCl 81.9, 75.8, 77.7. Nitration of cyclohexyl benzoates gave the following percentages of m-NO₂ compound: cyclohexyl 67; 2-Me derivative 65.4; 3-Me derivative 67.2; 4-Me derivative 67.3; these figures confirm the hypothesis that the repulsion of electrons is increased by increasing C substitution. Since the values are appreciably higher than those for hexyl benzoate (63.7%), this can only be due to the closure of the ring; ring closure alone, however, which produced but a small effect (3%), can be responsible for only a small fraction of the difference (20%) observed in the benzylamine bases. The percentages of m-nitration of the 3 nitrobenzyl benzoates were: o-76, m- 73, p- 75; these show that all the O₂NC₆H₄CH₂ radicals are less directive than Me. Benzodiethylamide gives an average of 29.5% m-nitration; benzoylpiperidine 31%; benzamide 69%. m-Nitration is therefore considerably lowered by the substitution of the H atoms of the NH₂ group. Aryl benzoates are also discussed. In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Application In Synthesis of Chloromethyl benzoate).

Chloromethyl benzoate (cas: 5335-05-7) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Application In Synthesis of Chloromethyl benzoate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Chemometrical analysis of substituent effects. IV. Additivity of substituent effects in dissociation of 3,5-disubstituted benzoic acids in organic solvents was written by Pytela, Oldrich;Kulhanek, Jiri;Ludwig, Miroslav. And the article was included in Collection of Czechoslovak Chemical Communications in 1994.Recommanded Product: 56961-33-2 This article mentions the following:

Ten 3,5-disubstituted benzoic acids have been synthesized containing all possible combinations of the following substituents: CH₃O, CH₃, Cl/Br, NO₂. The dissociation constants of these acids have been measured in seven organic solvents (methanol, acetone, DMSO, DMF, acetonitrile, pyridine, 1,2-dichloroethane). It has been found that the effect of disubstitution is smaller than that due to interaction of substituents or their solvation and represents only about 0.2% of the effect caused by the individual substituents. The additivity in 3,5-disubstitution is about 2-3 times as good as that in 3,4-disubstitution. The quant. description of substituent effects at the 3 and 5 positions is additive within the range of validity of the Hammett equation irresp. of the type of the substituent constants adopted, the addition of the multiplicative term being statistically insignificant. The solvent effect on 3,4- and 3,5-disubstituted derivatives is somewhat different at the same value of the reaction constant, due predominantly to the specific solvation of the 4-CH₃O and 4-NO₂ groups. In the experiment, the researchers used many compounds, for example, 3-Chloro-5-methylbenzoic acid (cas: 56961-33-2Recommanded Product: 56961-33-2).

3-Chloro-5-methylbenzoic acid (cas: 56961-33-2) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Recommanded Product: 56961-33-2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Nickel-catalyzed reductive benzylation of tertiary alkyl halides with benzyl chlorides and chloroformates was written by Wang, Jiabao;Gong, Yuxin;Sun, Deli;Gong, Hegui. And the article was included in Organic Chemistry Frontiers in 2021.Computed Properties of C8H9Cl This article mentions the following:

Ni-Catalyzed reductive cross-coupling of tertiary alkyl halides with benzyl chlorides and chloroformates has been developed, which provides an efficient method for the construction of benzylated all-carbon quaternary centers in moderate to excellent yields with high functional group tolerance. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Computed Properties of C8H9Cl).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Computed Properties of C8H9Cl

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics