Tag: 200-300

Synthesis of highly active juvenile hormone analogs, juvocimene I and II, from the oil of sweet basil, Ocimum basilicum L was written by Nishida, Ritsuo;Bowers, William S.;Evans, Philip H.. And the article was included in Journal of Chemical Ecology in 1984.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Juvocimene I and II (I, R = CH:CMe₂, 3,3-dimethyl-2-oxiranyl, resp.) were isolated from the oil of O. basilicum and their structures determined by synthesis from p-MeOC₆H₄(CH₂)₃Br and Me₂C:CHCH(OAc)CH₂CHMeEt. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Behavior of mixed halogenated phenols in the Zincke method of nitration was written by Raiford, L. Chas.;Miller, Glen R.. And the article was included in Journal of the American Chemical Society in 1933.Category: bromides-buliding-blocks This article mentions the following:

In the nitration of mixed halogenated phenols and cresols it is shown that when Br occupies both the o- and p-positions, isomeric mono-NO₂ compounds may be formed; a phenol having H in 1 o-position and Br in the other may undergo nitration at both positions in the same experiment Cl is not replaceable by the NO₂ group under the conditions studied. Further evidence is reported to support the view that, in general, only 1 Ac-Bz derivative can be prepared from an o-aminophenol, regardless of the order of the introduction of the acyl radicals. o-ClC₆H₄OH and Br in CCl₄ give 87% of the 4-Br derivative, m. 48-9°; p-ClC₆H₄OH gives 62% of the 2-Br derivative, m. 121-3° (Bz derivative, m. 99-100°). 2-Bromo-6-chloro-p-cresol, b₃ 127-8°, m. 30° (69% yield); 2,3-di-Br derivative, pale brown, m. 80-1°; 2,3,5-tri-Br derivative, m. 197-8°. 2,4-BrClC₆H₃OH gives 34% of the 6-NO₂ derivative, m. 112°; 2,4-ClBrC₆H₃OH gives a mixture of the 6-NO₂ derivative and 2,4-Cl(O₂N)C₆H₃OH; 2,4,6-BrCl₂C₆H₂OH gives 4,6,2-Cl₂(O₂N)C₆H₃OH, while 2,6,4-Cl₂BrC₆H₂OH gives 2,6,4-Cl₂(O₂N)C₆H₂OH. 2,6,4-Br₂ClC₆H₂OH gives 2,4,6-BrCl(O₂N)C₆H₂OH, while 4,6,2-Br₂ClC₆H₂OH gives a mixture of 2,6,4- and 2,4,6-ClBr(O₂N)C₆H₂OH. 2,3,4,5,6-MeBr₃ClC₆OH gives 2,3,5,6,4-MeBr₂Cl(O₂N)C₆OH, m. 182-3° (91% yield); the isomeric 2,3,5,6,4-MeBr₃ClC₆OH gives 87% of 2-methyl-3,5-dibromo-4-chloro-6-nitrophenol, yellow, m. 149-50° (Bz derivative, m. 131-2°). 3,4,6-MeClBrC₆H₂OH gives 25% of 3-methyl-4-chloro-6-nitrophenol (I), yellow, m. 133-4°, and also 2-nitro-3-methyl-4-chloro-6-bromophenol, yellow, m. 103-4°. 3,4,2,6-MeClBr₂C₆HOH gives nearly quant. 2-bromo-3-methyl-4-chloro-6-nitrophenol, yellow, m. 87°, also formed by bromination of I. 2,3,4,5-Br₂MeClC₆HOH gives 2-nitro-3-bromo-4-methyl-6-chlorophenol, yellow, m. 109-10°; 2,3,5,4,6-Br₃MeClC₆OH gives 2-nitro-3,5-dibromo-4-methyl-6-chlorophenol, pale yellow, m. 157-8°. 4-Chloro-6-amino-o-cresol, gray, m. 107°; N,O-di-Ac derivative, pink, m. 195-6°; acetylamino derivative, brown, m. 110°; N-Bz-O-Ac derivative, m. 159°; benzoylamino derivative, brown, m. 203°. 2-Amino-4-chloro-6-bromo-m-cresol, brown, m. 131-2°; N,O-di-Ac derivative, m. 215°; N-Ac derivative, brown, m. 184-5°; N-Bz-O-Ac derivative, m. 166-7°; N-Bz derivative, m. 247°. 2-Bromo-4-chloro-6-amino-m-cresol, pale brown, m. 111-2°; N,O-di-Ac derivative, m. 220°; N-Ac derivative, pale brown, m. 180° (decomposition); N-Bz-O-Ac derivative, pink, m. 189°; N-Bz derivative, brownish, m. 192-3°; N,O-di-Bz derivative, m. 191°. 2-Amino-3-bromo-6-chloro-p-cresol, brownish, m. 146-7°; N,O-di-Ac derivative, m. 194-5°; N-Ac derivative, brown, m. 149-9.5°; N-Bz-O-Ac derivative, m. 220-1°; N-Bz derivative, pale brown, m. 178°. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2Category: bromides-buliding-blocks).

4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Responsive Magnetic Resonance Imaging Contrast Agent for Detection of Excess Copper(II) in the Liver In Vivo was written by Paranawithana, Namini N.;Martins, Andre F.;Clavijo Jordan, Veronica;Zhao, Piyu;Chirayil, Sara;Meloni, Gabriele;Sherry, A. Dean. And the article was included in Journal of the American Chemical Society in 2019.Application of 6515-58-8 This article mentions the following:

The design, synthesis, and properties of a new gadolinium-based copper-responsive magnetic resonance imaging (MRI) contrast agent is presented. The sensor (GdL₁) has high selectivity for copper ions and exhibits a 43% increase in r₁ relaxivity (20 MHz) upon binding to 1 equiv of Cu²⁺ in aqueous buffer. Interestingly, in the presence of physiol. levels of human serum albumin (HSA), the r₁ relaxivity is amplified further up to 270%. Addnl. spectroscopic and X-ray absorption spectroscopy (XAS) studies show that Cu²⁺ is coordinated by two carboxylic acid groups and the single amine group on an appended side chain of GdL₁ and forms a ternary complex with HSA (GdL₁-Cu²⁺-HSA). T₁-weighted in vivo imaging demonstrates that GdL₁ can detect basal, endogenous labile copper(II) ions in living mice. This offers a unique opportunity to explore the role of copper ions in the development and progression of neurol. diseases such as Wilson’s disease. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Application of 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application of 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Efficient preparation of unsymmetrical disulfides by nickel-catalyzed reductive coupling strategy was written by Wang, Fei;Chen, Ying;Rao, Weidong;Ackermann, Lutz;Wang, Shun-Yi. And the article was included in Nature Communications in 2022.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Disulfides are widely found in natural products and find a wide range of applications in life sciences, materials chem. and other fields. The preparation of disulfides mainly rely on oxidative couplings of two sulfur containing compounds This strategy has many side reactions and other shortcomings. Herein, authors describe the reductive nickel-catalyzed cross-electrophile coupling of unactivated alkyl bromides with sym. alkyl- and aryltetrasulfides to form alkyl-alkyl and aryl-alkyl unsym. disulfides. This approach for disulfide synthesis is practical, relies on easily available, unfunctionalized substrates, and is scalable. Author investigated the mechanism of this transformation and found that the tetrasulfide compound does not selectively break the central S-S bond, but regio-selectively generates trisulfide intermediates. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry was written by Kubota, Koji;Baba, Emiru;Seo, Tamae;Ishiyama, Tatsuo;Ito, Hajime. And the article was included in Beilstein Journal of Organic Chemistry in 2022.HPLC of Formula: 162258-89-1 This article mentions the following:

This study describes the solid-state palladium-catalyzed cross-coupling between aryl halides and bis(pinacolato)diboron using ball milling. The reactions were completed within 10 min for most aryl halides to afford a variety of synthetically useful arylboronates in high yields. Notably, all exptl. operations could be performed in air, and did not require the use of large amounts of dry and degassed organic solvents. The utility of this method was further demonstrated by gram-scale synthesis under solvent-free, mechanochem. conditions. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1HPLC of Formula: 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.HPLC of Formula: 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel inhibitors of bacterial virulence: Development of 5,6-dihydrobenzo[h]quinazolin-4(3H)-ones for the inhibition of group A streptococcal streptokinase expression was written by Yestrepsky, Bryan D.;Xu, Yuanxi;Breen, Meghan E.;Li, Xiaoqin;Rajeswaran, Walajapet G.;Ryu, Jenny G.;Sorenson, Roderick J.;Tsume, Yasuhiro;Wilson, Michael W.;Zhang, Wenpeng;Sun, Duxin;Sun, Hongmin;Larsen, Scott D.. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Resistance to antibiotics is an increasingly dire threat to human health that warrants the development of new modes of treating infection. The authors recently identified CCG-2979 as an inhibitor of the expression of streptokinase, a critical virulence factor in Group A Streptococcus that endows blood-borne bacteria with fibrinolytic capabilities. The authors describe the synthesis and biol. evaluation of a series of novel 5,6-dihydrobenzo[h]quinazolin-4(3H)-one analogs of CCG-2979 undertaken with the goal of improving the modest potency of the lead. In addition to achieving an over 35-fold increase in potency, the authors identified structural modifications that improve the solubility and metabolic stability of the scaffold. The efficacy of two new compounds CCG-203592 and CCG-205363 against biofilm formation in Staphylococcus aureus represents a promising addnl. mode of action for this novel class of compounds In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Diastereo- and enantioselective conjugate addition of α-ketoesters to nitroalkenes catalyzed by a chiral Ni(OAc)2 complex under mild conditions was written by Nakamura, Ayako;Lectard, Sylvain;Hashizume, Daisuke;Hamashima, Yoshitaka;Sodeoka, Mikiko. And the article was included in Journal of the American Chemical Society in 2010.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

A highly efficient, catalytic, diastereo- and enantioselective conjugate addition of α-ketoesters to nitroalkenes has been devised. The reaction was applicable to various substrates. Notably, the combination of endogenous and exogenous bases was effective, allowing a small amount of the catalyst (0.1-1 mol % Ni) to promote the reaction efficiently. The synthetic utility of this reaction was demonstrated in the synthesis of substituted pyrrolidine derivatives, whose stereochem. is closely related to biol. important natural products such as kainic acid. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides was written by Peng, Long;Li, Zheqi;Yin, Guoyin. And the article was included in Organic Letters in 2018.Synthetic Route of C10H13BrO This article mentions the following:

A method to access 1,1-diarylalkanes from readily available, nonactivated alkyl bromides and aryl bromides via visible-light-driven nickel and iridium dual catalysis, wherein diisopropylamine (iPr₂NH) is used as the terminal stoichiometric reductant, is reported. Both primary and secondary alkyl bromides can be successfully transformed into the migratory benzylic arylation products with good selectivity. Addnl., this method showcases tolerance toward a wide array of functional groups and the presence of bases. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Synthetic Route of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Synthetic Route of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of novel 1-arylmethylpyrrolidin-2-ylethanolamines as calcium-sensing receptor antagonists was written by Gavai, Ashvinikumar V.;Vaz, Roy J.;Mikkilineni, Amarendra B.;Roberge, Jacques Y.;Liu, Yalei;Lawrence, R. Michael;Corte, James R.;Yang, Wu;Bednarz, Mark;Dickson, John K.;Ma, Zhengping;Seethala, Ramakrishna;Feyen, Jean H. M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Product Details of 6515-58-8 This article mentions the following:

A 3D quant. structure-activity relationship study for inhibition of the calcium-sensing receptor in the aryloxypropanolamine series predicted that these mols. adopt a U-shaped conformation with pi-stacking between the two aromatic rings. This hypothesis led to the discovery of novel 1-arylmethylpyrrolidin-2-ylethanolamines capable of antagonizing the calcium-sensing receptor with potency comparable to that of NPS-2143. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Product Details of 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Highly selective electroreductive linear dimerization of electron-deficient vinylarenes was written by Ning, Shulin;Zheng, Lianyou;Bai, Ya;Wang, Shutao;Wang, Siyu;Shi, Lingling;Gao, Qiansong;Che, Xin;Zhang, Zhuoqi;Xiang, Jinbao. And the article was included in Tetrahedron in 2021.HPLC of Formula: 474709-71-2 This article mentions the following:

A direct electroreductive dimerization of electron-deficient vinylarenes R¹R²C:CR³R⁴ (R¹ = Ph, 4-NCC₆H₄, pyridin-4-yl, etc., R² = R³ = R⁴ = H; R¹ = 4-EtO₂CC₆H₄, R² = Me, Ph, R³ = R⁴ = H; R¹ = 4-MeO₂CC₆H₄, R² = H, R³ = Me, R⁴ = H, Me; etc.) for the synthesis of 1,4-diarylbutanes R¹R²CH-CR³R⁴-CR³R⁴-CHR¹R² as been developed using a simple undivided cell with inexpensive carbon electrodes at room temperature The control and deuterium-labeling experiments of electroreductive dimerization suggest that the hydrogen source comes from the solvent CH₃CN. This protocol provides a mild and efficient route for the construction of C-C bond in moderate to good yields with high regioselectivity and broad substrate scope. In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2HPLC of Formula: 474709-71-2).

Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.HPLC of Formula: 474709-71-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary