Category: bromides-buliding-blocks

Enantioselective Synthesis of 3-Methyleneindan-1-ols via a One-Pot Allylboration-Heck Reaction of 2-Bromobenzaldehydes was written by Calder, Ewen D. D.;Sutherland, Andrew. And the article was included in Organic Letters in 2015.Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

A novel, one-pot allylboration-Heck reaction of 2-bromobenzaldehydes has been developed for the general and efficient synthesis of 3-methyleneindan-1-ols I [R = 6-OMe, 5-Me, 6-F, etc.]. Modification of the one-pot procedure to include chiral Bronsted acid catalyzed allylation has allowed the preparation of these building blocks in high enantioselectivity and excellent yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Porphyrazines with bulky peripheral pyrrolyl substituents – Synthesis via microwave-assisted Suzuki-Miyaura cross-coupling reaction, optical and electrochemical properties was written by Szczolko, Wojciech;Koczorowski, Tomasz;Wicher, Barbara;Kryjewski, Michal;Krakowska, Zuzanna;Tykarska, Ewa;Goslinski, Tomasz. And the article was included in Dyes and Pigments in 2022.Synthetic Route of C4H4BrNO2 This article mentions the following:

Synthesis of novel aminoporphyrazines with peripheral 3,4-dihalide-2,5-dimethylpyrrol-1-yl and dimethylamino peripheral groups is reported. Cross-coupling Suzuki-Miyaura reaction with phenylboronic acid was used to convert magnesium(II) porphyrazine with dimethylamino and 3,4-dibromo-2,5-dimethylpyrrol-1-yl groups to an analog with bulky 2,5-dimethyl-3,4-diphenylpyrrol-1-yl moieties. Microwave-assisted organic synthesis approaches were used in the Paal-Knorr reaction leading to the modified diaminomaleonitrile intermediates and the Suzuki-Miyaura reaction, which allowed the obtaining of porphyrazine derivative All compounds were characterized using UV-Vis, ¹H and ¹³C NMR, including 2D techniques, as well as MS (ES or MALDI). An X-ray anal. of magnesium(II) porphyrazine with peripheral 3,4-dibromo-2,5-dimethylpyrrol-1-yl and dimethylamino substituents was also performed. The electrochem. properties of all obtained porphyrazine macrocycles were assessed using cyclic and differential pulse voltammetry. The susceptibility of new macrocycles to oxidation/reduction processes depended on the presence of halide substituents in their macrocyclic periphery. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Synthetic Route of C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Synthetic Route of C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A controlled and selective bromination of phenols by benzyltriphenylphosphonium tribromide was written by Hajipour, Abdol Reza;Mallakpour, Shadpour E.;Imanieh, Hassein;Pourmousavi, Seied Ali. And the article was included in Journal of Chemical Research, Synopses in 2002.Category: bromides-buliding-blocks This article mentions the following:

Reactions of phenols with benzyltriphenylphosphonium tribromide in dichloromethane-MeOH mixture (2:1) gave mono, di and tri brominated phenols at room temperature with high selectivity and good yields. 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. 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 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Silica-supported boron trifluoride (BF₃-SiO₂), an efficient, environment friendly and recyclable catalyst for the one-pot synthesis of 4(3H)-quinazolinones was written by Wu, Liqiang;Ma, Weiwei;Yang, Limin;Yan, Fulin. And the article was included in Asian Journal of Chemistry in 2010.Application In Synthesis of 3,4-Dibromoaniline This article mentions the following:

A simple and efficient synthesis of 4(3H)-quinazolinones was accomplished by the one-pot condensation of anthranilic acid, tri-Et orthoformate and primary amines under solvent-free conditions in the presence of BF₃-SiO₂. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Application In Synthesis of 3,4-Dibromoaniline).

3,4-Dibromoaniline (cas: 615-55-4) 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. 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.Application In Synthesis of 3,4-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Probing Polymer Chain Folding in Solution Using Second Harmonic Light Scattering was written by Sarkar, Ramkrishna;Mishra, Kamini;Harshita;Das, Puspendu Kumar;Ramakrishnan, S.. And the article was included in Langmuir in 2021.Quality Control of 15-Bromopentadecanoic acid This article mentions the following:

Periodically grafted amphiphilic copolymers (PGACs) were earlier shown by us to adopt a zigzag folded conformation in the solid state, which enabled the backbone and pendant segments to segregate and occupy alternate layers in a lamellar structure. The conformational transition from a random coil to a zigzag folded chain in solution is an interesting problem, which is largely unexplored. To examine this, an orthogonally clickable parent polyester was sequentially clicked with two types of poly(ethylene glycol) (PEG) segments: one is a simple PEG and the other is a PEG that carries a dipolar chromophore. These two hydrophilic PEG segments, installed in a periodic and alternating fashion along the hydrocarbon-rich (HC) polyester backbone, ensure that the Janus folded chains are formed upon folding and carry chromophoric dipoles oriented along the same direction, thereby generating a large net dipole. The folding-induced alignment of chromophores in solution was followed using second harmonic light scattering (SHLS), wherein the intensity of the frequency-doubled scattered light (I_2ω) is measured. Folding was induced by adding a polar solvent, like methanol, to a chloroform solution of the polymer; methanol desolvates the HC backbone but solubilizes the pendant PEG segments, thus inducing folding. The second harmonic intensity (I_2ω) increased initially with methanol concentration and then saturated; in contrast, I_2ω remained invariant with the solvent composition in the case of an analogous model chromophore. Furthermore, in a model PGAC carrying chromophore-bearing PEG segments on every repeat unit, I_2ω decreased with increasing methanol composition, revealing the formation of a centrosym. folded chain, wherein the chromophoric dipoles on either side cancel each other. Thus, this study clearly reveals that the zigzag chain folding of PGACs can be induced by a segment-selective solvent, resulting in the rather elusive directional ordering of chromophoric dipoles in solution In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Quality Control of 15-Bromopentadecanoic acid).

15-Bromopentadecanoic acid (cas: 56523-59-2) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Quality Control of 15-Bromopentadecanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Expeditious synthesis of 1-aminoindane derivatives achieved by [1,4]-hydride shift mediated C(sp³)-H bond functionalization was written by Mori, Keiji;Kurihara, Kazuki;Akiyama, Takahiko. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.Name: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

Described herein is a [1,4]-hydride shift mediated expeditious synthesis of 1-aminoindane derivatives A wide variety of substrates could be employed in this reaction to afford various indane derivatives in good to excellent chem. yields. E.g., The desired [1,4]-hydride shift process was realized when benzylidenemalonate (I) was employed as the substrate. Upon treatment of I with 5 mol% Yb(OTf)₃ in refluxing ClCH₂CH₂Cl, the desired reaction proceeded smoothly to afford indane derivative II in a quant. yield with a short reaction time (0.5 h). Examination of the amine moiety revealed that the sterically hindered amine is the key to achieving both low catalyst loading and excellent chem. yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Name: 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Neighboring-group effects on the rate of metal ion catalyzed decarboxylation of dimethyloxalacetic acid was written by Claus, Kenneth G.;Rund, John V.. And the article was included in Inorganic Chemistry in 1969.Application of 22426-14-8 This article mentions the following:

Some rates of the metal ion catalyzed reaction of dimethyloxalacetic acid to give 2-oxo-3-methylbutanoic acid and CO2 are reported. The catalysts are 1:1 complexes of 2-substituted 1,10-phenanthrolines with zinc (II) and manganese (II). In the complexes, the substituents are quite close to the metal ions and could affect the reaction rate by several modes of interaction with the metal or the substrate. The principal effect in zinc complexes is the result of the electron-donating power of the substituent. For manganese complexes, steric inhibition of the approach of the substrate to the metal ion seems to be more important. Some amine substituents are examined to see whether they may be able to react directly with the substrate. The syntheses for some new phenanthroline derivatives are reported. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Application of 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and antibacterial activities of cadiolides A, B and C and analogues was written by Boulange, Agathe;Parraga, Javier;Galan, Abraham;Cabedo, Nuria;Leleu, Stephane;Sanz, Maria Jesus;Cortes, Diego;Franck, Xavier. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Application of 108940-96-1 This article mentions the following:

A one-pot multicomponent synthesis of natural butenolides named cadiolides A, B, C and analogs has been realized. An antibacterial structure activity relationship shows that the presence of phenolic hydroxyl groups and the number and position of bromine atoms on the different aromatic rings are important features for antibacterial activity, besides it was demonstrated the tolerance of both benzene and furan ring at position 3 of the butenolide nucleus. Furthermore, none of the most relevant antibacterial compounds showed any cytotoxicity in freshly isolated human neutrophils. The synthesis of the target compounds was achieved using 6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one derivatives and 6-(2-furanyl)-2,2-dimethyl-4H-1,3-dioxin-4-one as key intermediates. The title compounds thus formed included (5Z)-3-(4-hydroxybenzoyl)-4-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylene]-2(5H)-furanone derivatives, (5Z)-3-(3,5-dibromo-4-hydroxybenzoyl)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2(5H)-furanone (i.e., cadiolide B). In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Application of 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. 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.Application of 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of a novel chemotype of potent human ENaC blockers using a bioisostere approach. Part 1: Quaternary amines was written by Hunt, Thomas;Atherton-Watson, Hazel C.;Axford, Jake;Collingwood, Stephen P.;Coote, Kevin J.;Cox, Brian;Czarnecki, Sarah;Danahay, Henry;Devereux, Nick;Howsham, Catherine;Hunt, Peter;Paddock, Victoria;Paisley, Derek;Young, Alice. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Computed Properties of C10H13BrO This article mentions the following:

We report the identification of a novel series of human epithelial sodium channel (ENaC) blockers that are structurally distinct from the pyrazinoyl guanidine chemotype found in prototypical ENaC blockers such as amiloride. Following a rational design hypothesis a series of quaternary amines were prepared and evaluated for their ability to block ion transport via ENaC in human bronchial epithelial cells (HBECs). Compound 11 has an IC₅₀ of 200 nM and is efficacious in the Guinea-pig tracheal p.d. (TPD) model of ENaC blockade with an ED₅₀ of 44 μg kg^-1 at 1 h. As such, pyrazinoyl quaternary amines represent the first examples of a promising new class of human ENaC blockers. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Computed Properties of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Computed Properties of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A chemoselective Reformatsky-Negishi approach to α-haloaryl esters was written by Wong, Brian;Linghu, Xin;Crawford, James J.;Drobnick, Joy;Lee, Wendy;Zhang, Haiming. And the article was included in Tetrahedron in 2014.Recommanded Product: 2178-24-7 This article mentions the following:

A practical synthesis of α-haloaryl esters was achieved via a chemoselective Negishi coupling of poly-halogenated aromatics and Reformatskii reagents in the presence of catalytic Pd(dba)₂ and Xantphos. This chem. tolerates a variety of aryl halides and was successfully applied to the synthesis of Ibuprofen. The α-haloaryl ester products, exemplified by Et 2-(4-bromo-2-chlorophenyl)acetate , can be further functionalized via palladium or copper catalysis to afford an array of α-aryl esters. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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. 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.Recommanded Product: 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary