Author: Jessica.F

Copper-Catalyzed Cross-Coupling of Functionalized Alkyl Halides and Tosylates with Secondary and Tertiary Alkyl Grignard Reagents was written by Ren, Peng;Stern, Lucas-Alexandre;Hu, Xile. And the article was included in Angewandte Chemie, International Edition in 2012.HPLC of Formula: 14425-64-0 This article mentions the following:

A highly efficient method for the cross-coupling of non-activated and functionalized alkyl halides and tosylates with secondary and tertiary alkyl Grignard reagents has been developed. The copper-based method is remarkably practical and general. The wide scope, and especially the tolerance to a large number of important yet sensitive functional groups, make this method attractive for the streamlined synthesis of functional mols. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0HPLC of Formula: 14425-64-0).

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. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.HPLC of Formula: 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chemoselective and metal-free reduction of 浼?灏?unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate was written by Temperini, Andrea;Ballarotto, Marco;Siciliano, Carlo. And the article was included in RSC Advances in 2020.HPLC of Formula: 108940-96-1 This article mentions the following:

The carbon-carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-Ph selenocarbonate with hydrochloric acid in ethanol. This mild, metal-free and exptl. simple reduction procedure displays considerable functional-group compatibility, products are obtained in good to excellent yields, and the use of toxic Se/CO mixture and NaSeH, or the smelly and air-sensitive benzeneselenol, is avoided. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1HPLC of Formula: 108940-96-1).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of polycitrin A and 3,4-bis(4-hydroxyphenyl)pyrrole derivatives related to polycitone A was written by Winklhofer, Christian;Terpin, Andreas;Peschko, Christian;Steglich, Wolfgang. And the article was included in Synthesis in 2006.Name: 3,5-Dibromo-4-methoxybenzaldehyde This article mentions the following:

The oxidative condensation of 3-arylpyruvic acids, e.g. I, with arylethylamines, e.g. 4-MeOC₆H₄CH₂CH₂NH₂, to give 3,4-diarylpyrrole-2,5-dicarboxylic acids, e.g. II (R = OH) , was used for an efficient synthesis of polycitrin A (III). Investigation of the bromine-mediated degradation of acid II (R = OH) to maleimide IV (R¹₂ = O) suggested that the corresponding 2,5-dibromopyrrole and 5,5-dimethoxy-3-pyrroline-2-one IV (R¹ = MeO) are intermediates in this process. The debromo analog of polycitone A V was prepared in two steps from pyrrole dicarboxylic acid diester II (R = EtO). In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Name: 3,5-Dibromo-4-methoxybenzaldehyde).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. 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.Name: 3,5-Dibromo-4-methoxybenzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cyclodextrin-Derived Host Molecules as Reversal Agents for the Neuromuscular Blocker Rocuronium Bromide: Synthesis and Structure-Activity Relationships was written by Adam, Julia M.;Bennett, D. Jonathan;Bom, Anton;Clark, John K.;Feilden, Helen;Hutchinson, Edward J.;Palin, Ronald;Prosser, Alan;Rees, David C.;Rosair, Georgina M.;Stevenson, Donald;Tarver, Gary J.;Zhang, Ming-Qiang. And the article was included in Journal of Medicinal Chemistry in 2002.COA of Formula: C42H63Br7O28 This article mentions the following:

A series of mono- and per-6-substituted cyclodextrin derivatives were synthesized as synthetic receptors (or host mols.) of rocuronium bromide, the most widely used neuromuscular blocker in anesthesia. By forming host-guest complexes with rocuronium, these cyclodextrin derivatives reverse the muscle relaxation induced by rocuronium in vitro and in vivo and therefore can be used as reversal agents of the neuromuscular blocker to assist rapid recovery of patients after surgery. Because this supramol. mechanism of action does not involve direct interaction with the cholinergic system, the reversal by these compounds is not accompanied by cardiovascular side effects usually attendant with acetylcholinesterase inhibitors such as neostigmine. The structure-activity relationships are consistent with this supramol. mechanism of action and are discussed herein. These include the effects of binding cavity size and hydrophobic and electrostatic interaction on the reversal activities of these compounds In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin (cas: 53784-83-1COA of Formula: C42H63Br7O28).

Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin (cas: 53784-83-1) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. 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.COA of Formula: C42H63Br7O28

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Regioselective monobromination of aromatics via a halogen bond acceptor-donor interaction of catalytic thioamide and N-bromosuccinimide was written by Bovonsombat, Pakorn;Teecomegaet, Pattaradra;Kulvaranon, Panisanun;Pandey, Aditi;Chobtumskul, Kittithorn;Tungsirisurp, Sireethorn;Sophanpanichkul, Punyanuch;Losuwanakul, Satreerat;Soimaneewan, Dechathon;Kanjanwongpaisan, Patcharida;Siricharoensang, Pornpawit;Choosakoonkriang, Sirirat. And the article was included in Tetrahedron in 2017.Synthetic Route of C8H6Br2O2 This article mentions the following:

Regioselective monobromination of various aromatics was achieved at room temperature using N-bromosuccinimide and 5 mol% of thioamides in acetonitrile. With thiourea as catalyst, activated aromatics, such as anisole, acetanilide, benzamide and phenol analogs containing electron donating or withdrawing groups, were brominated with high regioselectivity. Room temperature brominations of weakly activated aromatics and deactivated 9-fluorenone were accomplished by 5 mol% thioacetamide, higher substrates concentrations and longer reaction times. A backbonding of the bromine lone pairs with the 锜?sup>*of C=S group and a halogen bond between the halogen bond donor bromine and the halogen bond acceptor sulfur of the thioamide are thought to be the principal interactions and cause of N-bromosuccinimide activation. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Synthetic Route of C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. 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.Synthetic Route of C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Iron catalysis of Grignard reductions. Mechanism of 1,3-reductive eliminations from 绾?propyl halides was written by Rollick, K. L.;Nugent, W. A.;Kochi, J. K.. And the article was included in Journal of Organometallic Chemistry in 1982.Synthetic Route of C5H11BrO This article mentions the following:

The Fe³⁺-catalyzed reduction of 3-substituted propyl bromides by Grignard reagents gives propylene (I) and cyclopropane. The reduction to I is particularly noteworthy since it formally represents a 1,2-H shift. Two key intermediates are identified in I formation, in which MeO(CH₂)₃Br is first catalytically reduced to the Mg derivative by the Grignard reagent. The Fe³⁺-catalyzed 灏?elimination of the MeO(CH₂)₃MgBr intermediate gives CH₂:CHCH₂OMe, which is then reductively cleaved to I. Extensive studies of D labeling in the reactants, as well as in both intermediates, allow the course of the H shift to be followed unequivocally. The mechanism of Fe catalysis is proposed for the first and second stages of the reduction to I. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Synthetic Route of C5H11BrO).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Synthetic Route of C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pentamacrocyclic tris-crown hosts. Selective binding of cationic, anionic, and neutral guest compounds was written by Wallon, Alexander;Werner, Ute;Mueller, Walter M.;Nieger, Martin;Voegtle, Fritz. And the article was included in Chemische Berichte in 1990.Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl This article mentions the following:

The tris-crown host compounds I [X, X¹ = 1,3,5-C₆H₃ (Z), 1,3,5-(m-C₆H₄)₃C₆H₃ (Z¹), (p-C₆H₄)₃CMe (Z²)] were synthesized for the first time. The x-ray crystal structures of I (X = Z, X¹ = Z¹) (II) the 1:3 complex of I (X = X¹ = Z) (III) and KSCN were determined Whereas in the free crown II a less well preorganized mol. cavity is encountered, in the complex of III with KSCN one potassium ion is bound to each crown ether unit. One of the three SCN^– anions is situated in the interior of the cavity and in addition is deoriented in such a way as to be bound to the K⁺ using partially the S atom of the SCN^– ion. Organic guest mols. like 1,2-, 1,3-, 1,5-, 2,6-, and 2,7-naphthalenediol as well as 灏?naphthol in acidic water solution are bound selectively in the interior of the cavities of the host mol. II and I (X = X¹ = Z¹) but not by III and I (X = X¹ = Z²) resp. In contrast, the binding of 浼?naphthol and of smaller phenolic guest mols. like phenol, resorcinol, pyrocatechol, phloroglucinol, pyrogallol, and 1,2,4-trihydroxybenzene with the hosts I is much less pronounced (¹H-NMR highfield shifts). In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl).

3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Analysis of low polar constituents of mangrove endophytic fungus 350# by GC-MS was written by Li, Shang-de;Wei, Mei-yan;Zheng, Ming-bin;Chen, Ming-xiang;Lin, Yong-cheng. And the article was included in Guangzhou Huagong in 2013.Name: 15-Bromopentadecanoic acid This article mentions the following:

Low polar constituents of mangrove endophytic fungus 350# were firstly reported by GC-MS anal. Twenty-nine kinds of compounds in mangrove endophytic fungus 350# were identified through a database, including hydrocarbons, alcs., aldehydes, ketones, carboxylic acid esters and amides. The data showed that the content of ketones reached up to 32.35%, followed by the amide (15.53%), paraffins (13.32%), aldehydes (12.02%), olefins (8.62%), carboxylate (5.62%) and alc. (3.59%). Quinone Ke Sam hormone and blue snow quinone with significant biol. activity were firstly identified from mangrove endophytic fungus 350#. The Quinone Ke Sam hormone content was 23.31% and blue snow quinone content was 2.97%. The research provided a new basis for the further development and utilization of red olive trees. In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Name: 15-Bromopentadecanoic acid).

15-Bromopentadecanoic acid (cas: 56523-59-2) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. 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.Name: 15-Bromopentadecanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New 1,10-phenanthrolinethiols was written by Hunziker, Max;Hauser, Urs. And the article was included in Heterocycles in 1982.Application of 22426-14-8 This article mentions the following:

Treating 2-chloro- and 2,9-dichloro-1,10-phenanthroline with KHS in EtOH at elevated temperature and pressure gave the corresponding phenanthrolinethiols, which were characterized by spectral and chem. methods. 2,2′-Thiobis(1,10-phenanthroline) and other heteroaryl sulfides derived from 1,10-phenanthroline-2-thiol were prepared by amide promoted nucleophilic substitution of aryl halide by thiolate anion. 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. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application of 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Acetyl Transfer to Olefins by Catalytic C-C Bond Activation of Unstrained Ketones was written by Rong, Zi-Qiang;Lim, Hee Nam;Dong, Guangbin. And the article was included in Angewandte Chemie, International Edition in 2018.SDS of cas: 85118-24-7 This article mentions the following:

A rhodium-catalyzed intramol. acetyl-group transfer was achieved through a “cut and sew” process. The challenge arises from the existence of different competitive pathways. Preliminary success was achieved with unstrained enones that contain a biaryl linker. The use of an electron-rich N-heterocyclic carbene (NHC) ligand is effective to inhibit undesired 灏?hydrogen elimination. Various 9,10-dihydrophenanthrene derivatives can be prepared with excellent functional-group compatibility. The ¹³C-labeling study suggests that the reaction begins with cleavage of the unstrained C-C bond, followed by migratory insertion and reductive elimination. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7SDS of cas: 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. SDS of cas: 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary