Category: 4457-67-4

Iron catalysis of Grignard reductions. Mechanism of 1,3-reductive eliminations from γ-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 β-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

Reductive coupling of benzyl oxalates with highly functionalized alkyl bromides by nickel catalysis was written by Yan, Xiao-Biao;Li, Chun-Ling;Jin, Wen-Jie;Guo, Peng;Shu, Xing-Zhong. And the article was included in Chemical Science in 2018.Application In Synthesis of 1-Bromo-4-methoxybutane This article mentions the following:

Coupling reactions involving non-sulfonated C-O electrophiles provide a promising method for forming C-C bonds, but the incorporation of functionalized or secondary alkyl groups remains a challenge due to the requirement for well-defined alkylmetal species. In this study, a reductive nickel-catalyzed cross-coupling of benzyl oxalates with alkyl bromides, using oxalate as a new leaving group is reported. A broad range of highly functionalized alkyl units (such as functional groups: alkyl chloride, alc., aldehyde, amine, amide, boronate ester, ether, ester, heterocycle, phosphonate, strained ring) were efficiently incorporated at the benzylic position. The utility of this synthetic method was further demonstrated by late-stage modification of complex bioactive compounds Preliminary mechanistic experiments revealed that a radical process might be involved in the reaction. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Application In Synthesis of 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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–bromine 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.Application In Synthesis of 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Organic carboxylate salt-enabled alternative synthetic routes for bio-functional cyclic carbonates and aliphatic polycarbonates was written by Watanabe, Yuya;Takaoka, Shunya;Haga, Yuta;Kishi, Kohei;Hakozaki, Shunta;Narumi, Atsushi;Kato, Takashi;Tanaka, Masaru;Fukushima, Kazuki. And the article was included in Polymer Chemistry in 2022.Quality Control of 1-Bromo-4-methoxybutane This article mentions the following:

Simple and efficient synthetic routes for functionalized cyclic carbonates are indispensable for the practical application of side-chain bio-functionalized aliphatic polycarbonates as biodegradable functional biomaterials. In this study, a six-membered cyclic carbonate with a triethylammonium carboxylate has been prepared in one step from 2,2-bis(methylol)propionic acid (bis-MPA). We have demonstrated the suitability of the organic carboxylate salt of the bis-MPA cyclic carbonate for esterification with alkyl bromides via the S_N2 mechanism, leading to the formation of functionalized cyclic carbonate monomers. The esterification of the organic carboxylate salt proceeds efficiently when alkyl bromides with α-carbonyl, allyl, and benzyl groups are used. This approach enables a two-step synthesis of functionalized cyclic carbonates from bis-MPA. The organocatalyzed ring-opening polymerization of the resultant functionalized cyclic carbonates is effectively controlled, indicating that the synthetic process involving the organic carboxylate salt does not influence their polymerizability. The ether-functionalized aliphatic polycarbonates obtained from the organic carboxylate salt exhibit good antiplatelet properties, comparable to those of a previously developed blood-compatible aliphatic polycarbonate. The synthetic pathways exploiting organic carboxylate salts enable alternative shortcuts to functionalized cyclic carbonates from bis-MPA. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Quality Control of 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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–bromine 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.Quality Control of 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tuning the activity of known drugs via the introduction of halogen atoms, a case study of SERT ligands – Fluoxetine and fluvoxamine was written by Staron, Jakub;Pietrus, Wojciech;Bugno, Ryszard;Kurczab, Rafal;Satala, Grzegorz;Warszycki, Dawid;Lenda, Tomasz;Wantuch, Anna;Hogendorf, Adam S.;Hogendorf, Agata;Duszynska, Beata;Bojarski, Andrzej J.. And the article was included in European Journal of Medicinal Chemistry in 2021.Recommanded Product: 4457-67-4 This article mentions the following:

To elucidate the role of halogen atoms in the binding of SSRIs to SERT, a series of 22 fluoxetine and fluvoxamine analogs substituted with fluorine, chlorine, bromine, and iodine atoms, differently arranged on the Ph ring was designed. The obtained biol. activity data, supported by a thorough in silico binding mode anal., allowed the identification of two partners for halogen bond interactions: the backbone carbonyl oxygen atoms of E493 and T497. Addnl., compounds with heavier halogen atoms were found to bind with the SERT via a distinctly different binding mode, a result not presented elsewhere. The subsequent anal. of the prepared XSAR sets showed that E493 and T497 participated in the largest number of formed halogen bonds. The XSAR library anal. led to the synthesis of two of the most active compounds (3,4-diCl-fluoxetine, SERT K_i = 5 nM and 3,4-diCl-fluvoxamine, SERT K_i = 9 nM, fluoxetine SERT K_i = 31 nM, fluvoxamine SERT K_i = 458 nM). An example of the successful use of a rational methodol. was presented to analyze binding and design more active compounds by halogen atom introduction. ‘XSAR library anal.’, a new tool in medicinal chem., was instrumental in identifying optimal halogen atom substitution. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. 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.Recommanded Product: 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Host-guest supramolecular amphiphile enhanced photodecomposition with responsive room-temperature phosphorescence signals was written by Li, Teng;Ma, Xiang. And the article was included in Dyes and Pigments in 2018.Recommanded Product: 4457-67-4 This article mentions the following:

Photolyzable matric belongs to photo-responsive system that experiences irreversible decomposition after irradiation While the self-aggregation of photosensitizers in aqueous media often results in lower photosensitizing ability. In this work, an enhanced photolyzable system is constructed through host-guest recognition between amphiphilic 6-bromoisoquinoline functionalized alkoxyanthracene (AnBq) and cucurbit[7]uril (CB[7]). In addition, a visible room-temperature phosphorescence (RTP) signal occurs along with the photolysis reaction as the suppression of intramol. photoinduced electron transfer (PET) process from the anthracene moiety to phosphorous 6-bromoisoquinoline moiety. The formation of the host-guest assembly and the photolysis of AnBq are clearly corroborated through UV-Vis, NMR and MS spectroscopy. This photo-responsive host-guest assembly provides some hints for the design of photodegradable materials. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 4457-67-4).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium-catalyzed C-H alkylation of 2-phenylpyridines with alkyl iodides was written by Wang, Xiaoling;Ji, Xiaoming;Shao, Changdong;Zhang, Yu;Zhang, Yanghui. And the article was included in Organic & Biomolecular Chemistry in 2017.Synthetic Route of C5H11BrO This article mentions the following:

Palladium-catalyzed C-H alkylation reaction of 2-phenylpyridines with alkyl iodides was successfully developed. The palladacycles obtained from 2-phenylpyridines act as the key intermediates in the alkylation reaction. 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. 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 C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zirconium-Catalyzed Remote Defunctionalization of Alkenes was written by Matt, Christof;Kern, Christoph;Streuff, Jan. And the article was included in ACS Catalysis in 2020.Synthetic Route of C5H11BrO This article mentions the following:

This work introduces a catalytic zirconium chain-walk reaction that in combination with a β-heteroatom elimination step enables the cleavage of remote nonactivated carbon-heteroatom bonds. The result is a controlled defunctionalization reaction, which takes place with excellent site selectivity and can be applied to sym. and unsym. alkene chains with ether, amine, and thioether groups. The approach can be used for remote functional group substitution as well, and a preliminary investigation indicates a dissociative chain-walk mechanism. 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. 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 C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ni-Catalyzed reductive arylalkylation of unactivated alkenes was written by Jin, Youxiang;Wang, Chuan. And the article was included in Chemical Science in 2019.SDS of cas: 4457-67-4 This article mentions the following:

In this protocol Ni-catalyzed reductive arylalkylation of unactivated alkenes tethered to aryl bromides with primary alkyl bromides was accomplished, which provided a new path to construct diverse benzene-fused carbo- and heterocyclic cores including indanes, tetrahydroisoquinolines, indolines and isochromanes I [R¹ = Me, Et, i-Pr, cyclohexyl; R² = H, Me, Et; R³ = 5-OMe, 5-F, 4-Cl, etc.; R⁴ = CN, OAc, F, etc.; X = CH₂, NH, NMe, O; m = 0,3,4,5,6; n = 0,1]. Notably, this new method circumvented the pregeneration of organometallics and demonstrated high tolerance to a wide range of functional groups. The preliminary mechanistic investigations suggested a reaction pathway with an intermediate reduction In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4SDS of cas: 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. 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.SDS of cas: 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-Catalyzed Cross-Electrophile C(sp³)-Si Coupling of Unactivated Alkyl Bromides with Vinyl Chlorosilanes was written by Duan, Jicheng;Wang, Yuquan;Qi, Liangliang;Guo, Peng;Pang, Xiaobo;Shu, Xing-Zhong. And the article was included in Organic Letters in 2021.Recommanded Product: 1-Bromo-4-methoxybutane This article mentions the following:

Cross-electrophile C-Si coupling has emerged as a promising tool for the construction of organosilanes, but the potential of this method remains largely unexplored. Herein, we report a C(sp³)-Si coupling of unactivated alkyl bromides with vinyl chlorosilanes. The reaction proceeds under mild conditions, and it offers a new approach to alkylsilanes. Functionalities such as Grignard-sensitive groups (e.g., acid, amide, alc., ketone, and ester), acid-sensitive groups (e.g., ketal and THP protection), alkyl fluoride and chloride, aryl bromide, alkyl tosylate and mesylate, silyl ether, and amine were tolerated. Incorporation of the -Si(vinyl)R₂ moiety into complex mols. and the immobilization of a glass surface by formed organosilanes were demonstrated. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. 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.Recommanded Product: 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Note on the preparation of alkyl- and oxaalkyldimethylsilanols was written by Boksanyi, Laszlo;Liardon, Olivier;Kovats, Ervin. And the article was included in Helvetica Chimica Acta in 1976.Recommanded Product: 4457-67-4 This article mentions the following:

Approx. 15 trialkylsilanols were prepared Thus, RMe2SiCl, prepared in 50-83% yield by Grignard reaction of Me2SiCl2 with RBr, were hydrolyzed to give 29-94% RMe2SiOH (R = Me, Et, Pr, hexyl, decyl, tetradecyl, octadecyl, docosyl). Also, RMe2SiCl (R = oxaalkyl), prepared in 68-90% yield by hydrosilylation of oxaalkenes, were hydrolyzed to give 42-95% RMe2SiOH (R = MeO(CH2)n, MeOCH2CH2O(CH2)n, n = 3-5; 5,8,11,14,17-pentaoxaoctadecyl). In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 4457-67-4).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary