Category: bromides-buliding-blocks

Liu, Chang-chun published the artcileFacile synthesis of 3,4-dihydroxybenzaldehyde in ionic liquid, Application of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Gaoxiao Huaxue Gongcheng Xuebao (2011), 25(4), 724-728, database is CAplus.

A facile one-pot method for synthesis of 3,4-dihydroxybenzaldehyde (I) from p-hydroxybenzaldehyde (II) via bromination and hydrolysis in ionic liquid was studied. Under the conditions of the molar ratio of II/ionic liquid 1-butyl-3-methylimidazolium tribromide ([bmim]Br₃) 1:1, reaction temperature 20°, reaction time 30 min and solvent-free, the II was brominated with ionic liquid [bmim]Br₃ to give 3-bramo-4-hydroxybenzaldehyde with 99.7% selectivity; and then without separation, the product of bromination was further hydrolyzed with NaOH aqueous solution in ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br), which is formed from [bmim]Br₃ after the process of bromination, to form I with 84.7% yield and 99.3% purity under the conditions as follows: the NaOH dosage is 1.25 mol/(mol II)^-1, reaction temperature is 100° and reaction time is 2 h. The ionic liquid can be reused at least six times without significant decrease of the yield and purity of I. This method has the advantages of convenience, mild reaction conditions, good yield, high selectivity, solvent-free and environmental friendliness.

Gaoxiao Huaxue Gongcheng Xuebao published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Application of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xiao, Yang published the artcileThermally stable red electroluminescent hybrid polymers derived from functionalized silsesquioxane and 4,7-bis(3-ethylhexyl-2-thienyl)-2,1,3-benzothiadiazole, Synthetic Route of 303734-52-3, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(21), 5661-5670, database is CAplus.

Hyperbranched organic-inorganic hybrid conjugated polymers P1 and P2 were prepared via FeCl₃-oxidative polymerization of 4,7-bis(3-ethylhexyl-2-thienyl)-2,1,3-benzothiadiazole (A) and octa(3-ethylhexyl-2-thienyl-phenyl)polyhedral oligomeric silsesquioxane (POSS) (B) at different POSS concentrations Compared to linear polymer PM derived from A, P1, and P2 exhibit much higher PL quantum efficiency (ϕ_PL-f) in condensed state with improved thermal stability. ϕ_PL-f of P1 and P2 increased by 80% and 400%, and the thermal degradation temperatures of P1 and P2 are increased by 35° and 46°, resp. Light-emitting diodes were fabricated using P1, P2, and PM. While the electroluminescent spectra of both P1 and PM show λ_max at 660 nm, P1 exhibits a much narrower EL spectrum and higher electroluminescence (∼500%) compared with PM at a same voltage and film thickness. The maximum current efficiency of P1 is more than seven times of that of PM. The turn-on voltages of the LEDs are in the order of P2>PM>P1. LED prepared by blending P1 with MEH-PPV shows a maximum luminescence of 2.6 × 10³ cd/m² and a current efficiency of 1.40 cd/A, which are more than twice (1.1 × 10³ cd/m²) and five times (0.27 cd/A) of LED of PM/MEH-PPV blend, resp.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C14H31NO2, Synthetic Route of 303734-52-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ding, Hairong published the artcileCompeting hydrogen bonding and halogen bonding interactions in crystal engineering: A case study of bi-functional donor molecules, Synthetic Route of 1998-61-4, the publication is Chemical Physics (2014), 30-37, database is CAplus.

Based on the recent determined co-crystals of a set of bi-functional donor mols. with two isomeric sym. acceptors, the competition between hydrogen bonding and halogen bonding interactions in crystal engineering was studied in this work using the M06-2x and ωB97XD methods. The preference of the occurrence of secondary weak interactions was observed in hydrogen-bonded complexes. Hydrogen bonding interactions are predicted to be much stronger than corresponding halogen bonding interactions. No obvious difference was found between the systems of the two acceptors under study. The model complexes, in which hydrogen bonds and halogen bonds coexist, show additivity. Finally, a comparison between theor. results and exptl. observations was presented, and the implications of the calculations on the supermol. assemblies based on the two interactions were also discussed.

Chemical Physics published new progress about 1998-61-4. 1998-61-4 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzene,Phenol, name is 4-Bromo-2,3,5,6-tetrafluorophenol, and the molecular formula is C6HBrF4O, Synthetic Route of 1998-61-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Lixin published the artcileFacial Syntheses of Bromobenzothiazines via Catalyst-Free Tandem C-H Amination/Bromination in Water, Application In Synthesis of 89694-44-0, the publication is Organic Letters (2019), 21(15), 5995-5999, database is CAplus and MEDLINE.

A transition-metal-free and environmentally friendly synthesis method for bromobenzothiazines through tandem C-H amination/bromination was reported. This reaction contains both intramol. C-H amination and site-selective electrophilic bromination of arenes with NaBr as the bromo source, PhI(OAc)₂ or K₂S₂O₈ as the oxidant, and H₂O as the only solvent.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Application In Synthesis of 89694-44-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Xin-Gang published the artcileThree-Component Ruthenium-Catalyzed Direct Meta-Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes, Synthetic Route of 401-55-8, the publication is Journal of the American Chemical Society (2019), 141(35), 13914-13922, database is CAplus and MEDLINE.

Multicomponent reactions are fundamentally different from two-component reactions, as multicomponent reactions can enable the efficient and step-economical construction of complex mol. scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging meta-selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes, and internal alkenes, were employed as the coupling partners of arenes in this strategy. The detailed mechanism presented is supported by kinetic isotope studies, radical clock experiments, and d. functional theory calculations Moreover, this strategy provided access to various fluoride-containing bioactive 1,1-diarylalkanes and other challenging synthetically potential products.

Journal of the American Chemical Society published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C7H6Cl2, Synthetic Route of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Xin-Gang published the artcileRuthenium(II)-catalyzed selective C-H difluoroalkylation of aniline derivatives with pyrimidyl auxiliaries, Application In Synthesis of 401-55-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(68), 9541-9544, database is CAplus and MEDLINE.

A ruthenium-catalyzed alternative para- and meta-difluoroalkylation of anilines is herein reported. The reaction tolerates a broad range of aniline derivatives and provides a convenient approach for accessing the corresponding para/meta-selective difluoroalkylated products. Mechanism studies demonstrated that the initial C_Ar-H and N-H cycloruthenation is the pivotal step in achieving remote C-H difluoroacetylation.

Chemical Communications (Cambridge, United Kingdom) published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C12H10O4S, Application In Synthesis of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Yangyang published the artcileNickel-catalyzed migratory alkyl-alkyl cross-coupling reaction, Recommanded Product: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Chemical Science (2020), 11(38), 10461-10464, database is CAplus and MEDLINE.

A migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products ArCH(R)(CH₂)_nCR¹R²R³ (Ar = Ph, 4-fluorophenyl, indol-3-yl, etc.; R = cyclopentyl, cyclohexyl, cycloheptyl, N-benzyl-piperidin-4-yl, 2-methyl-propan-1-yl; R¹ = H, D; R² = H, D; R³ = H; n = 0-3, 5), 1-cyclopentyl-indan, 1-cycloheptyl-indan, (1-cyclopentyl-3-methyl-pentyl)benzene was described. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles (RBr, ArCH(R)(CH₂)_nCR¹R²R³ (R³ = Br or Cl), 2-bromoindan, (5-bromo-1-cyclopentyl-3-methyl-pentyl)benzene) has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2°-2° carbon-carbon bonds from 1° and 2° carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(II) species is proposed for this transformation.

Chemical Science published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Recommanded Product: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhao, Binlin published the artcileAn Olefinic 1,2-Boryl-Migration Enabled by Radical Addition: Construction of gem-Bis(boryl)alkanes, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2019), 58(28), 9448-9452, database is CAplus and MEDLINE.

A series of in situ formed alkenyl diboronate complexes from alkenyl Grignard reagents (com. available or prepared from alkenyl bromides and Mg) with B₂Pin₂ (bis(pinacolato)diboron) react with diverse alkyl halides by a Ru photocatalyst to give various gem-bis(boryl)alkanes. Alkyl radicals add efficiently to the alkenyl diboronate complexes, and the adduct radical anions undergo radical-polar crossover, specifically, a 1,2-boryl-anion shift from boron to the α-carbon sp² center. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage functionalization in complex compounds Measurements of the quantum yield reveal that a radical-chain mechanism is operative in which the alkenyl diboronates acts as reductive quencher for the excited state of the photocatalyst.

Angewandte Chemie, International Edition published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C11H22N2O4, Recommanded Product: Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Liang, Hua published the artcileOrtho-hydroxyl-oriented tandem-responsive diacylhydrazones with super sensitivity for Al³⁺ and subsequent potential recognition of Cu²⁺, SDS of cas: 1207448-58-5, the publication is Sensors and Actuators, B: Chemical (2018), 62-69, database is CAplus.

Structure is a crucial factor to decide the selectivity and sensitivity of chemosensors. In this work, a diacylhydrazone 2a and its congeneric derivatives 2b-2d were synthesized and their applications for Al³⁺ detection were investigated. Except 2d, all the other compounds exhibit notable turn-on fluorescence toward Al³⁺ over 15 other metal ions and the sensitivities of 2b and 2c are even higher after modification, illustrating ortho-OH indispensability in their structures for sensing. Reversibility investigation shows that the sensors all have regeneration ability. Meanwhile, the sensor-Al³⁺ systems show selective fluorescence turn-off for Cu²⁺, providing a potential platform for tandem recognition of Al³⁺ and Cu²⁺. 2a as a standard, shows a 1:2 molar ratio to Al³⁺ confirmed by Job′s plot, ¹H NMR spectra and mass spectra, and its detection limit for Al³⁺ is 7.63 nM in ethanol. It has relevant sensitivity over pH 3-9, with the highest sensitivity at around pH 4. Apart from Al³⁺ detection, anion selectivity was also explored and it shows that 2a, 2b and 2c all have selectivity toward CN^– evidenced by UV-vis spectra.

Sensors and Actuators, B: Chemical published new progress about 1207448-58-5. 1207448-58-5 belongs to bromides-buliding-blocks, auxiliary class Bromide,Benzene,Phenol,Ether,Aldehyde, name is 4-((6-Bromohexyl)oxy)-2-hydroxybenzaldehyde, and the molecular formula is C13H17BrO3, SDS of cas: 1207448-58-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Songyi published the artcileTransition Metal Free Stannylation of Alkyl Halides: The Rapid Synthesis of Alkyltrimethylstannanes, Formula: C8H17Br, the publication is Journal of Organic Chemistry (2022), 87(6), 4291-4297, database is CAplus and MEDLINE.

A transition metal free stannylation reaction of alkyl bromides and iodides with hexamethyldistannane was developed. This protocol is operationally convenient and features a rapid reaction and good functional group tolerance. A wide range of functionalized primary and secondary alkyl and benzyl tri-Me stannanes were prepared in moderate to excellent yields. The success of the gram-scale procedure and tandem Stille coupling reaction has allowed this protocol to demonstrate potential for application in organic synthesis. Both exptl. and theor. studies reveal the mechanistic details of this stannylation reaction.

Journal of Organic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Formula: C8H17Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary