Tag: 200-300

The author of 《P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P-C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides》 were Dai, Qiang; Li, Wenbo; Li, Zhiming; Zhang, Junliang. And the article was published in Journal of the American Chemical Society in 2019. Reference of 1-Bromo-4-(trifluoromethyl)benzene The author mentioned the following in the article:

The development of transition-metal-catalyzed methods for the synthesis of P-chiral phosphine derivatives poses a considerable challenge. Herein, the authors present a direct Pd/Xiao-Phos-catalyzed cross-coupling reaction of easily accessible secondary phosphine oxides and aryl bromides, which provides rapid access to P-chiral phosphine oxides. The reaction proceeds efficiently with a wide array of reaction partners to deliver various tertiary phosphine oxides in up to 96% yield and 97% ee. Also, the synthesis of DiPAMP ligand and its analogs was also realized, which demonstrates a suitable pathway to switching the branched chain of DiPAMP. The experimental process involved the reaction of 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Reference of 1-Bromo-4-(trifluoromethyl)benzene)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Reference of 1-Bromo-4-(trifluoromethyl)benzene Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《New Synthesis of 2-Oxoalkanamide Oximes》 were Mantrov, S. N.; Lapina, Yu. M.; Shukhtina, E. A.. And the article was published in Russian Journal of Organic Chemistry in 2019. Name: 3,5-Dibromoaniline The author mentioned the following in the article:

Reactions of α-halocarboxylic acid amides R1NHC(O)CH(X)R (R = H, Me, Bu; R1 = C6H5, 4-BrC6H4, 1,3-thiazol-2-yl, etc.; X = Cl, Br) with 3 equiv of hydroxylamine hydrochloride in the presence of bases involves formation of products of nucleophilic substitution of the halogen atom and their subsequent oxidation to the corresponding oximes R1NHC(O)C(=NOH)R. This one-pot transformation can be accomplished in various aprotic solvents or ethanol at 80°C. DMSO as solvent ensures the highest selectivity for the oxidation products. The yields of N-substituted 2-(hydroxyimino)carboxylic acid amides range from 22 to 92%. The results came from multiple reactions, including the reaction of 3,5-Dibromoaniline(cas: 626-40-4Name: 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Name: 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《A new family of oxime palladacycles mixed with unsymmetrical phosphorus ylides; synthesis, structural, cytotoxicity and catalytic activity studies》 were Samiee, Sepideh; Shiralinia, Ahmadreza; Hoveizi, Elham; Gable, Robert W.. And the article was published in Journal of Organometallic Chemistry in 2019. Product Details of 586-76-5 The author mentioned the following in the article:

In the present investigation, the reactivity of an oxime-derived palladacycle [Pd{C,N-C6H4{C(Me) = NOH}-2}(μ-Cl)]2 toward various unsym. phosphorus ylides has been studied. When the ylide was added to a solution of oxime complex in dichloromethane (2:1 ratio), the new oxime palladacycles of the types [Pd{C,N-C6H4{C(Me) = NOH}-2}(Ph2PCH2PPh2C(H)C(O)C6H4X)]ClO4 (X = Cl (1), Br (2), NO2(3) or OCH3 (4)) were formed by means of bridge-splitting reaction. These are the first description of oxime-based palladacycles mixed with phosphorus ylides. All of complexes were fully characterized by elemental anal., IR and NMR spectroscopies. The crystal structure of 3 were determined by single-crystal x-ray diffraction anal. that confirmed breaking of Pd-Cl bonds in the initial precursor and allowing phosphorus ylide act as P,C-chelating ligand. In addition, the catalytic activity of 3 was evaluated in the Suzuki cross-coupling reactions of a variety of arylbromides with phenylboronic acid. This complex was also used for the assessment of their anticancer activities against three human carcinoma cell lines: A549 (human lung carcinoma), HT29 (human colon carcinoma), and HeLa (human cervical carcinoma). The results show that the new family of oxime-derived palladacycles could be introduced as promising innovative anticancer complexes and considered as an efficient catalyst in the cross coupling reactions. In the experiment, the researchers used 4-Bromobenzoic acid(cas: 586-76-5Product Details of 586-76-5)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Product Details of 586-76-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Angewandte Chemie, International Edition included an article by Wang, Bing; Chou, Kuang-Hua; Queenan, Bridget N.; Pennathur, Sumita; Bazan, Guillermo C.. HPLC of Formula: 623-24-5. The article was titled 《Molecular Design of a New Diboronic Acid for the Electrohydrodynamic Monitoring of Glucose》. The information in the text is summarized as follows:

A new dicationic diboronic acid structure, DBA2+, was designed to exhibit good affinity (Kd ≈ 1 mM) and selectivity toward glucose. Binding of DBA2+ to glucose changes the pKa of DBA2+ from 9.4 to 6.3, enabling opportunities for detection of glucose at physiol. pH. Proton release from DBA2+ is firmly related to glucose concentrations within the physiol. relevant range (0-30 mM), as verified by conductometric monitoring. Negligible interference from other sugars (for example, maltose, fructose, sucrose, lactose, and galactose) was observed These results demonstrate the potential of DBA2+ for selective, quant. glucose sensing. The nonenzymic strategy based on electrohydrodynamic effects may enable the development of stable, accurate, and continuous glucose monitoring platforms.1,4-Bis(bromomethyl)benzene(cas: 623-24-5HPLC of Formula: 623-24-5) was used in this study.

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) 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. HPLC of Formula: 623-24-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Medicinal Chemistry Research included an article by Lopez-Munoz, Marisol; Gomez-Pena, Jessica Johanna; Rios-Vasquez, Luz Amalia; Ocampo-Cardona, Rogelio; Jones, Marjorie A.; Haynes, Craig S.; Wallace, Craig; Robledo, Sara M.. SDS of cas: 14660-52-7. The article was titled 《Novel fluorinated quaternary ammonium salts and their in vitro activity as trypanocidal agents》. The information in the text is summarized as follows:

As the impact of aromatic rings and fluorine substituents in com. drugs is attributed to their electronic distribution and structure rigidity that determine metabolic stability and toxicity, 30 quaternary ammonium salts (QAS) of the form [X-CH2N(CH3)2(CH2)nCH = C(Ar2)]+I- (where X=H, Cl or I, n = 2 or 3, and Ar = m-C6H4CF3, p-C6H4CF3, m-C6H4F, p-C6H4F or C6H5) were tested as potential trypanocidal agents and assessed their cytotoxicity on U-937 cells. CF3-substituted QASs exhibited LC50 values in the range of 0.5 to 6.4 μg/mL and trypanocidal EC50 values between 0.6 and 7.0 μg/mL, while the LC50 values for F-substituted analogs are between 7.0 and 207 μg/mL and EC50 values range from 3.8 to 40.9 μg/mL. As a general trend, the more effective are those bearing an N-iodomethyl moiety or having a longer tether, and para-substituted ones. Few drugs therapies are in use for Chagas disease, so this study becomes a promising contribution. The experimental part of the paper was very detailed, including the reaction process of Ethyl 5-bromovalerate(cas: 14660-52-7SDS of cas: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.SDS of cas: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shyam, Radhe; Forestier, Christiane; Charbonnel, Nicolas; Roy, Olivier; Taillefumier, Claude; Faure, Sophie published an article in 2021. The article was titled 《Solution-phase synthesis of backbone-constrained cationic peptoid hexamers with antibacterial and anti-biofilm activities》, and you may find the article in European Journal of Organic Chemistry.SDS of cas: 5437-45-6 The information in the text is summarized as follows:

Submonomer synthesis in solution and block-coupling protocols were combined to prepare amphiphilic peptoid hexamers. The amphipathic character arises from the use of hydrophobic aliphatic tert-Bu side-chains imposing the cis-amide backbone conformation and various cationic side-chains periodically introduced each three residues. Evaluation of the effect on Gram-pos. and Gram-neg. bacterial strains as well as the capacity to impair biofilm formation and the toxicity of one selected compound allowed to highlight the potential of a short constrained peptoid carrying triazolium-type cationic pendant groups. In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6SDS of cas: 5437-45-6) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.SDS of cas: 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Qingyang; Barrett, Brandon; Lee, Taein; Mukhopadhyaya, Tushita; Lu, Chengchangfeng; Plunkett, Evan C.; Kale, Tejaswini; Chi, Chen; Livi, Kenneth J. T.; McGuiggan, Patricia; Reich, Daniel H.; Thon, Susanna; Bragg, Arthur E.; Katz, Howard E. published an article in 2021. The article was titled 《Maximized Hole Trapping in a Polystyrene Transistor Dielectric from a Highly Branched Iminobis(aminoarene) Side Chain》, and you may find the article in ACS Applied Materials & Interfaces.Computed Properties of C9H11BrO3 The information in the text is summarized as follows:

We synthesized highly branched and electron-donating side chain subunits and attached them to polystyrene (PS) used as a dielec. layer in a pentacene field-effect transistor. The influence of these groups on dielec. function, charge retention, and threshold voltage shifts (ΔVth) depending on their positions in dielec. multilayers was determined We compared the observations made on an N-perphenylated iminobisaniline side chain with those from the same side chains modified with ZnO nanoparticles and with an adduct formed from tetracyanoethylene (TCNE). We also synthesized an analog in which six methoxy groups are present instead of two amine nitrogens. At 6 mol % side chain, hopping transport was sufficient to cause shorting of the gate, while at 2 mol %, charge trapping was observable as transistor threshold voltage shifts (ΔVth). We created three types of devices: with the substituted PS layer as single-layer dielec., on top of a cross-linked PS layer but in contact with the pentacene (bilayers), and sandwiched between two PS layers in trilayers. Especially large bias stress effects and ΔVth, larger than those in the case of the hexamethoxy and previously studied dimethoxy analogs, were observed in the second case, and the effects increased with the increasing electron-donating properties of the modified side chains. The highest ΔVth was consistent with a majority of the side chains stabilizing the trapped charge. Trilayer devices showed decreased charge storage capability compared to previous work in which we used less donating side chains but in higher concentrations The ZnO and TCNE modifications resulted in slightly more and less neg. ΔVth, resp., when the side chain polystyrene was not in contact with the pentacene and isolated from the gate electrode. The results indicate a likely maximum combination of mol. charge stabilizing activity and side chain concentration that still allows gate dielec. function. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Computed Properties of C9H11BrO3)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Computed Properties of C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Ya-Hao; Yan, Feng; Li, Dong-Fang; Xi, Yan-Feng; Cao, Rui; Zheng, Ju-Fang; Shao, Yong; Jin, Shan; Chen, Jing-Zhe; Zhou, Xiao-Shun published their research in Journal of Physical Chemistry Letters in 2021. The article was titled 《Enhanced gating performance of single-molecule conductance by heterocyclic molecules》.Safety of 2,5-Dibromothiophene The article contains the following contents:

Enhancing the gating performance of single-mol. conductance is significant for realizing mol. transistors. Herein, we report a new strategy to improve the electrochem. gating efficiency of single-mol. conductance with fused mol. structures consisting of heterocyclic rings of furan, thiophene, or selenophene. One order magnitude of gating ratio is achieved within a potential window of 1.2 V for the selenophene-based mol., which is significantly greater than that of other heterocyclic and benzene ring mols. This is caused by the different electronic structures of heterocyclic mols. and transmission coefficients T(E), and preliminary resonance tunneling is achieved through the HOMO at high potential. The current work exptl. shows that electrochem. gating performance can be significantly modulated by the alignment of the conducting orbital of the heterocyclic mol. relative to the metal Fermi energy. In the experimental materials used by the author, we found 2,5-Dibromothiophene(cas: 3141-27-3Safety of 2,5-Dibromothiophene)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes.Safety of 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Waterford, Matthew; Saubern, Simon; Hornung, Christian H. published their research in Australian Journal of Chemistry in 2021. The article was titled 《Evaluation of a Continuous-Flow Photo-Bromination Using N-Bromosuccinimide for Use in Chemical Manufacture》.SDS of cas: 2635-13-4 The article contains the following contents:

A continuous-flow photo-bromination reaction on benzyl and Ph groups was conducted using N-bromosuccinimide as the bromine source inside a preparatory-scale glass plate reactor. This flow reactor system was capable of independently controlling light intensity, wavelength, and reaction temperature, hence exerting an exceptional level of control over the reaction. A short optimization study for the synthesis of 2-bromomethyl-4-trifluoromethoxyphenylboronic acid pinacol ester resulted in best conditions of 20° and 10 min residence time using an LED (light-emitting diode) array at 405 nm and acetonitrile as the solvent. The present study evaluates the potential for this easy-to-handle bromination system to be scaled up for chem. manufacture inside a continuous-flow glass plate reactor. The combination with an in-line continuous flow liquid-liquid extraction and separation system, using a membrane separator, demonstrates the potential for continuous flow reaction with purification in an integrated multi-stage operation with minimal manual handling in between. After reading the article, we found that the author used 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4SDS of cas: 2635-13-4)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.SDS of cas: 2635-13-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Xu; Huang, Congcong; Yuan, Xiang-Ai; Yu, Shouyun published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Diastereoselective and Stereodivergent Synthesis of 2-Cinnamylpyrrolines Enabled by Photoredox-Catalyzed Iminoalkenylation of Alkenes》.HPLC of Formula: 14660-52-7 The article contains the following contents:

A photoredox-catalyzed iminoalkenylation of γ-alkenyl O-acyl oximes has been developed. Readily available alkenylboronic acids serve as alkenylation reagents, leading to densely functionalized pyrrolines. Both (E)- and (Z)-cinnamylpyrrolines are accessible depending on the reaction solvent. In dichloromethane, (E)-cinnamylpyrrolines are produced through a photoredox-mediated single-electron-transfer process. In THF, (Z)-cinnamylpyrrolines are generated by photocatalytic contra-thermodn. E-to-Z isomerization of (E)-cinnamylpyrrolines though an energy-transfer pathway. Two stereocenters are established with complete diastereoselectivity and only one diastereomer is isolated. In the part of experimental materials, we found many familiar compounds, such as Ethyl 5-bromovalerate(cas: 14660-52-7HPLC of Formula: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.HPLC of Formula: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary