Author: Jessica.F

Phosphorescence of polynuclear aromatic hydrocarbons in heptakis(6-bromo-6-deoxy-β-cylcodextrin) was written by Femia, R. A.;Love, L. J. Cline. And the article was included in Journal of Physical Chemistry in 1985.Name: Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin This article mentions the following:

Room-temperature phosphorescence spectra and excited-state lifetimes are reported for several polynuclear aromatic hydrocarbons included within the cavity of heptakis(6-bromo-6-deoxy-β-cyclodextrin) (Br-β-CD) (synthesized by replacing β-CD’s primary hydroxyls with Br). Appreciable phosphorescence only occurs when the lumiphor is shielded from quenchers by the cyclodextrin torus and are within the realm of influence of heavy atoms. By locking the heavy atom into a fixed position on the cyclodextrin mol., the observed phosphorescence and dynamic interactions depend primarily on the entrance and exit rate constants of the lumiphor from the cyclodextrin, simplifying the kinetic scheme and data interpretation. A solvent mixture of DMF and water was employed due to the extreme water insolubility of heptakis(6-bromo-6-deoxy-β-cyclodextrin), and to assess the degree of bulk solvent hydrophobicity on the inclusion process. This latter effect was monitored by differences in phenanthrene’s Br-β-CD spectral profile relative to that in aqueous unbrominated β-CD/1,2-dibromoethane and fluorescence peak ratio variations as a function of the DMF/water ratio. Luminescence lifetime values provided indirect information on the relative exit-to-entrance rate constant ratios. The optimum DMF/water ratio for production of maximum phosphorescence intensity was 4/1, and the optimum concentration of brominated β-cyclodextrin in the 4/1 DMF/water solvent was 0.01 M. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Name: Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin).

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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.Name: Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin

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Impact of Entropic Effects in the Classical Resolution of a 2-Arylpyrrolidine was written by Barnes, David M.;Barkalow, Jufang;Chen, Yong;Gupta, Ashok;Haight, Anthony R.;Hengeveld, John E.;Kerdesky, Francis A. J.;Kotecki, Brian J.;Macri, Bryan;Pal, Agnes. And the article was included in Organic Process Research & Development in 2009.Product Details of 179232-29-2 This article mentions the following:

The impact of entropic effects on the classical salt resolution of a 2-arylpyrrolidine I·D-tartrate is described. The crystallization of a racemic mixture of the base with tartaric acid led to a salt in which the undesired enantiomer is incorporated into the crystal lattice as a solid solution The product enantiomer ratio was later determined to be at the thermodn. well when the racemate is crystallized In order to circumvent this effect, an efficient two-crystallization resolution was developed. The bulk of the undesired enantiomer is removed in the first crystallization so that the second crystallization can result in material of acceptable optical purity. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Product Details of 179232-29-2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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. 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.Product Details of 179232-29-2

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Bromide – Wikipedia,
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Bench-Stable Stock Solutions of Silicon Grignard Reagents: Application to Iron- and Cobalt-Catalyzed Radical C(sp³)-Si Cross-Coupling Reactions was written by Xue, Weichao;Shishido, Ryosuke;Oestreich, Martin. And the article was included in Angewandte Chemie, International Edition in 2018.SDS of cas: 14425-64-0 This article mentions the following:

A robust method for the preparation of silicon-based magnesium reagents is reported. The MgBr₂ used in the lithium-to-magnesium transmetalation step is generated in situ from 1,2-dibromoethane and elemental magnesium in hot THF. No precipitation of MgBr₂ occurs in the heat, and transmetalation at elevated temperature leads to homogeneous stock solutions of the silicon Grignard reagents that are stable and storable in the fridge. This method avoids the preparation of silicon pronucleophiles such as Si-Si and Si-B reagents. The new Grignard reagents were applied to unprecedented iron- and cobalt-catalyzed cross-coupling reactions of unactivated alkyl bromides. The functional-group tolerance of these magnesium reagents is excellent. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0SDS of cas: 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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.SDS of cas: 14425-64-0

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MeOTf-Catalyzed Intramolecular Acyl-Cyclization of Aryl Isocyanates: Efficient Access to Phenanthridin-6(5H)-one and 3,4-Dihydroisoquinolin-1(2H)-one Derivatives was written by Zou, Song;Zhang, Zeyu;Chen, Chao;Xi, Chanjuan. And the article was included in Asian Journal of Organic Chemistry in 2021.Formula: C9H11BrO This article mentions the following:

MeOTf-catalyzed intramol. acyl-cyclization of aryl isocyanates has been realized to provide (NH)-phenanthridinones and lactams under metal-free conditions. A variety of functional groups are tolerated in their scaffolds with good to excellent yields. The reaction could be carried to gram scale and a range of natural alkaloids, such as crinasiadine, benzophenidine alkaloid (ZYH005), N-methylcrinasiadine, and trisphaeridine could be synthesized directly or in short steps with high yields. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Formula: C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.Formula: C9H11BrO

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Intramolecular Pd-Catalyzed Reductive Amination of Enolizable sp³-C-H Bonds was written by Ford, Russell L.;Alt, Isabel;Jana, Navendu;Driver, Tom G.. And the article was included in Organic Letters in 2019.Computed Properties of C7H5BrFNO2 This article mentions the following:

A palladium-catalyzed reductive cyclization of nitroarenes has been designed to construct sp³-C-NHAr bonds from sp³-C-H bonds by using an enolizable nucleophile to intercept a nitrosoarene intermediate. Exposure of ortho-substituted nitroarenes to 5 mol % of Pd(OAc)₂ and 10 mol % of phenanthroline under 2 atm of CO constructs partially saturated 5-, 6-, or 7-membered N-heterocycles I (R¹ = H, Cl, Me, etc.; R² = H, F, Me, etc.; R³ = H, Me) using α-pyridyl carboxylates, malonates, 1,3-dimethylbarbituric acid, 1,3-diones, or difurans as the nucleophile. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0Computed Properties of C7H5BrFNO2).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C7H5BrFNO2

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Sum Frequency Generation Imaging Microscopy of Patterned Self-Assembled Monolayers with Terminal -CH₃, -OCH₃, -CF₂CF₃, -C=C-, -Phenyl, and -Cyclopropyl Groups was written by Cimatu, Katherine;Moore, H. Justin;Barriet, David;Chinwangso, Pawilai;Lee, T. Randall;Baldelli, Steven. And the article was included in Journal of Physical Chemistry C in 2008.Product Details of 56523-59-2 This article mentions the following:

Vibrational spectroscopic imaging is demonstrated for a variety of organic monolayer-functionalized surfaces patterned using microcontact printing. The images from sum frequency generation imaging microscopy (SFGIM) are analyzed using different contrast mechanisms in the interpretation of the transition from stamped to backfilled regions of interest. For this experiment, microcontact printing is used to spatially control the surface monolayers by using a patterned stamp and by varying the terminal functional group of the backfilling solutions Anal. by the three different methods suggests that significant mixing occurs between the stamped and backfilled regions, which influence the contrast in the images at the resonant peaks. The interference between the resonant peaks and nonresonant background also has an effect on the appearance of the image. In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Product Details of 56523-59-2).

15-Bromopentadecanoic acid (cas: 56523-59-2) 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. 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.Product Details of 56523-59-2

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Novel Class of Colony-Stimulating Factor 1 Receptor Kinase Inhibitors Based on an o-Aminopyridyl Alkynyl Scaffold as Potential Treatment for Inflammatory Disorders was written by Xie, Zhicheng;Wu, Bing;Liu, Yingqiang;Ren, Wenming;Tong, Linjiang;Xiang, Caigui;Wei, Aihuan;Gao, Yuanzhuo;Zeng, Limin;Xie, Hua;Tang, Wei;Hu, Youhong. And the article was included in Journal of Medicinal Chemistry in 2020.Recommanded Product: 6-Amino-5-bromonicotinic acid This article mentions the following:

Colony-stimulating factor 1 receptor (CSF-1R) is involved in inflammatory disorders as well as in many types of cancer. Based on high-throughput screening and docking results, we performed a detailed structure-activity-relationship study, leading to the discovery of a new series of compounds with nanomolar IC₅₀ values against CSF-1R without the inhibition of fibroblast growth factor receptors. One of the most promising hits, compound 29, potently inhibited CSF-1R kinase with an IC₅₀ value of 0.7 nM, while it showed no inhibition to the same family member FMS-like tyrosine kinase 3. Compound 29 displayed excellent anti-inflammatory effects against RAW264.7 macrophages indicated by significant inhibition against the activation of the CSF-1R pathway with low cytotoxicity. In addition, compound 29 exhibited strong in vivo anti-inflammatory efficacy alongside favorable drug characteristics. This novel compound 29 may serve as a new drug candidate with promising applications in inflammatory disorders. In the experiment, the researchers used many compounds, for example, 6-Amino-5-bromonicotinic acid (cas: 180340-69-6Recommanded Product: 6-Amino-5-bromonicotinic acid).

6-Amino-5-bromonicotinic acid (cas: 180340-69-6) 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. 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: 6-Amino-5-bromonicotinic acid

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The influence of solvent on the addition of hydrogen bromide to some allylbenzenes in the presence of peroxides was written by Delobelle, Jacques;Fetizon, Marcel;Baranger, Pierre;Schalbar, Jeanine. And the article was included in Compt. rend. in 1957.Product Details of 57293-19-3 This article mentions the following:

p-MeOC₆H₄(CH₂)₃Br (I) has been prepared in 2 ways: (a) from anisaldehyde via Me p-methoxycinnamate and p-MeOC₆H₄(CH₂)₃OH, b_0.2 104-6°, n_D¹⁹ 1.5493; (b) from p-methoxyallylbenzene (II) by the addition of HBr in PhMe in the presence of Bz₂O₂, b_0.06 97°, n_D¹⁹ 1.5502. The Grignard reagent of each treated with PhNCO gave the anilide, m. 100-1° (from cyclohexane). The infrared spectra of I from b had an addnl. band at 1000 cm.^-1, attributable to a small amount of p-MeOC₆H₄CH₂CHBrMe (III), formed as a side-product. An authentic sample of III b_0.6 110-12°, n_D¹⁷ 1.5508. A qualitative study of this reaction showed that in the presence of Bz₂O₂ in PhMe, HBr added to II to give nearly pure I, but that in MeNO₂ a much greater proportion of III resulted. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Product Details of 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Product Details of 57293-19-3

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Copper(I)-Catalyzed Asymmetric Desymmetrization: Synthesis of Five-Membered-Ring Compounds Containing All-Carbon Quaternary Stereocenters was written by Aikawa, Kohsuke;Okamoto, Tatsuya;Mikami, Koichi. And the article was included in Journal of the American Chemical Society in 2012.Recommanded Product: 162258-89-1 This article mentions the following:

A highly stereoselective catalytic alkylation sequence for the synthesis of highly functionalized and versatile five-membered-ring compounds bearing all-carbon quaternary stereocenters was developed. Enantioselective desymmetrization of achiral cyclopentene-1,3-diones was thus executed by chiral Cu-phosphoramidite catalysts. A variety of complicated cyclopentane derivatives can be synthesized with excellent stereoselectivities using a low catalyst loading in a one-pot operation. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Recommanded Product: 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Recommanded Product: 162258-89-1

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Separation of stereoisomers by column fractional precipitation was written by Schulz, Wolfgang W.;Purdy, William C.. And the article was included in Anal. Chem. in 1963.SDS of cas: 96761-85-2 This article mentions the following:

Column fractional precipitation is extended to the separation of 1,3,5-tris(3-bromophenyl)benzene from 1,3,5-tris(4-bromophenyl)benzene, with p-dioxane-water. The 3 fractions of greatest overlap were analyzed from the absorbances at 260.2 and 253.0 mμ by using simultaneous equations. o,p-Quaterphenyl was separated from m,p-quaterphenyl and the overlapping fractions were analyzed by the absorbance ratios at 265 and 248 mμ. In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2SDS of cas: 96761-85-2).

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–bromine bond is electrophilic in nature. 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: 96761-85-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary