Category: 364-12-5

Yoshida, Suguru published the artcileSingle C-F Bond Cleavage of Trifluoromethylarenes with an ortho-Silyl Group, Product Details of C7H3BrF3I, the publication is Angewandte Chemie, International Edition (2016), 55(35), 10406-10409, database is CAplus and MEDLINE.

The transformation of a single C-F bond of trifluoromethylarenes bearing a hydrosilyl group at the ortho position was achieved. The activation of the hydrosilyl group with a trityl cation in the presence of nucleophiles allowed for selective C-F bond functionalization, for example, by allylation, carboxylation, or chlorination. Further derivatization of the resulting fluorosilylarenes afforded various aromatic difluoromethylene compounds

Angewandte Chemie, International Edition published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C14H28O5S, Product Details of C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Shi, Guangfa published the artcileSilver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent, Quality Control of 364-12-5, the publication is Organic Letters (2015), 17(1), 38-41, database is CAplus and MEDLINE.

Direct trifluoromethylation of arenes using TFA as the trifluoromethylating reagent was achieved with Ag as the catalyst. This reaction not only provides a new protocol for aryl C-H trifluoromethylation, but the generation of CF₃· from TFA may prove useful in other contexts and could potentially be extended to other trifluoromethylation reactions.

Organic Letters published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C11H12O4, Quality Control of 364-12-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Heidbrink, Jenny L. published the artcilePolar Effects Control Hydrogen-Abstraction Reactions of Charged, Substituted Phenyl Radicals, Product Details of C7H3BrF3I, the publication is Journal of Physical Chemistry A (2001), 105(33), 7875-7884, database is CAplus.

The rate of hydrogen atom abstraction from tributyltin hydride, benzeneselenol, thiophenol, and THF was measured in the gas phase for charged Ph radicals with different neutral substituents at the meta- or ortho-position. A charged pyridinium substituent (meta or para) allowed the manipulation of the radicals in the Fourier transform ion cyclotron resonance mass spectrometer that was used to carry out the experiments All the reaction rates were found to be similarly affected by substituents on the radical: meta, H < Br ∼ Cl < CN (most reactive); ortho, H < CF₃ ∼ Cl ∼ F. The exptl. observations parallel the transition-state energies calculated for hydrogen abstraction from methanol. However, the calculated reaction exothermicities do not correlate with the reactivity trends. Instead, a correlation exists between the reactivity and electron affinity of the radicals. We conclude that the electron-withdrawing substituents studied here lower the reaction barrier by increasing the polarity of the transition state, without an associated increase in reaction exothermicity. The increase in the electron affinity (ΔEA) of the radical caused by a given substituent provides a sensitive probe for the substituent’s barrier-lowering effect (in the few cases studied in detail, the barrier is lowered by about 10% of ΔEA_v). Another way to lower the barrier involves lowering the ionization energy of the substrate. Indeed, all the radicals follow the reactivity trend of thiophenol > 4-fluorothiophenol > pentafluorothiophenol. This trend reflects the decreasing ionization energies of the three substrates rather than the decreasing reaction exothermicities or increasing homolytic bond-dissociation energies (4-fluorothiophenol > thiophenol > pentafluorothiophenol). Apparently, the polar control overrides the enthalpic control in this case. The results reported for radicals with different distances between the radical site and the charged group suggest that similar substituent effects are expected for neutral Ph radicals, and that the hydrogen abstraction ability of heteroaromatic radicals is likely to be tunable by pH.

Journal of Physical Chemistry A published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Product Details of C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Suga, Takeo published the artcileCathode- and Anode-Active Poly(nitroxylstyrene)s for Rechargeable Batteries: p- and n-Type Redox Switching via Substituent Effects, Formula: C7H3BrF3I, the publication is Macromolecules (Washington, DC, United States) (2007), 40(9), 3167-3173, database is CAplus.

Three polystyrenes bearing redox-active nitroxide radical(s) in each repeating unit, poly[4-(N-tert-butyl-N-oxylamino)styrene] (1), poly[3,5-di(N-tert-butyl-N-oxylamino)styrene] (2), and poly[4-(N-tert-butyl-N-oxylamino)-3-trifluoromethylstyrene] (3), were synthesized via free radical polymerization of protected precursor styrenic derivatives and subsequent chem. oxidation The radicals in these polymers were robust at ambient conditions, and the polymers possessed radical densities of 2.97 × 10²¹, 4.27 × 10²¹, and 1.82 × 10²¹ unpaired electrons/g for 1-3, resp., resulting in an electrode-active material with a high charge/discharge capacity. Particularly, the dinitroxide functional polymer 2 possessed the highest radical d. Cyclic voltammetry of the poly(nitroxylstyrene) 1 revealed a reversible redox at 0.74 V vs. Ag/AgCl, which was assigned to the oxidation of the nitroxide radical to form the oxoammonium cation (p-type doped state). However, the poly(nitroxylstyrene) ortho-substituted with the electron-withdrawing trifluoromethyl Group 3 showed a reversible redox at -0.76 V, ascribed to the n-type redox pair between the nitroxide radical and the aminoxy anion. Thus, the nitroxide radical polymer could be switched from p-type material suitable for a cathode to n-type material (anode-active) via altering the electron-withdrawing character of the substituents on the poly(nitroxylstyrene). This is the 1st report of an n-type radical polymer and the 1st report of using substituent effects to switch the redox behavior of the polymer. This versatile switching ability enables these polymers to function as components of metal-free electrodes in rechargeable batteries.

Macromolecules (Washington, DC, United States) published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C9H7NO2, Formula: C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Hattori, Yoshihide published the artcileSynthesis and evaluation as MRI probe of the trifluoromethylated p-boronophenylalanine and its alcohol derivative, Computed Properties of 364-12-5, the publication is Bioorganic & Medicinal Chemistry (2007), 15(5), 2198-2205, database is CAplus and MEDLINE.

Boron-neutron capture therapy (BNCT) and magnetic resonance imaging (MRI) are quite attractive techniques for treatment and diagnosis of cancer, resp. In order to develop practical tools for BNCT and MRI, novel compounds containing both the trifluoromethyl group and ¹⁰B atom in a single mol. were designed. In the present study, p-boronophenylalanine and p-boronophenylalaninol with the trifluoromethyl group were synthesized, and ¹⁹F NMR measurements of these compounds were carried out.

Bioorganic & Medicinal Chemistry published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Computed Properties of 364-12-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yu, Tao published the artcileDiscovery of dimethyl pent-4-ynoic acid derivatives, as potent and orally bioavailable DGAT1 inhibitors that suppress body weight in diet-induced mouse obesity model, Category: iodides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(10), 1686-1692, database is CAplus and MEDLINE.

Diacylglycerol acetyltransferase (DGAT) is expressed abundantly in intestine, liver, and adipose tissues. DGAT1 is the crucial and rate-limiting enzyme that mediates the final step in triacylglycerol (TAG) resynthesis during dietary fat absorption. However, too much triacylglycerol (TAG) reserve will lead to genetic obesity (Hubert et al., 2000). DGAT1 knockout mice could survive and displayed a reduction in the postprandial rise of plasma TG, and increased sensitivity of insulin and leptin. Here the authors report the discovery and characterization of a novel selective DGAT1 inhibitor 29 (5-(4-(4-amino-5-oxo-7,8-dihydropyrimido[5,4f][1,4] oxazepin-6(5H)-yl)-2,6-dimethylphenyl)-3,3-dimethylpent-4-ynoic acid) to potentially treat obesity. Compound 29 showed lipid lowering effect in mouse lipid tolerance test (LTT) and also reduced body weight in DIO mice without observable liver damage.

Bioorganic & Medicinal Chemistry Letters published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C3H6O2, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Kusakabe, Yu published the artcileImidazole Acceptor for Both Vacuum-Processable and Solution-Processable Efficient Blue Thermally Activated Delayed Fluorescence, Computed Properties of 364-12-5, the publication is ACS Omega (2022), 7(19), 16740-16745, database is CAplus and MEDLINE.

The members of the imidazole family have been widely used for electron transporting, host, conventional fluorescent, and phosphorescent materials. Although the imidazole core also has great potential as an acceptor segment of deep-blue thermally activated delayed fluorescence (TADF) owing to its high triplet energy, the emission color of imidazole-based TADF organic light-emitting diodes (OLEDs) has so far been limited to blue to green. In this work, four acridan-imidazole systems are theor. designed aiming for deep- or pure-blue emitters. All four emitters exhibit deep-blue to blue emission owing to the high energy levels of the lowest excited singlet states, exhibiting y coordinates of Commission Internationale de l’Eclairage coordinates between 0.06 and 0.26. The mol. composed of a trifluoromethyl-substituted benzimidazole acceptor in combination with a tetramethyl-9,10-dihydroacridine donor (named MAc-FBI) achieves a high maximum external quantum efficiency (EQE_MAX) of 13.7% in its application to vacuum-processed OLEDs. The emitter has high solubility even in ecofriendly nonhalogenated solvents, which motivates us to fabricate solution-processed MAc-FBI-based OLEDs, resulting in an even higher EQE_MAX of 16.1%.

ACS Omega published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Computed Properties of 364-12-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Ghisaidoobe, Amar T. published the artcileIdentification and Development of Biphenyl Substituted Iminosugars as Improved Dual Glucosylceramide Synthase/Neutral Glucosylceramidase Inhibitors, Recommanded Product: 5-Bromo-2-iodobenzotrifluoride, the publication is Journal of Medicinal Chemistry (2014), 57(21), 9096-9104, database is CAplus and MEDLINE.

This work details the evaluation of a number of N-alkylated deoxynojirimycin derivatives on their merits as dual glucosylceramide synthase/neutral glucosylceramidase inhibitors. Building on the previous work, the authors synthesized a series of D-gluco and L-ido-configured iminosugars N-modified with a variety of hydrophobic functional groups. The authors found that iminosugars featuring N-pentyloxymethylaryl substituents are considerably more potent inhibitors of glucosylceramide synthase than their aliphatic counterparts. In a next optimization round, the authors explored a series of biphenyl-substituted iminosugars of both configurations (D-gluco and L-ido) with the aim to introduce structural features known to confer metabolic stability to drug-like mols. From these series, two sets of mols. emerge as lead series for further profiling. Biphenyl-substituted L-ido-configured deoxynojirimycin derivatives are selective for glucosylceramidase and the nonlysosomal glucosylceramidase, and the authors consider these as leads for the treatment of neuropathol. lysosomal storage disorders. Their D-gluco-counterparts are also potent inhibitors of intestinal glycosidases, and because of this characteristic, the authors regard these as the prime candidates for type 2 diabetes therapeutics.

Journal of Medicinal Chemistry published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Recommanded Product: 5-Bromo-2-iodobenzotrifluoride.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Galan, Elena published the artcileSynthesis of 1,2-biphenylethane based single-molecule diodes, COA of Formula: C7H3BrF3I, the publication is Organic & Biomolecular Chemistry (2016), 14(8), 2439-2443, database is CAplus and MEDLINE.

We have described the synthesis of novel biphenylethane-based wires for mol. electronics. Exceptional single-mol. diode behavior was predicted for unsym. substituted biphenylethane derivatives, synthesized here using the so far unexplored unsym. substituted 1,2-bis(4-bromophenyl)ethanes as key intermediates, which were obtained from the corresponding tolane precursor by selective hydrogenation.

Organic & Biomolecular Chemistry published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, COA of Formula: C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

McBee, E. T. published the artcileSome dihalo(trifluoromethyl)benzenes, Application of 5-Bromo-2-iodobenzotrifluoride, the publication is Journal of the American Chemical Society (1951), 3932-4, database is CAplus.

cf. C.A. 44, 10671a; 45, 5638h. o-BrC₆H₄CF₃ (I) (75 g.) and 37 cc. concentrated H₂SO₄ at 15° treated dropwise with 24 cc. concentrated H₂SO₄ and 15 cc. 15% fuming HNO₃ (the temperature kept below 25°), the mixture stirred 1.5 hrs., poured on ice, the organic layer in Et₂O washed with dilute Na₂CO₃ and water, the Et₂O evaporated, and the oil distilled yielded 18 g. I and 67 g. 2-bromo-5-nitro-1-(trifluoromethyl)benzene (II), b_2.5-3 87-8°, large, white crystals from aqueous EtOH, m. 46-8°. II on hydrolysis yielded 2-bromo-5-nitrobenzoic acid, white needles, m. 181-2°; anilide, yellow needles, m. 168-9°. II (19.6 g.) in 40 cc. EtOH added to 45 g. SnCl₂.H₂O and 35 cc. concentrated HCl in 80 cc. EtOH at 40° (the temperature kept at 40-50°), the mixture let cool to room temperature, poured into excess concentrated NaOH, the product isolated by steam distillation, the layers of the distillate extracted with Et₂O, and the combined extracts evaporated in vacuo yielded 17 g. 4-bromo-3-(trifluoromethyl)aniline (III), large, white prisms from petr. ether or aqueous EtOH, m. 55-6°. Br (115 g.) in 100 cc. AcOH added dropwise to 140 g. m-F₃CC₆H₄NHAc, 400 cc. AcOH, and 300 cc. water at 60° during 3 hrs., and the mixture poured on ice and extracted with Et₂O yielded 165 g. crude material, 55 g. of which, refluxed with 55 g. concentrated HCl and 60 cc. EtOH, the cooled mixture treated with excess NaOH, and the organic phase extracted with Et₂O yielded 22 g. m-F₃CC₆H₄NH₂, b_7.5 70-1°, and 6 g. III [di-Ac derivative, m. 112-13.5° (from aqueous EtOH)]. III.HBr (from 4.46 g. III and 9 cc. 48% HBr in 20 cc. water cooled to 0°) treated with 10 g. ice, then 1.5 g. NaNO₂ in 10 cc. water in 1 portion, the mixture stirred 1 hr. at 0°, a small amount of Cu added, and the mixture slowly warmed to 60° and steam-distilled yielded 4.6 g. 2,5-dibromo-1-(trifluoromethyl)benzene (IV), m. 49-50° (from aqueous EtOH) (extremely volatile). III (9.3 g.), 9.6 cc. concentrated H₂SO₄, and 43 cc. water cooled to 0° (III.H₂SO₄ precipitated), 2.95 g. NaNO₂ in 20 cc. water added during 1 hr. (temperature at 0-2°), the mixture stirred several min., a saturated solution of 9.3 g. KI containing a trace of Cu bronze added, the mixture let warm to room temperature, stirred 1 hr., refluxed 1 hr., steam-distilled, and the distillate decolorized with bisulfite and cooled yielded 10.5 g. 2-bromo-5-iodo-1-(trifluoromethyl)benzene, white needles from water, m. 78-80°. m-BrC₆H₄CF₃ (120 g.) nitrated by the method of Finger and Reed (C.A. 39, 504.9) gave 127 g. oil, b₅ 99-100°, n_D²⁰ 1.5202, which on chilling to 0° yielded 55 g. 5-bromo-2-nitro-1-(trifluoromethyl)benzene (V), faintly yellow crystals from petr. ether, m. 40-44°. V reduced with SnCl₂ yielded 84% 4-bromo-2-(trifluoromethyl)aniline (VI), b₁ 60.7-62°, n_D²⁰ 1.5327, converted in 51% yield by a Gattermann reaction similar to that above, into 2,5-Br₂C₆H₃CF₃ and into 41% 5-bromo-2-iodo-1-(trifluoromethyl)benzene (VII), m. 77-8° (from aqueous EtOH). The Grignard reagent from 35 g. VII treated with CO₂ yielded 15.6 g. 4-bromo-2-(trifluoromethyl)benzoic acid, m. 124-5° (from aqueous EtOH). VI (23.5 g.) with NaNO₂ yielded 14.5 g. 4,4′-dibromo-2,2′-bis(trifluoromethyl)-1,1′-diazoaminobenzene, m. 139-40° (from petr. ether).

Journal of the American Chemical Society published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Application of 5-Bromo-2-iodobenzotrifluoride.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com