Author: Jessica.F

Nazarov, I. N. published the artcileStereochemistry of addition reactions at a triple bond. III. Stereochemistry of bromination of propargyl alcohols, HPLC of Formula: 594-81-0, the publication is Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya (1960), 887-95, database is CAplus.

cf. CA 52, 3660g, 19925f. Photochem. bromination of HCCCH₂OH (I) yielded trans-dibromide, while the tertiary acetylenic alcs. and acetates yielded mainly cis-dibromides. I and the calculated amount of Br in CCl₄ added at 25° under ultraviolet light gave 74% 2,3-dibromo-2-propen-1-ol, b₁ 55-6°, m. 28-30°, whose trans structure was confirmed by infrared spectrum (shown). Bromination of dimethylethynylcarbinol in hexane under ultraviolet light gave 2,3-dibromo-2,3-dimethylbutane, m. 173-5°, and mainly a stereoisomeric mixture of dibromovinyldimethylcarbinols, b₆ 76-80°, n_D²⁰ 1.5422, containing not over 8% trans isomer. Similar bromination of HCCCMe₂OAc gave a little 2,3-dibromo-2,3-dimethylbutane, m. 172-5°, and 77% stereoisomers of AcOCMe₂CBr:CHBr, b₂ 71-4.5°, n_D^21.5 1.5184, containing not over 11% trans isomer. Similar bromination in AcOH gave the above mixture, b₁₀ 80-103°, a fraction, b₁₀ 103-8°, n_D²⁰ 1.4909 [which with semicarbazide gave bromoacetyldimethylcarbinyl acetate semicarbazone, m. 102-5° (CA 36, 745⁸)], and a polybromoketone, b₃ 91-106°, 1.5278. The mother liquors yielded with semicarbazide bromoacetyldimethylcarbinylsemicarbazide, m. 125-6°. cis-Dibromovinyldimethylcarbinyl acetate with MeONa-MeOH (loc. cit.) in the cold gave cis-dibromoethylene, containing not over 5% trans isomer, and mostly dimethylbromoethynylcarbinol, b₁₇ 68-70°; p-nitrobenzoate m. 88.5-9.5° (Straus, et al., CA 25, 71). The residues yielded some Me₂C:CHCO₂H. trans-CHBr: CBrCMe₂OH with Ac₂OH₂SO₄ in the cold gave mainly trans-3,4-dibromoisoprene and trans-CHBr:CBrCMe₂OAc, b₁ 68-9°, 1.513-6, which with MeONa-MeOH gave trans-dibromoethylene and trans-CHBr:CBrCMe₂OH. The latter and powd. KOH in Et₂O in 2 hrs. at 35° gave 22% dibromoethylene, containing not over 16% cis form, along with unreacted material and some (CCMe₂OH)₂. Bromination of 1-ethynylcyclohexyl acetate in hexane under ultraviolet light gave 82% cis-1-(dibromovinyl)cyclohexyl acetate, b_2.5 116-18°, n_D¹⁹ 1.5321. Similar bromination in AcOH at room temperature gave 60% 1-acetoxy-1-(dibromoacetyl)cyclohexanone, m. 51.5-2°, and mixed stereoisomers of 1-(dibromovinyl)cyclohexyl acetates, b₁ 101-4°, containing not over 13% cis-isomer. Keeping cis-1-(dibromovinyl)cyclohexyl acetate with alc. KOH 3 days gave 69% 1-bromoethynylcyclohexanol, m. 54.5-6°, and 13.5% cyclohexylideneacetic acid; S-benzylthiuronium salt m.162-3°. trans-1-(Dibromovinyl)cyclohexanol with Ac₂OH₃PO₄ gave the corresponding acetate, b_1.2 105.5-6°, n_D²⁰ 1.5388. Ultraviolet irradiation of trans-dibromovinyldimethylcarbinol in hexane in the presence of a trace of Br 4 hrs. gave 81% cis-isomer; longer irradiation failed to increase this conversion. The trans-isomer kept 2 months in the dark yielded 69% cis-isomer. Irradiation of trans-(dibromovinyl)dimethylcarbinyl acetate gave also a mixture of cis-trans isomers containing 78% cis-form. The liquid trans-1-(dibromovinyl)cyclohexanol, illuminated in hexane solution, solidified and gave some 79% cis-isomer; keeping the trans-isomer 6 months in the cold gave 62% cis-isomer, m. 66-70°. The estimation of cis-trans isomers was done with the aid of infrared spectra, which were shown.

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, HPLC of Formula: 594-81-0.

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

Verma, Naimish K. published the artcileRegioselective Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazole Derivatives from α,β-Unsaturated Carbonyls, Computed Properties of 143-15-7, the publication is European Journal of Organic Chemistry (2022), 2022(28), e202200317, database is CAplus.

The copper-catalyzed oxidative azide-olefin cycloaddition (OAOC) reaction of differently substituted α,β-unsaturated carbonyls with azides provided an efficient method for preparing biol. active 1,4,5-trisubstituted 1,2,3-triazoles. In this study, the cycloaddition reaction was found to be a simple and powerful method for constructing diverse mono- and bis-(1,4,5-trisubstituted 1,2,3-triazole) functionalized heterocyclic compounds in moderate to high yields with great regioselectivity. The XRD-anal. data of one of the bis-triazole derivatives supported the regioselectivity as well as the conformity of the method in the construction of the triazole nucleus. The preliminary antifungal profile against C. albicans was observed with cinnamaldehyde-based triazole derivatives demonstrating promising results.

European Journal of Organic Chemistry published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C23H43NP2, Computed Properties of 143-15-7.

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

Keller, Austin N. published the artcileDesign and Characterization of Aprotic N-Heterocyclic Anion Ionic Liquids for Carbon Capture, Computed Properties of 111-83-1, the publication is Journal of Chemical & Engineering Data (2022), 67(2), 375-384, database is CAplus.

The transport properties, thermal properties, and CO₂ solubility for several ionic liquids (ILs) with triethyl(octyl)phosphonium cations and a variety of CO₂-reactive aprotic N-heterocyclic anions (AHAs) are reported in this work. Eleven new ILs were designed and synthesized. They were characterized in terms of their m.ps., glass transition temperatures, decomposition temperatures, viscosities and densities (where possible), as well as their CO₂ capacity as a function of pressure. Of the 11, 3 were solid at room temperature, 1 was a room-temperature liquid which remained liquid upon reaction with CO₂, and 7 others were liquids that crystallized at room temperature upon reaction with CO₂, so experimentation at elevated temperatures was required. The CO₂ uptake isotherms for seven of the ILs, at temperatures ranging from 49 to 64°C and pressures from 0 to 80 kPa, were fit to a Langmuir model. The CO₂ solubility for several of these ILs was among the highest reported at these temperatures and pressures for AHA ILs in the literature, but they have lower thermal stability and higher viscosity than other promising AHA ILs.

Journal of Chemical & Engineering Data 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, Computed Properties of 111-83-1.

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

Adam, Julia M. published the artcileCyclodextrin-Derived Host Molecules as Reversal Agents for the Neuromuscular Blocker Rocuronium Bromide: Synthesis and Structure-Activity Relationships, SDS of cas: 55788-44-8, the publication is Journal of Medicinal Chemistry (2002), 45(9), 1806-1816, database is CAplus and MEDLINE.

A series of mono- and per-6-substituted cyclodextrin derivatives were synthesized as synthetic receptors (or host mols.) of rocuronium bromide, the most widely used neuromuscular blocker in anesthesia. By forming host-guest complexes with rocuronium, these cyclodextrin derivatives reverse the muscle relaxation induced by rocuronium in vitro and in vivo and therefore can be used as reversal agents of the neuromuscular blocker to assist rapid recovery of patients after surgery. Because this supramol. mechanism of action does not involve direct interaction with the cholinergic system, the reversal by these compounds is not accompanied by cardiovascular side effects usually attendant with acetylcholinesterase inhibitors such as neostigmine. The structure-activity relationships are consistent with this supramol. mechanism of action and are discussed herein. These include the effects of binding cavity size and hydrophobic and electrostatic interaction on the reversal activities of these compounds

Journal of Medicinal Chemistry published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, SDS of cas: 55788-44-8.

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

Kuivila, Henry G. published the artcileElectrophilic displacement reactions. XIV. Two novel reactions involving areneboronic acids and halogens, Application of 2-Bromo-5-methoxybenzene boronic acid, the publication is Journal of Organic Chemistry (1962), 825-9, database is CAplus.

cf. CA 56, 15531f. Bromination of m-MeOC₆H₃B(OH)₂ (I) with 1, 2, and 3 moles Br yielded 2,5-Br(MeO)C₆H₃B(OH)₂ (II), 2,4,5-Br₂(MeO)C₆H₂B(OH)₂ (III), and 2,4,5-Br₃C₆H₂OMe (IV). Chlorination gave 2,5-Cl(MeO)- C₆H₃B(OH)₂ (V) and probably 4,3-Cl(MeO)C₆H₃B(OH)₂ (VI). Reaction with ICl gave 2,5-I(MeO)C₆H₃B(OH)₂ (VII). I anhydride (2.0 g.) in 75 ml. 1:4 AcOH-H₂O treated with stirring with 2 g. NaBr and 2.39 g. Br in 25 ml. 1:4 AcOH-H₂O and the mixture refrigerated 16 hrs. yielded 90% air-dried II, dried 1 hr. at 95° to give the anhydride, m. 213-15° (H₂O), partially reverting to II on standing several months. ZnCl₂ (2 g.) and 2.15 g. II heated in the pot of a liquid-liquid extractor and refluxed with steam distillation of the oily layer gave 92% p-BrC₆H₄OMe, n²⁵_D 1.5588; sulfonamide derivative m. 150.5-1.3°. I (2 g.) dibrominated in 100 ml. 1:4 AcOH-H₂O with 4 g. NaBr and 4.78 g. Br, the mixture refrigerated 2 days, and filtered yielded 92% III monohydrate. III monohydrate (2.0 g.) in 5 ml. MeOH kept 24 hrs. with 2.5 ml. 3.873M H₂O₂, the solvent evaporated on a steam bath, the oily product extracted with petr. ether, and the residue on evaporation (2.07 g.) repeatedly recrystallized from petr. ether (Norit) yielded 19% pure 2,4,5-Br₂(MeO)C₆H₂OH, m. 68-9°. I anhydride (1 g.) and 2.5 g. NaOAc in 60 ml. 1:2 MeOH-H₂O shaken 5 min. with 3.58 g. Br, the mixture kept 5 days, the solution evaporated, and extracted with 10% NaOH gave 57% solid, recrystallized from alc. to give 0.80 g. 2,4,5-Br₃C₆H₂OMe, m. 105-6°. I (2.0 g.) in a min. of hot H₂O₂ treated with 1.41 g. AcNHCl and 5 ml. concentrated HCl and the mixture cooled to room temperature yielded 43% Cl(MeO)C₆H₃B(OH)₂, m. 115° (solidifying and m. 190-5°), recrystallized to give V anhydride, m. to 220-3°. Further cooling yielded 43% isomeric VI, m. 146-51°. Treatment of V anhydride (0.3 g.) with 3 ml. Et₂O containing 0.047 g. C₅H₅N gave a C₅H₅N complex, m. 172-5°. Similarly, 0.3 g. VI and 0.053 g. C₅H₅N in Et₂O gave a complex, m. 156-9°. V (or VI) anhydride (2 g.) and 2 g. ZnCl₂ in 15 ml. H₂O refluxed 19 hrs. in a liquid-liquid extractor and the distilled ClC₆H₄OMe dried over KOH gave infrared spectra identical with those of o- and p-ClC₆H₄OMe, resp. V-VI (1 g.) treated with 2 g. (HOCH₂CH₂)₂NH and the complex, ν 3140 cm.^-1, hydrolyzed with dilute HCl and aqueous ZnCl₂ gave only p-ClC₆H₄OMe. I anhydride (2 g.) in 70 ml. CCl₄ heated 15 min. on a steam bath with 2.8 g. ICl in 20 ml. CCl₄, the refrigerated mixture filtered, the filtrate titrated with thiosulfate to show the use of 25% of ICl in chlorination and 50% in iodination, and the precipitate recrystallized repeatedly from CCl₄ gave 0.77 g. VII anhydride, m. 84-7°, neutralization equivalent 260 (with conversion to p-IC₆H₄OMe, m. 51-3°). The anhydride reverted readily to VII. The initial filtrate yielded 0.38 g. crude Cl(MeO)C₆H₃B(OH)₂ anhydrides. H₂O (50 ml. containing 4.0 g. NaOH and 10 millimoles Br treated with 10 millimoles PhB(OH)₂ with consumption in 15 min. of 4.9 millimoles Br for substitution and 5.1 millimoles in oxidation, the mixture acidified, and filtered yielded 20% 2,4,6-Br₃C₆H₂OH (VIII), m. 79.5-82.5°. NaOBr (19.5 millimoles) in 50 ml. H₂O kept 1 hr. with 4.88 millimoles PhB(OH)₂ in 20 ml. H₂O, acidified with HNO₂, filtered, and the air-dried precipitate (1.3 g.) treated with 5 ml. alc. gave 0.8 g. insoluble unidentified compound, m. gradually above 180°. Dilution of the filtrate with H₂O yielded 28% VIII. Br (15 millimoles) and 28 millimoles NaOH in 10 ml. H₂O kept 1 hr. with 5 millimoles p-BrC₆H₄B(OH)₂ and the product acidified yielded 78% VIII. PhB(OH)₂ (9.63 millimoles) in 5 ml. H₂O treated with 40.45 millimoles NaOCl in 75 ml. H₂O, the solution heated 1 hr. at 80°, the cooled solution treated with 1 g. NaHSO₃, acidified, filtered, and the product steam distilled yielded 90% 2,4,6-Cl₃C₆H₂OH, m. 67.5-8.0; p-nitrobenzoate m. 103.5-5.0°. Repetition with equimolar amounts of NaOCl and PhB(OH)₂ and distillation yielded 80% PhOH, b. 182-7°; p-nitrobenzoate corresponding to that of PhOH. NaOCl (10 millimoles) and 10 millimoles PhB(OH)₂ in 25 ml. H₂O heated 30 min. at 80° and the product analyzed for Cl showed that 8.11 millimoles NaOCl had been used for oxidation but only 1.89 millimoles for nuclear chlorination.

Journal of Organic Chemistry 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 of 2-Bromo-5-methoxybenzene boronic acid.

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

Mozhenok, T. P. published the artcileEffects of some DNA-intercalators and antioxidative compounds on the phagosome-lysosome fusion and F-actin content in murine peritoneal macrophages, Product Details of C20H18BrN3, the publication is Tsitologiya (1998), 40(6), 585-590, database is CAplus.

Effect of DNA-intercalators ethidium bromide (EB, 0.005 and 0.015 mM) and dimidium bromide (DB, 0.005 and 0.010 mM) and antioxidative compounds acetylsalicylic acid (ASA, 0.05 and 0.50 mM) and β-carotene (0.01, 0.02, 0.05 mM) on the phagosome-lysosome (P-L) fusion and F-actin content in murine peritoneal macrophages were studied. EB, DB, ASA and β-carotene were found to stimulate P-L fusion and the effect depending on the concentration of compounds tested. The strongest influence was evoked by 0.5 mM of ASA and 0.05 mM of β-carotene. The compounds tested enhanced F-actin content in macrophages, especially by the action of β-carotene (0.05 mM). The obtained data indicate a correlation between P-L fusion stimulation and F-actin content under the influence of compounds tested in murine peritoneal macrophages.

Tsitologiya published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C20H18BrN3, Product Details of C20H18BrN3.

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

Dolbois, Aymeric published the artcile1,4,9-Triazaspiro[5.5]undecan-2-one Derivatives as Potent and Selective METTL3 Inhibitors, Formula: C7H5Br2F, the publication is Journal of Medicinal Chemistry (2021), 64(17), 12738-12760, database is CAplus and MEDLINE.

N⁶-methyladenosine (m⁶A) is the most frequent of the 160 RNA modifications reported so far. Accumulating evidence suggests that the METTL3/METTL14 protein complex, part of the m⁶A regulation machinery, is a key player in a variety of diseases including several types of cancer, type 2 diabetes, and viral infections. Here we report on a protein crystallog.-based medicinal chem. optimization of a METTL3 hit compound that has resulted in a 1400-fold potency improvement (IC₅₀ of 5 nM for the lead compound 22 (UZH2)(I) in a time-resolved Forster resonance energy transfer (TR-FRET) assay). The series has favorable ADME properties as physicochem. characteristics were taken into account during hit optimization. UZH2 shows target engagement in cells and is able to reduce the m⁶A/A level of polyadenylated RNA in MOLM-13 (acute myeloid leukemia) and PC-3 (prostate cancer) cell lines.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Formula: C7H5Br2F.

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

Mondal, Rajib published the artcileThiophene-rich fused-aromatic thienopyrazine acceptor for donor-acceptor low band-gap polymers for OTFT and polymer solar cell applications, Related Products of bromides-buliding-blocks, the publication is Journal of Materials Chemistry (2010), 20(28), 5823-5834, database is CAplus.

Thiophene enriched fused-aromatic thieno[3,4-b]pyrazine systems were designed and employed to produce low band gap polymers (E_g = 1.0-1.4 eV) when copolymerized with fluorene and cyclopentadithiophene. The copolymers are mainly investigated for organic thin film transistor and organic photovoltaic applications. Mol. packing in the thin films of these polymers was investigated using Grazing incidence X-ray Scattering. Although both fluorene and cyclopentadithiophene polymers follow similar face to face π-π stacking, the latter polymers show much smaller lamellar d-spacings due to side-chain interdigitation between the lamellae. This lead to the higher charge carrier mobilities in cyclopentadithiophene polymers (up to 0.044 cm2/V.s) compared to fluorene polymers (up to 8.1 × 10^-3 cm²/V.s). Power conversion efficiency of 1.4% was achieved using fluorene copolymer in solar cells with a fullerene derivative as an acceptor. Although the cyclopentadithiophene polymers show lower band gaps with higher absorption coefficients compared to fluorene copolymers, but the power conversion efficiencies in solar cells of these polymers are low due to their low ionization potentials.

Journal of Materials Chemistry published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Related Products of bromides-buliding-blocks.

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

Gujadhur, Rattan K. published the artcileFormation of Aryl-Nitrogen, Aryl-Oxygen, and Aryl-Carbon Bonds Using Well-Defined Copper(I)-Based Catalysts, Computed Properties of 25753-84-8, the publication is Organic Letters (2001), 3(26), 4315-4317, database is CAplus and MEDLINE.

The authors report mild synthetic protocols for the formation of aryl-carbon, aryl-nitrogen, and aryl-oxygen bonds based on soluble, well-defined copper(I) catalysts. These protocols do not require the use of palladium and/or expensive ligands. E.g., Cu(Phen)(PPh₃)Br catalyzed the coupling of PhCCH with PhI to give 80% PhCCPh.

Organic Letters published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C30H24BrCuN2P, Computed Properties of 25753-84-8.

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

Sosnowska, Anita published the artcilePredicting enthalpy of vaporization for Persistent Organic Pollutants with Quantitative Structure-Property Relationship (QSPR) incorporating the influence of temperature on volatility, Application of 1,3-Dibromonaphthalene, the publication is Atmospheric Environment (2014), 10-18, database is CAplus.

Enthalpy of vaporization (ΔH_vap) is a thermodn. property associated with the dispersal of Persistent Organic Pollutants (POPs) in the environment. Common problem in the environmental risk assessment studies is the lack of exptl. measured ΔH_vap data. This problem can be solved by employing computational techniques, including QSPR (Quant. Structure-Property Relationship) modeling to predict properties of interest. Majority of the published QSPR models can be applied to predict the enthalpy of vaporization of compounds from only one, particular group of POPs (i.e., polychlorinated biphenyls, PCBs). We have developed a more general QSPR model to estimate the ΔH_vap values for 1436 polychlorinated and polybrominated benzenes, biphenyls, dibenzo-p-dioxins, dibenzofurans, di-Ph ethers, and naphthalenes. The QSPR model developed with Multiple Linear Regression anal. was characterized by satisfactory goodness-of-fit, robustness and the external predictive performance (R² = 0.888, Q²_CV = 0.878, Q²_Ext = 0.842, RMSE_C = 5.11, RMSE_CV = 5.34, RMSE_P = 5.74). Moreover, we quantified the temperature dependencies of vapor pressure for twelve groups of POPs based on the predictions at six different temperatures (logP_L(T)). In addition, we found a simple arithmetic relationship between the logarithmic values of vapor pressure in pairs of chloro- and bromo-analogs. By employing this relationship it is possible to estimate logP_L(T) for any brominated POP at any temperature utilizing only the logP_L(T) value for its chlorinated analogs.

Atmospheric Environment published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C7H5ClN2S, Application of 1,3-Dibromonaphthalene.

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