Tag: M.W=200-250

Natrajan, Anand published the artcileA green synthesis of chemiluminescent N-sulfopropyl acridinium esters in ionic liquids without using the carcinogen 1,3-propane sultone, Formula: C3H6BrNaO3S, the publication is Green Chemistry Letters and Reviews (2013), 6(3), 237-248, database is CAplus.

Chemiluminescent acridinium dimethylphenyl esters containing hydrophilic N-sulfopropyl groups in the acridinium ring are used as labels in automated immunoassays for clin. diagnostics. Introduction of the N-sulfopropyl group in these labels is normally accomplished by N-alkylation of the corresponding, nonchemiluminescent acridine ester precursors with the toxic carcinogen 1,3-propane sultone. In the current study, we report that sodium 3-bromopropane sulfonate in ionic liquids (ILs) is a benign alternative to 1,3-propane sultone for introducing the N-sulfopropyl group in chemiluminescent acridinium ester labels. The sultone reagent can be eliminated in the synthesis of N-sulfopropyl acridinium dimethylphenyl ester labels by taking advantage of the increased reactivity of acridan esters toward nontoxic sodium 3-bromopropane sulfonate in [BMIM][BF₄]. Sodium 3-bromopropane sulfonate in ILs is also potentially a nontoxic alternative to 1,3-propane sultone for introducing the water-soluble, three-carbon sulfobetaine moiety in other mols. as well.

Green Chemistry Letters and Reviews 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, Formula: C3H6BrNaO3S.

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

Bernd, Johannes published the artcileElectrochemical O-trifluoromethylation of electron-deficient phenols, Name: 4-Bromo-2,3,5,6-tetrafluorophenol, the publication is Electrochemistry Communications (2021), 107165, database is CAplus.

A simple and sustainable one-step strategy for the preparation of electron-deficient aryl trifluoromethyl ethers (ArOCF₃) from the corresponding phenols by electrochem. synthesis is presented. Anodic oxidation of trifluoromethane sulfinate (Langlois reagent) leads to direct O-trifluoromethylation of phenol-derivatives bearing fluorine, chlorine, bromine and nitrile substituents under mild conditions in yields up to 75% and in gram-scale. This electrochem. protocol provides an economic and green synthesis for an otherwise inaccessible class of mols. without the need for expensive or toxic reagents, oxidants or metal catalysts.

Electrochemistry Communications 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, Name: 4-Bromo-2,3,5,6-tetrafluorophenol.

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

Yang, Peng published the artcileEnantioselective Dearomative [3 + 2] Umpolung Annulation of N-Heteroarenes with Alkynes, HPLC of Formula: 1450711-53-1, the publication is Journal of the American Chemical Society (2022), 144(3), 1087-1093, database is CAplus and MEDLINE.

Enantioselective [3 + 2] annulation of N-heteroarenes such as 2-(2-bromophenyl)quinoline with alkynes R¹CCR² [R¹ = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.; R² = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.] has been developed via a cobalt-catalyzed dearomative umpolung strategy in the presence of chiral ligand e.g., [(2R,3R)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane and reducing reagent. A variety of electron-deficient N-heteroarenes e.g., 2-(2-bromophenyl)quinoline and internal or terminal alkynes are employed in this reaction, showing a broad substrate scope and good functionality tolerance. Annulation of electron-rich indoles I (R = H, 5-Cl) with alkynes is also developed. This protocol provides a straightforward access to a variety of N-spiroheterocyclic mols. such as II and in excellent enantioselectivities (76 examples, up to 99% ee).

Journal of the American Chemical Society published new progress about 1450711-53-1. 1450711-53-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (2-Bromo-5-methylphenyl)boronic acid, and the molecular formula is C8H15ClN2, HPLC of Formula: 1450711-53-1.

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

Yang, Peng published the artcileEnantioselective Dearomative [3 + 2] Umpolung Annulation of N-Heteroarenes with Alkynes, Category: bromides-buliding-blocks, the publication is Journal of the American Chemical Society (2022), 144(3), 1087-1093, database is CAplus and MEDLINE.

Enantioselective [3 + 2] annulation of N-heteroarenes such as 2-(2-bromophenyl)quinoline with alkynes R¹CCR² [R¹ = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.; R² = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.] has been developed via a cobalt-catalyzed dearomative umpolung strategy in the presence of chiral ligand e.g., [(2R,3R)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane and reducing reagent. A variety of electron-deficient N-heteroarenes e.g., 2-(2-bromophenyl)quinoline and internal or terminal alkynes are employed in this reaction, showing a broad substrate scope and good functionality tolerance. Annulation of electron-rich indoles I (R = H, 5-Cl) with alkynes is also developed. This protocol provides a straightforward access to a variety of N-spiroheterocyclic mols. such as II and in excellent enantioselectivities (76 examples, up to 99% ee).

Journal of the American Chemical Society 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 C3H12Cl2N2, Category: bromides-buliding-blocks.

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

Fan, Guanglin published the artcileRubber-like composites with tunable thermal- and photo-responsive shape memory properties, Safety of 1-Bromododecane, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2022), 137534, database is CAplus.

Shape memory polymers (SMPs) are crosslinked networks with mol. switches to control network mobility and thus macroscopic deformation. The network crosslinking and the mol. switches make most SMPs behave like hard plastics, with very few exceptions whose extensibilities are comparable to rubbers and elastomers. Here we report a class of composites that comprise polystyrene-b-ethylene-co-butylene-b-styrene (SEBS) as elastic matrixes and azobenzene derivatives (ADs) as mol. switches. The incorporation of the ADs does not impair the extensibility of the SEBS substrates, and the tensile strains of the prepared composites can exceed 900% even when the content of the ADs reaches 30 wt%. The thermal- and photo-responsive solid-liquid transitions of the ADs are responsible for the shape memory effects of the composites. The photo-responsive shape recovery process can be completed within 2 s, and 2D-to-3D shape transformations are realized on the samples fixed with tensile strains by spatiotemporal control of UV irradiation On another aspect, the chem. structures of the ADs can be tailored to regulate their m.ps. and thus the thermal responsive shape memory properties of the composites. Furthermore, different pieces of composites can be combined by hot-pressing to exhibit spatially tailorable thermal responsive shape recovery behaviors. The facile preparation and interesting shape memory properties of the rubber-like composites can inspire the design of soft SMPs with more promising applications.

Chemical Engineering Journal (Amsterdam, Netherlands) 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 C12H25Br, Safety of 1-Bromododecane.

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

Han, Lin published the artcileMulti-hydroxyl containing organo-vermiculites for enhanced adsorption of coexisting methyl blue and Pb(II) and their adsorption mechanisms, Related Products of bromides-buliding-blocks, the publication is Colloids and Surfaces, A: Physicochemical and Engineering Aspects (2022), 129542, database is CAplus.

To address the competitive adsorption of complex wastewater components on organo-vermiculites (organo-Vts), multi-hydroxy containing gemini surfactants varying in alkyl chain length (G₁₂, G₁₄ and G₁₆) are designed and applied for modifying Na-vermiculite (Na-Vt) targeted to the removal of co-existing MB and Pb(II). Organo-Vts exhibit enhanced hydrophobicity and enlarged interlayer spacing compared with Na-Vt, with the saturated modifier dosage reaching as low as 0.4 CEC of Na-Vt. Shorter alkyl chain induces suitable packing d. and interlayer environment, endowing G₁₂-Vt the highest adsorption capacity towards MB/Pb(II) compared with G₁₄-Vt and G₁₆-Vt (178.3/63.0 mg/g compared with 143.7/38.1 and 88.6/36.6 mg/g, resp.). Freundlich isotherm and PSO kinetic model are agreeable (the values of R² are higher than 0.98) with the endothermic adsorption processes. Notably, a simultaneous effect in binary-component system is obtained, and the maximum adsorption capacities of G₁₂-Vt towards MB/Pb(II) reaching 349.9 and 124.5 mg/g, which are 1.96 and 1.95 times higher than single-component system, resp. Combination of theor. fitting and mol. simulation co-reveals the adsorption mechanism: the simultaneous effect is due to the providing of addnl. active sites by the adsorbed MB, which is stronger than that between Pb(II) and the modifier. Existence of π-ion interaction enhances the retention of Pb(II) for a further step. This work broadens a new research perspective for complex wastewater treatment and provides a deep understanding of the stimulative adsorption mechanism between dyes and metal ions.

Colloids and Surfaces, A: Physicochemical and Engineering Aspects 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 C12H25Br, Related Products of bromides-buliding-blocks.

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

Li, Gongchun published the artcileSynthesis and properties of a novel decacyclic S,N-heteroacene, Related Products of bromides-buliding-blocks, the publication is Acta Crystallographica, Section C: Structural Chemistry (2022), 78(4), 250-256, database is CAplus and MEDLINE.

In this work, the Cadogan ring-closure reaction between the benzene moiety of thieno[3,2-b]indole and 5,6-dinitrobenzo[c][1,2,5]thiadiazole was employed to prepare the novel decacyclic S,N-heteroacene 15,16-dibutyl-14,17-didodecyldithieno[2”,3”:2′,3′]indolo[6′,7′:4,5]pyrrolo[3,2-e:2′,3′-g][2,1,3]benzothiadiazole I, C₅₈H₇₆N₆S₃. The conjugated backbone of compound I was extended in comparison with its octacyclic analog as the central unit within Y6-type mol. acceptors, a family of overwhelming electron acceptors in polymer solar-cell research. The single-crystal X-ray diffraction (SC-XRD) characterization indicated the existence of π-π and C(sp²)-H···π interactions among TIP mols. The electrochem. and optical properties of compound I were also characterized. As a novel S,N-heteroacene building block, compound I was anticipated to be of potential use in the construction of promising electronic materials.

Acta Crystallographica, Section C: Structural 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 C12H25Br, Related Products of bromides-buliding-blocks.

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

Choi, Junwon published the artcileEngineering Orthogonal Polypeptide GalNAc-Transferase and UDP-Sugar Pairs, Quality Control of 69361-41-7, the publication is Journal of the American Chemical Society (2019), 141(34), 13442-13453, database is CAplus and MEDLINE.

O-Linked α-N-acetylgalactosamine (O-GalNAc) glycans constitute a major part of the human glycome. They are difficult to study because of the complex interplay of 20 distinct glycosyltransferase isoenzymes that initiate this form of glycosylation, the polypeptide N-acetylgalactosaminyltransferases (GalNAc-Ts). Despite proven disease relevance, correlating the activity of individual GalNAc-Ts with biol. function remains challenging due to a lack of tools to probe their substrate specificity in a complex biol. environment. Here, we develop a “bump-hole” chem. reporter system for studying GalNAc-T activity in vitro. Individual GalNAc-Ts were rationally engineered to contain an enlarged active site (hole) and probed with a newly synthesized collection of 20 (bumped) uridine diphosphate N-acetylgalactosamine (UDP-GalNAc) analogs to identify enzyme-substrate pairs that retain peptide specificities but are otherwise completely orthogonal to native enzyme-substrate pairs. The approach was applicable to multiple GalNAc-T isoenzymes, including GalNAc-T1 and -T2 that prefer nonglycosylated peptide substrates and GalNAcT-10 that prefers a preglycosylated peptide substrate. A detailed investigation of enzyme kinetics and specificities revealed the robustness of the approach to faithfully report on GalNAc-T activity and paves the way for studying substrate specificities in living systems.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Quality Control of 69361-41-7.

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

Hueckel, Walter published the artcileRates of cleavage and dipole moments of 1,2-dibromides, Quality Control of 594-81-0, the publication is Justus Liebigs Annalen der Chemie (1963), 17-30, database is CAplus.

cf. following abstract The rates of Br cleavage from 1,2-dibromocyclohexane, 1,2- (I), 2,3- (II), and 9,10-dibromo-trans-decalin (III), 2,3-dibromo-cis-decalin cleavage from 1,2-dibromocyclohexane, 1,2-, 2,3-, and 9,10-dibromo-trans-decalin (I), (II), and (III), 2,3-dibromo-cis-decalin (IV), 1,2-dibromo-1-methylcyclohexane, Me₂CBrCHBrMe, 1,2-dibromo-1,2-dimethylcyclohexane, and Me₂CBrCBrMe₂ by iodine-absolute MeOH were measured at 15-75° and related to the dipole moment. The rate depended on the type of CBr bond (secondary-secondary < secondary-tertiary < tertiary-tertiary; the rate constants of each group differed from those of the previous group by a factor of approx. 10². The conformation as derived from the dipole moment appeared of secondary significance. Quant., the differences in rate constant were too small to verify the 4-center principle for the transition state (Rice and Teller, CA 32, 7405⁶). Suitable, simple, isomeric trans-dibromides with the same C skeleton and fixed axial-axial, axial-equatorial, and equatorial-equatorial positions could not be obtained. The reaction product of 200 g. benzoquinone and 75 l. H₂C:CHCH:CH₂ was reduced without isolation, with 350 g. Zn dust in 900 ml. glacial HOAc to give 215 g. octalindione, m. 100-2° (1:1 petr. ether-C₆H₆), of which 60 g. treated with 70 g. KOH and 60 ml. 80% N₂H₄.H₂O in 500 ml. HOCH₂CH₂OH gave 33.5 g. Octalin, b. 67-73°, n²⁰_D 1.4847, n²⁵_D 1.4824. Of this 43 g., distilled through a spinning band column, collecting 2 g. fractions, gave: fractions 2-12, pure trans-Δ²-octalin, b₁₀ 67.5-8.0° (redistilled over Na, d₂₀ 0.89151, n²⁰_D 1.4815, n²⁵_D 1.4792, MR_D 43.52, m. -3.5°), and fractions 18-21, pure cis-Δ²-octalin, b₁₀ 73° (redistilled over Na, d₂₀ 0.92152, n²⁰_D 1.4936, MR_D 43.01). The appropriate octalin (10 g.) in 50 ml. anhydrous CHCl₃ was treated with 12 g. Br in 50 ml. CHCl₃ under anhydrous conditions, and the reaction mixture washed with NaHSO₃ and H₂O, dried, and evaporated to give a residue which was crystallized from EtOH and recrystallized to give the following decalins: II, m. 84.5-5.5° (EtOH or Me₂CO); I, m. 46° (EtOH, petr. ether, or Me₂CO); 2,3-dibromo-trans-decalin, m. 61° (30-50° petr. ether); trans-1,2-dibromo-cis-decalin, m. 37° (EtOH). 2,3(a,a)-Dibromo-trans-decalin heated 20 hrs. at 120° gave an equilibrium mixture which was separated by chromatography on Kieselgel eluting with petr. ether (b. 50-6°) to give starting material and 2,3(e,e)-dibromo-trans-decalin, m. 60°, which was reduced with Zn dust in EtOH at 65° to give pure trans-Δ²-octalin.

Justus Liebigs Annalen der Chemie 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, Quality Control of 594-81-0.

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

Zheng, Qi-Huang published the artcileAn Improved Total Synthesis of PET HSV-tk Gene Reporter Probe 9-(4-[18F]Fluoro-3-hydroxymethylbutyl)guanine ([18F]FHBG), Formula: C8H15BrO2, the publication is Synthetic Communications (2004), 34(4), 689-704, database is CAplus.

An improved total synthesis of [18F]FHBG (I) starting from triethyl-1,1,2-ethanetricarboxylate and 2-amino-6-chloropurine is reported. [18F]FHBG was prepared by nucleophilic substitution of the appropriate precursor with [18F]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified Silica Sep-Pak solid-phase extraction (SPE) method in 20-25% radiochem. yield.

Synthetic Communications published new progress about 97845-58-4. 97845-58-4 belongs to bromides-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Bromide, name is 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, and the molecular formula is C9H4F6O, Formula: C8H15BrO2.

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