Tag: M.W=200-250

Ho, Hien The published the artcileA post-polymerization functionalization strategy for the synthesis of sulfonyl (trifluoromethanesulfonyl)imide functionalized (co)polymers, Category: bromides-buliding-blocks, the publication is Polymer Chemistry (2017), 8(37), 5660-5665, database is CAplus.

The synthesis of a series of potassium sulfonyl (trifluoromethanesulfonyl)imide (STFSI) derivatives, bearing at one extremity the STFSI group and at the other extremity either bromo, azido or amine groups, is reported. The resultant STFSI derivatives were subsequently used in the post-polymerization functionalization of (co)polymers to yield functionalized (co)polymers by exploiting the highly efficient coupling reactions, namely alkylation, amidation and alkyne-azide cycloaddition

Polymer 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, Category: bromides-buliding-blocks.

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

Cardenas, Mariel M. published the artcileEnantioselective Synthesis of Pyrrolopyrimidine Scaffolds through Cation-Directed Nucleophilic Aromatic Substitution, Related Products of bromides-buliding-blocks, the publication is Organic Letters (2018), 20(7), 2037-2041, database is CAplus and MEDLINE.

The catalytic enantioselective synthesis of 3-aryl-substituted pyrrolopyrimidines (PPYs), a common motif in drug discovery, is achieved through a kinetic resolution via quaternary ammonium salt-catalyzed nucleophilic aromatic substitution (S_NAr). Both enantioenriched products and starting materials can be functionalized with no observed racemization to give enantiodivergent access to diverse chiral analogs of an important class of kinase inhibitor. One of the compounds was found to be a potent and selective inhibitor of breast tumor kinase.

Organic Letters 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, Related Products of bromides-buliding-blocks.

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

Reichenbaecher, Katharina published the artcileModification of channel structures by fluorination, HPLC of Formula: 1998-61-4, the publication is New Journal of Chemistry (2004), 28(3), 393-397, database is CAplus.

Two perfluorinated triazines [2,4,6-tris(p-bromotetrafluorophenoxy)-1,3,5-triazine (2) and 2,4,6-tris(pentafluorophenoxy)-1,3,5-triazine (3)] were synthesized to study their crystal structure and inclusion character. Compound 3 forms channel inclusions with the solvents p-xylene and p-chlorotoluene, showing a stoichiometry of 2:1 (host:guest). The channels have dimensions of 7.6 × 3 Ų. The host-guest interactions, perfluorophenyl-Ph stacking, F···H- and CH···π(perfluorophenyl) contacts, were revealed by the crystallog. and solid state NMR spectroscopy studies. The reversibility of the sorption process through the gas phase could be demonstrated by X-ray diffraction. In contrast to the pentafluorinated compound 3, the tetrafluorinated one (2) showed no inclusions with a number of typical solvents.

New Journal of Chemistry 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, HPLC of Formula: 1998-61-4.

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

Sivakumar, Irla published the artcileRubicene, an Unusual Contorted Core for Discotic Liquid Crystals, Product Details of C12H25Br, the publication is Chemistry – An Asian Journal (2022), 17(8), e202200073, database is CAplus and MEDLINE.

Rubicene, an unusual contorted polycyclic aromatic hydrocarbon, was realized to function as a novel core fragment for discotic liquid crystals. The central π-conjugated motif was prepared from dialkoxyiodobenzene via Sonagashira coupling followed by pentannulation and Scholl cyclodehydrogenation. The synthesized rubicene derivatives were found to be thermally stable and exhibit enantiotropic columnar mesophases. The columnar arrangement of these derivatives has been validated using polarising optical microscopy, differential scanning calorimetry & small-angle X-ray scattering.

Chemistry – An Asian Journal 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 C8H7ClO3, Product Details of C12H25Br.

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

Wisniewska, Hanna M. published the artcileFunctional-Group-Tolerant, Nickel-Catalyzed Cross-Coupling Reaction for Enantioselective Construction of Tertiary Methyl-Bearing Stereocenters, HPLC of Formula: 69361-41-7, the publication is Journal of the American Chemical Society (2013), 135(24), 9083-9090, database is CAplus and MEDLINE.

The first Negishi nickel-catalyzed stereospecific cross-coupling reaction of secondary benzylic esters is reported. A series of traceless directing groups is evaluated for ability to promote cross-coupling with dimethylzinc. Esters with a chelating thioether derived from com. available 2-(methylthio)acetic acid are most effective [e.g., (R)-1-(2-naphthyl)-1-Pr 2-(methylthio)acetate + ZnMe₂ → (S)-2-(sec-butyl)naphthalene]. The products are formed in high yield and with excellent stereospecificity. A variety of functional groups are tolerated in the reaction including alkenes, alkynes, esters, amines, imides, and O-, S-, and N-heterocycles. The utility of this transformation is highlighted in the enantioselective synthesis of a retinoic acid receptor agonist and a fatty acid amide hydrolase inhibitor.

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 C22H32O2, HPLC of Formula: 69361-41-7.

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

Ukai, Shusaku published the artcileA Supramolecular Polymer Constituted of Antiaromatic Ni^II Norcorroles, Application In Synthesis of 143-15-7, the publication is Angewandte Chemie, International Edition (2022), 61(6), e202114230, database is CAplus and MEDLINE.

For the creation of next-generation organic electronic materials, the integration of π-systems has recently become a central theme. Such functional materials can be assembled by supramol. polymerization when aromatic π-systems are used as monomers, and the properties of the resulting supramol. polymer strongly depend on the electronic structure of the monomers. Here, the authors demonstrate the construction of a supramol. polymer consisting of an antiarom. π-system as the monomer. An amide-functionalized Ni^II norcorrole derivative formed a one-dimensional supramol. polymer through π-π stacking and hydrogen-bonding interactions, ensuring the persistency of the conducting pathway against thermal perturbation, which results in higher charge mobility along the tightly bound linear aggregates than that of the aromatic analog composed of Zn^II porphyrins.

Angewandte Chemie, International Edition 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 C18H28B2O4, Application In Synthesis of 143-15-7.

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

Scott, Philip J. published the artcilePhosphonium-Based Polyzwitterions: Influence of Ionic Structure and Association on Mechanical Properties, Synthetic Route of 55788-44-8, the publication is Macromolecules (Washington, DC, United States) (2020), 53(24), 11009-11018, database is CAplus.

This manuscript describes a synthetic strategy and structure-property investigation of unprecedented phosphonium-based zwitterionic homopolymers (polyzwitterions) and random copolymers (zwitterionomers). Free radical polymerization of 4-(diphenylphosphino)styrene (DPPS) provided neutral polymers containing reactive triarylphosphines. Quant. postpolymn. alkylation of these pendant functionalities generated a library of polymers containing various concentrations of neutral phosphines, phosphonium ions, and phosphonium sulfobetaine zwitterions. The zwitterionic homo- and copolymers exhibited significantly higher glass transition temperatures (T_g) and enhanced mech. reinforcement in comparison to neutral and phosphonium analogs. These changes in T_g and mech. properties were attributed to nanoscale morphol. domains, which formed due to electrostatic interactions between zwitterionic groups, as revealed by X-ray scattering and broadband dielec. spectroscopy (BDS). BDS revealed increased static dielec. constants (>25) for the phosphonium zwitterionomers compared to ionomeric or neutral analogs. These high static dielec. constants for the solvent-free polyzwitterions supported their stronger polarization response in comparison with polymers containing neutral phosphines and phosphonium ions, and these interactions accounted for morphol. differences and enhanced mech. behavior. This work describes a versatile strategy for modulating electrostatic interactions with tunable mech. properties for an unprecedented family of zwitterionic polymers.

Macromolecules (Washington, DC, United States) 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 C12H17NS2, Synthetic Route of 55788-44-8.

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

Helberger, Johann H. published the artcileOrganic sulfonic acids. VII. Preparation and reactions of 3-halo-1-propanesulfonamides, Synthetic Route of 55788-44-8, the publication is Justus Liebigs Annalen der Chemie (1963), 67-74, database is CAplus.

cf. CA 49, 9486c. KBr (47.6 g.) in 70 cc. H₂O treated with 48.8 g. molten 1,3-propanesultone (I) at 60° with stirring, stirred several min. until I dissolved, evaporated on a H₂O bath, and the residue cooled, washed with cold EtOH, and dried in vacuo gave (in 2 crops) 76.7 g. X(CH₂)₃SO₃R (II) (X = Br, R = K) (III), which was recrystallized from 3:1 EtOH-H₂O for analysis. Molten I (35 g.) added to 42 g. NaBr in 38 cc. H₂O with continuous stirring and worked up gave (in 2 crops) 54 g. II (X = Br, R = Na) (IIIa). NaCl (4 g.) in 15 cc. H₂O treated in 1 lot with 8.2 g. molten I at 60° with stirring, stirred until complete solution, and evaporated (H₂O bath) gave (in 2 crops) 11.7 g. II (X = Cl, R = Na) (IV). III (21.6 g.) mixed with 24 g. PCl₅ in small portions with stirring, the resulting oil heated 10 min. at 70° (H₂O bath), cooled, poured in small portions into ice H₂O with stirring, stirred 1 hr. below 20°, extracted with Et₂O, the extract washed with H₂O and aqueous NaHCO₃, added portionwise to 21 cc. 25% aqueous NH₃, the aqueous phase extracted with 5 15-cc. portions Et₂O, the combined Et₂O solutions dried, and evaporated in vacuo gave 8.5 g. X(CH₂)₃SO₂NRR’ (V) (X = Br, R = R’ = H) (VI), m. 59-61° (CHCl₃). IV (9 g.) treated with 14 g. PCl₅ like VI, the sulfonyl chloride extracted with Et₂O, the extract washed with H₂O, and aqueous NaHCO₃, added portionwise to 15 cc. 25% aqueous NH₃ at below 15° with stirring and ice cooling, stirred 20 min., and the product which separated washed with 5 cc. 1:2 Et₂O-petr. ether gave (including product obtained from the mother liquors) 4 g. V (X = CIl R = R’ = H), m. 63-5°. Finely powd. dry II (X = iodine, R = Na) (VII) (prepared like IV) added portionwise to 34.5 g. PCl₅ with stirring and cooling, the viscous mixture kept 6 hrs. at room temperature, heated 10 min. at 70°, cooled, poured into ice H₂O with stirring keeping the temperature below 20°, the sulfonyl chloride containing some iodine extracted with Et₂O, the extract decolorized with a little NaHSO₈, washed with H₂O and aqueous NaHCO₃, added portionwise to 30 cc. 25% aqueous NH₃ with stirring and ice cooling, and stirred 0.5 hr. at below 10° gave 19.6 g. V (X = iodine, R = R’ = H) (VII), m. 94-6° (H₂O). VII (13.6 g.) treated similarly with 10.3 g. PCl₅, the Et₂O solution of the sulfonyl chloride treated at 5° with 25 cc. Me₂NH with stirring keeping the temperature below 10° until the product crystallized, the precipitate washed twice with 5 cc. ice H₂O, and recrystd, from EtOH with C gave 5.7 g. V (X = iodine, R = R’ = Me), m. 67-8° (EtOH). IV (9 g.) treated with 14 g. PCl₅ like VI, the Et₂O solution of the sulfonyl chloride treated with 10.5 g. p-MeC₆H₄NH₂ (IX) in Et₂O at 20°, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo, and recrystallized from EtOH-H₂O gave 7 g. V (X = Cl, R = H, R’ = C₆H₄Me-p), m. 73-5° (EtOH-H₂O). IIIa (20.3 g.) treated with 24 g. PCl₅, the Et₂O solution of the sulfonyl chloride added to 19.3 g. IX in 80 cc. Et₂O at room temperature, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo and the residue recrystallized from 2:1 EtOH-H₂O (solvent A) gave 13.2 g. V (X = Br, R = H, R’ = C₆H₄Me-p)(X),m. 66-7°(A). X(2.5 g.)and 10 g. Ac₂O refluxed 3 hrs., cooled, poured into ice H₂O, and kept 3 hrs. gave 2.5 g. N-Ac derivative (XI) of X, m. 87-8° (80% MeOH). VII (6.8 g.) treated with 6 g. PCl₅ like VIII, the Et₂O solution of the sulfonyl chloride combined with 6 g. IX in 25 cc. Et₂O at 20°, kept several days, filtered, the filtrate washed repeatedly with dilute HCl, dried, concentrated in vacuo, and the residue crystallized from 14 cc. EtOH gave 4.5 g. V (X = iodine, R = H, R’ = C₆H₄Me-p), m. 69-70° (EtOH with C); 98% N-Ac derivative m. 75-8° (EtOH). III (21.6 g.) treated with 24 g. PCl₅ like VI, the Et₂O solution of the sulfonyl chloride added portionwise to 16.8 g. PhNH₂ in 50 cc. Et₂O at 20°, kept several days, filtered, the filtrate washed with dilute HCl, dried, concentrated in vacuo, and the residual oil repeatedly evaporated with EtOH gave 46% V (X = Br, R = H, R’ = Ph) (XII), m. 53-5° (A); 73% N-Ac derivative m. 103-5° (EtOH). III (21.6 g.) treated with 24 g. PCl₅, the Et₂O solution of the sulfonyl chloride added to 21.8 g. 2,6-Me₂C₆H₃NH₂ in 100 cc. Et₂O at 20°, kept at room temperature, the filtrate extracted with 5% HCl, dried, evaporated in vacuo, and the residue recrystallized from 60% aqueous EtOH (solvent B) with C gave 8.7 g. V (X = Br, R = H, R’ = C₆H₃Me₂2-,6), m. 103-4° (B). III (21.6 g.) treated with 24 g. PCl₅ like VI, the Et₂O (20 cc.) solution of the sulfonyl chloride added to 16.8 g. PhNH₂ in 50 cc. Et₂O at 20°, kept 24 hrs. at room temperature, filtered, the filtrate extracted repeatedly with 5% HCl, dried, evaporated in vacuo, the residual sirup repeatedly evaporated with EtOH, and the solid recrystallized from 80% aqueous MeOH and then from EtOH with C gave 2.4 g. V (X = PhNH, R = H, R’ = Ph) HCl salt, m. 156-7° (aqueous-alc.-HCl). X (10.2 g.) in 40 cc. C₆H₆ combined with 5.1 g. Et₂NH at room temperature, refluxed 3 hrs., cooled, filtered, the filtrate evaporated in vacuo, the residual sirup treated with 8 cc. EtOH, the precipitate (3.8 g.) filtered, washed with cold EtOH, and recrystallized from 16 cc. EtOH gave 3.5 g. 2-(p-tolyl)isothiazolidine 1,1-dioxide (XIII), m. 91-3°; the filtrate gave 2.8 g. V (X = Et₂N, R = H, R’ = C₆H₄Me-p) HCl salt (XIV.HCl), m. 144-6° (EtOH). To 7.3 g. Et₂NH was added portionwise 5.5 g. X (the temperature rose to 40°), kept 6 hrs. at room temperature, diluted with 30 cc. C₆H₆, filtered, the filtrate evaporated, and the residual solid recrystallized from EtOH to give 2.3 g. XIII. m. 90-3°; the mother liquor with 5% EtOH-HCl gave 1.3 g. XIV.HCl, m. 141-3° (EtOH). XII (4.2 g.) in 25 cc. C₆H₆ combined with 2.2 g. Et₂NH at 20°, refluxed 3 hrs., cooled, filtered, and the filtrate concentrated deposited 1.8 g. 2-phenylisothiazolidine 1,1-dioxide, m. 119-21° (EtOH); the mother liquor treated with 10% EtOH-HCl evaporated, and the residual sirup which crystallized on prolonged standing recrystallized twice from 10% EtOH-HCl with C gave 1 g. V (X = Et₂N, R = H, R’ = Ph) HCl salt, m. 147-9° (EtOH-HCl). XI (5 g.) in 25 cc. C₆H₆ refluxed 3 hrs. with 2.2 g. Et₂NH, cooled, filtered, the filtrate evaporated, the sirupy residue seeded with XIII, and worked up like XIII gave 0.4 g. XIII, m. 88-91°; the mother liquor worked up like XIV.HCl gave 1.1 g. XIV.HCl, m. 142-5°.

Justus Liebigs Annalen der Chemie 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, Synthetic Route of 55788-44-8.

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

Shanker, G. published the artcileNovel green synthetic approach for liquid crystalline materials using multi-component reactions, COA of Formula: C12H25Br, the publication is Journal of Molecular Liquids (2022), 118244, database is CAplus.

Synthesis of disk-shape liquid crystalline materials using multi-component reactions is reported. Two new series, the compounds I (R = n-C_nH_2n+1; n = 6, 7, 8, 10, 11, 12) and II, were synthesized by coupling either 2,3-dihydroxynaphthalene or 2,6-dihydroxynaphthalene with the corresponding 3,4,5-tris(alkoxy)anilines under solvent-free conditions. The mol. structures of the new materials were confirmed using ¹H NMR, ¹³C NMR and CHN elemental anal. The phase behavior was investigated using polarizing optical microscope and differential scanning calorimetry experiments All the materials exhibited room temperature discotic nematic phase during the cooling cycles as confirmed by X-ray diffraction studies. This synthetic approach provides multiple advantages such as high atom economy, short reaction time, mild reaction condition, simple workup, and do not require column chromatog. purification

Journal of Molecular Liquids 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 C6H8O6, COA of Formula: C12H25Br.

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

Schoellkopf, Ulrich published the artcileSyntheses with α-metalated isocyanides, XXXVII. 1-Lithio-1-alkenyl isocyanides and their reactions with electrophiles, Quality Control of 594-81-0, the publication is Justus Liebigs Annalen der Chemie (1977), 1167-73, database is CAplus.

Lithiation of RR1C:CHNC gave RR1C:CLiNC, which, with electrophiles such as MeI, ClSiMe3, and carbonyl compounds gave RR1C:CR2NC (R = Ph, R1 = H, R2 = SiMe3, Me, CO2Et, Bz, CO2Li; R = Ph, R1 = Me, R2 = SiMe3; RR1 = (CH2)4, R2 = SiMe3). I (R3 = R4 = Me, Ph; R3 = Ph, R4 = H) were also prepared in 36-77% yields.

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