Tag: M.W=200-250

Garbacz, Mateusz published the artcileThe Synthesis of Chiral Allyl Carbamates via Merger of Photoredox and Nickel Catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Advanced Synthesis & Catalysis (2020), 362(15), 3213-3222, database is CAplus.

A mild and versatile, organophotoredox/Ni-mediated protocol was developed for the direct preparation of diverse enantioenriched allyl carbamates. The reported approach represented a significant departure from classical step-by-step synthesis of allyl carbamates. This dual photoredox/Ni based strategy offered unrivalled capacity for convergent unification of readily available alkyl halides and chiral carbamates derived from 1-bromo-alken-3-ols with high chemoselectivity and efficiency. The reported photoredox/Ni catalyzed cross-coupling reaction was not limited to carbamates, but also to other O-derivatives such as esters, ethers, acetals, carbonates or silyl ethers. To demonstrate the utility of the reported protocol, the resulting allyl carbamates were transformed into functionalized non-racemic allylamines through a sigmatropic rearrangement reaction in enantiospecific manner. This approach allowed for synthesis of enantiomeric allylamines by a simple control of the geometry of a double bond of allyl carbamates.

Advanced Synthesis & Catalysis 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, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Garbacz, Mateusz published the artcileSynthesis of chiral branched allylamines through dual photoredox/nickel catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Organic & Biomolecular Chemistry (2021), 19(39), 8578-8585, database is CAplus and MEDLINE.

This work describes a new approach for the preparation of allylamines, e.g., (S,E)-Et 7-((tert-butoxycarbonyl)amino)oct-5-enoate via cross-coupling of alkyl bromides, e.g., Et 4-bromobutanoate with simple 3-bromoallylamines, e.g., N-Boc (S,E)-4-bromobut-3-en-2-amine by merging the photoredox approach and Ni catalysis. The reaction proceeds under mild conditions, under blue light irradiation, and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides) and N-protected allylamines, as well as N-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting materials allows for rapid and easy construction of complex multifunctional allylamine derivatives without the loss of enantiomeric purity.

Organic & Biomolecular Chemistry 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, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Breen, Meghan E. published the artcileSubstrate Activity Screening with Kinases: Discovery of Small-Molecule Substrate-Competitive c-Src Inhibitors, HPLC of Formula: 1998-61-4, the publication is Angewandte Chemie, International Edition (2014), 53(27), 7010-7013, database is CAplus and MEDLINE.

Substrate-competitive kinase inhibitors represent a promising class of kinase inhibitors, however, there is no methodol. to selectively identify this type of inhibitor. Substrate activity screening was applied to tyrosine kinases. By using this methodol., the first small-mol. substrates for any protein kinase were discovered, as well as the first substrate-competitive inhibitors of c-Src with activity in both biochem. and cellular assays. Characterization of the lead inhibitor demonstrates that substrate-competitive kinase inhibitors possess unique properties, including cellular efficacy that matches biochem. potency and synergy with ATP-competitive inhibitors.

Angewandte Chemie, International Edition 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

Bamford, W. R. published the artcileThe decomposition of p-tolylsulfonylhydrazones by alkali, HPLC of Formula: 594-81-0, the publication is Journal of the Chemical Society (1952), 4735-40, database is CAplus.

p-Tolylsulfonylhydrazones are decomposed by alkali or alkoxide to p-toluenesulfinate and either olefin or aryldiazomethanes. The necessary hydrazones were prepared by refluxing p-MeC₆H₄SO₂NHNH₂ 10 min. with the carbonyl compound in alc. Unless otherwise stated, in the following decompositions the reagent is Na in (CH₂OH)₂ (0.7-1.5N). The following tabulation is in the order, starting carbonyl compound, m.p. of p-tolylsulfonylhydrazone, product of decomposition, % yield: Me₂CO, 153°, CH₂:CHMe, -; cyclohexanone, 156°, cyclohexene, 100; PhCH₂COMe, 134-5°, PhCH:CHMe, 80; (Ph₂CH₂)₂CO, 186°, PhCH:CHCH₂Ph, 95; 1-indanone, 192°, indene, 92; Me₃CCOMe, 155°, (Me₂C:)₂ (as dibromide), 34; camphor, 163-4°, camphene [m. 46°, [α]_D¹⁷ 72.4° (Et₂O)], 94; EzH, 128°, PhCH₂OCH₂CH₂ OH (3,5-dinitrobenzoate, m. 78°), 54 (also p-MeC₆H₄SO₂CH₂Ph, 14); PhCOMe, 148°, (Me-PhC:N)₂ (m. 124°), 85; Ph₂CO, 184°, Ph₂C(OMe)CH₂OH (m.63°,) 14 [also (Ph₂C:)₂]; 9-fluorenone, 180-2° (decomposition), Δ^9,9′-bifluorene, 95; PhCH₂COPh, 143°, [Ph(PhCH₂)C:N]₂, 94; Ac₂, 204° (decomposition),4,5-dimethyl-1-(p-tolylsulfonamido)-1H-1,2,3-triazole (m. 139°), 79; (EtCO)₂, 187° (decomposition), 4,5-dipropyl-1-(p-tolylsulfonamido)-1H-1,2,3-triazole (m. 122-3°), 84; BzAc, 168° (decomposition), 4(or 5)methyl-5(or 4)-phenyl-1-(p-tolylsulfonamido)-1H-1,2,3-triazole (m. 179-81°), 72; Bz₂, 184° (decomposition), (CPh)₂, 73; benzoin, 144-5°, PhCH₂COPh, 65; AcCH₂CO₂Et, 105°, p-MeC₆H₄SO₂CHMeCH₂CO₂H, -; BzCH₂CO₂Et, 108°, p-MeC₆H₄SO₂CHPhCH₂CO₂H, -. The last three were carried out with KOH in (CH₂OH)₂.

Journal of the Chemical Society 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

Wittig, Georg published the artcileNewer syntheses of cyclopolyenes. III. 5,8-diphenyl-1,2,3,4-dibenzocycloöctatetraene, Product Details of C6H12Br2, the publication is Justus Liebigs Annalen der Chemie (1956), 93-104, database is CAplus.

cf. C.A. 50, 8678f; preceding abstract To 12.4 millimoles LiMe in 25 cc. Et₂O under N were added very gradually 6.2 millimoles finely powd. (o-BzC₆H₄)₂ (I), m. 166-7°, yielding 2 g. mixture (II) of diastereoisomers, C₂₈H₂₆O₂, m. 149-77°, from which was isolated by repeated crystallization 39% [2-PhCMe(OH)C₆H₄]₂, m. 199.5-200° (from MeOH). II (1.1 g.) in 22 g. warm glacial AcOH and a few drops concentrated HCl was boiled 10 min., giving 94-6% 5-methyl-5,7-diphenyl-1,2,3,4-dibenzo-1,3,6-cycloheptatriene (III), m. 209-10° (from AcOEt). III (1 g.) in 30 cc. glacial AcOH was refluxed 6 hrs. with 5 cc. concentrated HI and 0.2 g. red P, poured into 70 cc. H₂O, filtered, extracted with AcOEt, refiltered, and the filtrate evaporated, giving 37% 5-methyl-5,7-diphenyl-1,2,3,4-dibenzo-1,3-cycloheptadiene, m. 127.5-29° (from MeOH), 1 g. of which in 15 cc. CCl₄ was boiled 0.5 hr. with 0.5 g. N-bromosuccinimide (freeing HBr), giving 88% III. I (13.5 g.) was shaken 3 days with a suspension of Ph₃P:CH₂ in 200 cc. Et₂O (prepared from 0.1 mole Ph₃PMeBr and 0.12 mole PhLi), centrifuged and the supernatant liquor treated with Et₂O and recentrifuged, and treated with H₂O yielding 19.2 g. insoluble Ph₃PO and from the Et₂O mother liquors (after washing with H₂O) 11.4 g. [o-PhC(:CH₂)C₆H₄]₂ (IV), m. 100-1° (from EtOH). IV in AcOH heated with a few drops HCl gave III. IV (1 g.) in Me₂CO, oxidized 12 hrs. at 40° with 5.4 millimoles KMnO₄, heated with MeOH, and filtered gave 71% I. IV (1 g.) in 20 cc. absolute Et₂O was shaken 8 hrs. under N with 1 g. Na wire followed by decantation, and titration with 0.25N MeOH (in Et₂O) to a colorless endpoint, washing with H₂O, and evaporation of the Et₂O gave 23% Va or Vb, rectangles, m. 177-8° (from Me₂CO). Inasmuch as the ultraviolet absorption spectrum of Va or Vb (in cyclohexane) resembles those of 9,10-dihydrophenanthrene and bisdiphenylenecyclobutane, structure Va is the more probable one. The spectrum of Vb would be expected to be similar to that of (2-MeC₆H₄)₂. When 1 g. IV in 30 cc. Et₂O was shaken 3 days with 1 g. Na, the reaction was more extensive (about 75% as indicated by the MeOH titration); a diastereoisomeric mixture (VI) (52.5%), m. 196-218° (from Me₂CO), was isolated; this when chromatographed on Al₂O₃ using cyclohexane-CCl₄ as developer gave 9.4% 5,8-diphenyl-1,2,3,4-dibenzo-1,3-cycloöctadiene (VII), m. 240-40.5°. Va (0.1 g.) in 15 cc. (CH₂OMe)₂ shaken 2 hrs. with 0.5 g. Na showed that about 93% had reacted and 71% of the calculated amount of VI, m. 194-205°, was isolated. The 5,8-di-Na complex (VIII) corresponding to VII was prepared under fully described conditions, from 7.3 millimoles IV and 1 g. Na; VIII was added to 8.4 millimoles (Me₂CBr)₂, m. 168-70°, in Et₂O. The decolorized mixture was washed with H₂O, freed from Et₂O and (Me₂C:)₂, taken up in cyclohexane, chromatographed on Al₂O₃ and eluted, with CCl₄, giving 30% Va and 9% IV. VIII reacted with HgCl₂ in Et₂O, giving 27% Va and 8% IV. A suspension of VII (prepared from 14 millimoles IV) treated 2 days with 30 millimoles Ph₃B in Et₂O gave 68% (Ph₃BH)Na (as indicated by the H evolved on addition of MeOH) and 2.45 g. 5,8-diphenyl-1,2-3,4-dibenzocycloöctatetraene (IX), m. 231-1.5° (from AcOH or Me₂CO). VIII (prepared from 0.56 millimole Va) treated with Ph₃B in Et₂O gave 64% IX. By heating 0.3 millimoles IX in 5 cc. AcOH 10 min. with 2 millimoles CrO₃ in 2 cc. AcOH, followed by addition of H₂O, extraction with Et₂O, evaporation, solution in C₆H₆, chromatographing on Al₂O₃ and eluting with CHCl₃, 69% I was obtained. Shaken 3 hrs. with 0.1 g. Raney Ni, 0.41 millimoles IX in 35 cc. dioxane took up 2 moles H, giving 87% VII. A Stuart-Briegleb calotte model indicates that IX can be free from strain only when the 2 olefin linkages in the cyclotetraene ring show a cis-cis configuration. 18 references.

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 C4H6O3, Product Details of C6H12Br2.

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

Karstens, W. F. J. published the artcilePalladium catalyzed cyclization reactions of acetylenic lactams, Quality Control of 69361-41-7, the publication is Journal of Organometallic Chemistry (2001), 624(1-2), 244-258, database is CAplus.

Lactams and oxazolidinones containing a 3-butynyl side chain at the four- and the three-position, resp., have been prepared by reductive alkylation of cyclic imides or by S_N2′-substitution of bromopropadiene with highly functionalized enantiopure organozinc reagents. Treatment of these compounds with aryl halides and one vinyl bromide using Pd(PPh₃)₄ as a catalyst gives rise to a coupling-cyclization reaction, yielding bicyclic enamides in which the aryl or vinyl moiety is incorporated. Remarkably, these groups are transferred stereoselectively cis with respect to the nitrogen nucleophile onto the triple bond. Structural proof for this unusual stereochem. outcome has been obtained by crystal structure anal. and NOE-difference spectroscopy of the cyclized products.

Journal of Organometallic Chemistry 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

Mattarella, Martin published the artcileSym-(CH₂X)₅-corannulenes: molecular pentapods displaying functional group and bioconjugate appendages, HPLC of Formula: 69361-41-7, the publication is Organic & Biomolecular Chemistry (2012), 10(30), 5799-5802, database is CAplus and MEDLINE.

Pentapodal ω-functional derivatives of corannulene have been synthesized from sym-pentachlorocorannulene by iron-catalyzed aryl-alkyl cross coupling reactions. Click chem. gives access to pentapods with bioconjugate appendages.

Organic & Biomolecular Chemistry 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, HPLC of Formula: 69361-41-7.

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

Li, Xin published the artcileInfluence of polybenzimidazole main chain structure on H₂/CO₂ separation at elevated temperatures, COA of Formula: C7H8BrClFN, the publication is Journal of Membrane Science (2014), 59-68, database is CAplus.

Four polybenzimidazole (PBI) derivatives were prepared to study the effects of main chain chem. and structure on H₂/CO₂ perm-selectivity of cast films. These structural variations were designed to exhibit high localized mobility at elevated temperatures, contain rigid and bent configurations that frustrated close chain packing, or possess bulky side groups. The modified PBIs exhibited high mol. weights, slightly lower thermal stabilities, and higher organo-solubilities compared with com. m-PBI. Dilute polymer solutions (<3.0 wt%) were used to fabricate high quality thin films under carefully optimized film processing conditions. Gas permeation properties of these PBI films were evaluated at elevated temperatures (up to 250 °C) and pressures (up to 50 psia). The main chain structural variations effectively disrupted the PBI chain packing resulting in much improved film H₂ permeability (up to 997.2 barrer) compared with m-PBI (76.81 barrer) at 250 °C and 50 psia. However, lower H₂/CO₂ selectivities (5-7 (modified PBIs) vs. 23 (m-PBI)) were also measured and reflected the general trade-off between gas permeability and selectivity. When tested at 250 °C, PBI-based materials exhibited gas separation performance higher than the Robeson upper bound prediction and are promising materials for high temperature H₂ separation from syngas.

Journal of Membrane Science published new progress about 147181-08-6. 147181-08-6 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Salt,Amine,Benzene, name is (4-Bromo-2-fluorophenyl)methanamine hydrochloride, and the molecular formula is C7H8BrClFN, COA of Formula: C7H8BrClFN.

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

Parsons, Brendon A. published the artcileAn optimized procedure for PTFE phase vanishing reactions: an improved reaction design and the use of reagents adsorbed on silica, COA of Formula: C6H12Br2, the publication is Journal of Chemical Research (2015), 39(10), 574-581, database is CAplus.

While the phase-vanishing (PV)-PTFE reaction design works well with a broad range of substrates and reaction conditions, there are occasional problems. A description of the problems and their importance, including their effects on the reaction outcome and ways to address them, are discussed. Details of an improved design, a hybrid of previously reported PV-PTFE and solvent-free PV-PTFE designs, is presented, as well as the use of silica-supported reagents.

Journal of Chemical Research 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, COA of Formula: C6H12Br2.

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

Wang, Zhixia published the artcileThe synthesis of quaternary N-alkyl tropinium cationic surfactants and study on their properties: effect of temperature, hydrophobic chain length and anions, SDS of cas: 143-15-7, the publication is Journal of Molecular Structure (2022), 133732, database is CAplus.

Quaternary N-alkyl tropinium cationic surfactants (TILS) were synthesized and characterized. The effect of temperature, hydrophobic chain length and anions on their properties were studied. By changing the structure of anion, the krafft point was significantly reduced (from 313.15 K to <273.15 K) and wide temperature window was obtained. The critical micelle concentration (CMC) value of TILS based on elec. conductivity method is decreased ∼4-5 times by increasing hydrophobicity of anions. At lower temperature and longer hydrophobic chain, TILS had lower CMC value and better surface activity. The thermodn. properties of micellization Gibbs free energy ΔG_mic, enthalpy ΔH_mic and entropy TΔS_mic of micelles were obtained by Mass action model. The micellization process of the TILS was spontaneous and more stable with the increase of anionic hydrophobicity. With the increase of hydrophobic side chain length, the driving force of surfactant micellization may be enthalpy driven at higher temperature and entropy driven at lower temperature The micro-environment of TILS solution with different concentrations was studied by UV spectrophotometry with curcumin as a probe and the change of micro-environment was used to determine the CMC of TILS. The CMC values were similar obtained by 2 methods.

Journal of Molecular Structure 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 C12H20O6, SDS of cas: 143-15-7.

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