Author: Jessica.F

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

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

Guelak, Samet published the artcileHighly chemoselective cobalt-catalyzed biaryl coupling reactions, Synthetic Route of 76283-09-5, the publication is Chemical Science (2013), 4(2), 776-784, database is CAplus.

A practical cobalt-catalyzed hetero-biaryl coupling reaction between aryl chlorides and arylmagnesium halides with unprecedented selectivity has been developed. The protocol utilizes 1 mol% of cheap Co(acac)₃ as pre-catalyst and effects clean reactions of deactivated chlorostyrenes with only 1.1 equivalent of the Grignard reagent under mild conditions (30°, 5-30 min). Highly chemoselective reactions were realized even in the presence of activated bromoarenes. The olefin substituent facilitates the activation of the C-Cl bond by coordination to the catalyst. Kinetic studies indicate the operation of an arylcobaltate(i) catalyst species. Catalyst formation during the induction period was studied in the presence of cobalt(iii), (i), and (-i) pre-catalysts.

Chemical Science 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, Synthetic Route of 76283-09-5.

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

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

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

Chryssou, K. published the artcileAnalysis of three detergent products and identification of surface active agents by infrared absorption spectra and a reflectance graph, SDS of cas: 518-67-2, the publication is Research & Reviews: Journal of Chemistry (2020), 9(2), 1-10, database is CAplus.

Three types of commonly used detergents (i.e. detergent for all surfaces Ajax F[Formula Omitted]te des Fleurs by Colgate Palmolive, dishwashing detergent maki by AlindaVelco, limescale remover spray Nuevo Kirikoantical made by Casa Kiriko S.L. Spain) have been analyzed with the mixed indicator titration method which makes use of the mixed indicator dimidium bromide/disulphine blue. Also the use of IR spectroscopy for qual. identification of the anionic and non-ionic surfactants present in them is reported. Diffuse reflectance spectra (DRS) anal. is applied for the third detergent product. From the diffuse reflectance spectra the band gap energy (Eg) of the material has been estimated This method has been investigated with a single integrating sphere system over the visible wavelength range.

Research & Reviews: Journal of Chemistry 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, SDS of cas: 518-67-2.

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

Cao, Qun published the artcileA Ball-Milling-Enabled Reformatsky Reaction, Product Details of C4H6BrFO2, the publication is ChemSusChem (2019), 12(12), 2554-2557, database is CAplus and MEDLINE.

An operationally simple one-pot one-step mechanochem. Reformatsky reaction using in situ generated organozinc intermediates under neat grinding conditions has been developed. Notable features of this reaction protocol are that it requires no solvent, no inert gases, and no pre-activation of the bulk zinc source. The developed process is demonstrated to have good substrate scope (39-82 % yield) and is effective irresp. of the initial morphol. of the zinc source.

ChemSusChem published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Product Details of C4H6BrFO2.

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

Zhou, Jingyuan published the artcileTriazole-substituted phenylboronic acids as tunable lead inhibitors of KPC-2 antibiotic resistance, Application of 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is European Journal of Medicinal Chemistry (2022), 114571, database is CAplus and MEDLINE.

Inhibition of β-lactamases is a promising strategy to overcome antimicrobial resistance to commonly used β-lactam antibiotics. Boronic acid derivatives have proven to be effective inhibitors of β-lactamases due to their direct interaction with the catalytic site of these enzymes. We synthesized a series of phenylboronic acid derivatives and evaluated their structure-activity relationships as Klebsiella pneumoniae carbapenemase (KPC-2) inhibitors. We identified potent KPC-2 inhibitors 2e & 6c (Ki = 0.032 μM and 0.038 μM, resp.) that enhance the activity of cefotaxime in KPC-2 expressing Escherichia coli. The measured acid dissociation constants (pKa) of selected triazole-containing phenylboronic acids was broad (5.98-10.0), suggesting that this is an addnl. property of the compounds that could be tuned to optimize the target interaction and/or the physicochem. properties of the compounds These findings will help to guide the future development of boronic acid compounds as inhibitors of KPC-2 and other target proteins.

European Journal of Medicinal Chemistry published new progress about 1256360-47-0. 1256360-47-0 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C25H23NO4, Application of 2-(5-(Bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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