Month: December 2022

Tishchenko, V. E. published the artcileThe application of the xanthate method of L. A. Chugaev to dihydric alcohols or their dibromides. II, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Zhurnal Obshchei Khimii (1940), 1042-54, database is CAplus.

cf. C. A. 31, 8510.9. Me₂CBrCH₂Br reacts with NaSCSOEt (I) to give Me₂C(SCSOEt)CH₂SCSOEt, d₁₅¹⁵ 1.2497. This begins to decompose at 180° to form H₂S, COS, CO₂ and 23.5% MeCCMe. Side reactions give some EtSH, CS₂, EtOH, Et₂S and Et₂S₂. When I is heated with Me₂CBrCHBrMe (II), it reacts anomalously to remove Br and give Me₂C: CHMe (III) and (SCSOEt)₂, which breaks down to a mixture of COS, S, and EtOCS₂Et. I reacts similarly with Me₂CBrCBrMe₂ to give Me₂C:CMe₂. KSCO₂Et also reacts with II to give III, but NaOCO₂Et and II even in a sealed tube give only small amounts of C₅H₉Br and HBr. Thus, S must be present in the mol. if the anomalous reaction is to occur.

Zhurnal Obshchei Khimii 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, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

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

Etemad Moghadam, Guita published the artcileStereoselective synthesis of E or Z α-methyl α,β-ethylenic esters from phosphonates or phosphine oxides by the Wittig-Horner reaction, COA of Formula: C5H12BrO3P, the publication is Tetrahedron (1984), 40(24), 5153-66, database is CAplus.

The reaction of α-branched aldehydes with (EtO)₂P(O)CHMeCO₂Me in THF/BuLi at low temperature leads stereoselectively to Z α-Me α,β-unsaturated esters. From a linear aldehyde, the reaction is less stereoselective, while from α,β-unsaturated ones, the E isomers are predominantly formed in good yields. From Ph₂P(O)CHMeCO₂Me, E α-Me α,β-unsaturated esters are stereoselectively formed either in DMF/Me₃COK or under phase transfer conditions, regardless of the starting aldehyde. This reagent can thus advantageously replace the corresponding P-ylide.

Tetrahedron published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, COA of Formula: C5H12BrO3P.

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

Gong, Young-Dae published the artcileConstruction of 6-Amino-2,2-Dimethyl-3,4,6-Trisubstituted-2H-1-Benzopyran Library by Solid Phase Synthesis, COA of Formula: C7H5Br2F, the publication is Journal of Combinatorial Chemistry (2003), 5(5), 577-589, database is CAplus and MEDLINE.

A library of functionalized derivatives of aminodimethylbenzopyran I is prepared on solid support. Resin-bound p-hydroxybenzyl alc. is converted to its p-nitrophenyl carbonate; treatment with I yields resin-bound I. N-alkylation of resin-bound I followed by cleavage with trifluoroacetic acid in CH₂Cl₂ yields N-monoalkylated derivatives of I. Oxidation of the N-alkylated resin-bound I with m-chloroperbenzoic acid followed by addition of an alc. yields resin-bound dialkoxyaminobenzopyrans stereoselectively. Cleavage of the resin-bound dialkoxyaminobenzopyrans from the resin yields alkoxyaminobenzopyranols; alkylation with alkyl halides or acylation with acyl chlorides followed by cleavage from the resin yields either dialkoxyaminobenzopyrans or alkoxyaminobenzopyranol esters stereoselectively. The reactions of some of the resin-bound intermediates are monitored by ATR-FT-IR and HR-MAS-NMR spectroscopy.

Journal of Combinatorial 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, COA of Formula: C7H5Br2F.

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

Yazaki, Kohei published the artcilePolycationic-shelled capsular and tubular nanostructures and anionic-guest binding properties, SDS of cas: 52358-73-3, the publication is Chemistry – A European Journal (2016), 22(49), 17557-17561, database is CAplus and MEDLINE.

For the development of novel nanospace with unique electrostatic character, we prepared new capsular and tubular nanostructures by the quant. assembly of metal ions and bent bisacridinium ligands. The capsule and tube have closed spherical and open cylindrical cavities, resp., with diameters of around 1 nm surrounded by cationic polyaromatic panels. Thanks to the facile synthetic protocol (three steps), another polycationic capsule with an elliptical nanocavity was also prepared by using an elongated ligand. In spite of the absence of pendant hydrophilic groups, the spherical polyaromatic capsule shows sufficient water solubility due to the polycationic shell. Moreover, the highly cationic cavity (12+) can selectively encapsulate anionic organic compounds in water.

Chemistry – A European Journal 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 C4H4OS, SDS of cas: 52358-73-3.

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

Richards, David Hugh published the artcileLinking reactions for the synthesis of head-to-head vinyl polymers, Name: 2,3-Dibromo-2,3-dimethylbutane, the publication is Chemical Communications (London) (1968), 1515-16, database is CAplus.

Anionic dimers were generated and linked to form head-to-head vinyl polymers in 1 operation by a process in which a tetrahydrofuran solution of the monomer was reacted with Li at ambient temperatures under an inert gas in the presence of a vicinal dihalide and the resulting polymer was isolated by precipitation with MeOH. The 1H 60-MHz. N.M.R. spectra obtained from α-methylstyrene and styrene polymers at the resonance position of aromatic and aliphatic protons were given and compared with the calculated ratio for the addition and head-to-head linking reactions. Comparison of the observed ratio with the calculated ratio for BrCH2CH2Br, BrCMe2CHMeBr, BrCMe2CMe2Br, 1,2-dibromocyclohexane, 1,2-dibromo-1,1,2,2-tetrafluoroethane, and BrCHPhCHPhBr showed that the predominance of head-to-head linking increases with substitution of the dibromoethanes.

Chemical Communications (London) 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, Name: 2,3-Dibromo-2,3-dimethylbutane.

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

Lai, Thu Hang published the artcileDevelopment of ¹⁸F-labeled radiotracers for PET imaging of the adenosine A₂A receptor: synthesis, radiolabeling and preliminary biological evaluation, Quality Control of 76283-09-5, the publication is International Journal of Molecular Sciences (2021), 22(5), 2285, database is CAplus and MEDLINE.

The adenosine A2A receptor (A2AR) represents a potential therapeutic target for neurodegenerative diseases. Aiming at the development of a positron emission tomog. (PET) radiotracer to monitor changes of receptor d. and/or occupancy during the A2AR-tailored therapy, authors designed a library of fluorinated analogs based on a recently published lead compound (PPY). Among those, the highly affine 4-fluorobenzyl derivate (K_i(hA_2AR) = 5.3 nM) and the 2-fluorobenzyl derivate (K_i(hA_2AR) = 2.1 nM) were chosen for ¹⁸F-labeling via an alc. enhanced copper-mediated procedure starting from the corresponding boronic acid pinacol ester precursors. Investigations of the metabolic stability of compound I (R = p-¹⁸F, o-¹⁸F) in CD-1 mice by radio-HPLC anal. revealed parent fractions of more than 76% of total activity in the brain. Specific binding of I (R = o-¹⁸F)on mice brain slices was demonstrated by in vitro autoradiog. In vivo PET/magnetic resonance imaging (MRI) studies in CD-1 mice revealed a reasonable high initial brain uptake for both radiotracers, followed by a fast clearance.

International Journal of Molecular Sciences 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, Quality Control of 76283-09-5.

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

Turro, Nicholas J. published the artcileQuantum chain processes. Novel procedure for measurment of quenching parameters. Evidence that exothermic triplet-triplet energy transfer is not diffusion limited and an estimation of the efficiency of exothermic quenching in a solvent cage, Safety of 1,3-Dibromonaphthalene, the publication is Journal of the American Chemical Society (1974), 96(6), 1936-8, database is CAplus.

It is shown that quantum chain reactions involving tetramethyl-1,2-dioxetane (I) as the key quantum carrying reagent occur when I is thermolyzed in the presence of electronic energy acceptors. A kinetic scheme is derived to handle chemiluminescence quenching data. The data are used to disprove the common assumption that exothermic triplet-triplet energy transfer is diffusion limited.

Journal of the American Chemical Society 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 C6H5N3O, Safety of 1,3-Dibromonaphthalene.

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

Burschkies, Karl published the artcileThe importance of cyclic acids and alcohols for the chemotherapy of leprosy, Application In Synthesis of 18928-94-4, the publication is Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft (1943), 328-36, database is CAplus.

New cyclopentyl derivatives are prepared and their effect on rat leprosy is examined Refluxing 23 g. Na, 130 g. AcCH₂CO₂Et in 500 cc. xylene, and 149 g. freshly distilled cyclopentyl bromide for 20 hrs. at 140° gives Et cyclopentaneacetoacetate (I), b₁₂ 120-2°, n²⁰_D 1.4646. Refluxing 198 g. of I with 23 g. Na in 600 cc. absolute alc. for several hrs. gives Et cyclopentaneacetate (II), b₁₂ 74-5°, n²⁰_D 1.4357. II (156 g.) in 1200 cc. absolute alc. treated with 100 g. Na gives cyclopentaneëthanol (III), b₁₃ 80-1°, n¹⁹_D 1.4572. Saponification of II during the previous reaction transforms part of it into cyclopentaneacetic acid (IV) which is isolated by acidifying, shaking with Et₂O, washing and drying over Na₂SO₄, b₁₃ 119-20°, n¹⁹_D 1.4527. Treating IV with SOCl₂ at 0°, heating to 70° for 1/2 hr., and distilling off the SOCl₂ gives cyclopentaneacetyl chloride, b₁₂ 60°, which is reacted with hydnocarpic alc. to form hydnocarpyl cyclopentaneacetate (V), b_0.02 205-10°, n²⁰_D 1.4720. Adding PBr₃ to III in toluene gives 2-cyclopentylethyl bromide (VI), b. 78-9°, n²⁰_D 1.4866. After combining finely powd. Na with CH₂(CO₂Et)₂ in xylene solution VI is added. By refluxing for 24 hrs. at 130° di-Et (2-cyclopentylethyl)malonate (VII) is formed, b₁₃ 158-60°, n²²_D 1.4470. By saponification of VII (2-cyclopentylethyl)malonic acid, m. 120°, and by subsequent decarboxylation at 15 mm. and 200° cyclopentanebutyric acid (VIII), b_0.0-80.1 115-17°, n²⁰_D 1.4579, are formed. By heating VIII with benzyl alc. in a N atm. for 6 hrs. at 160-80°, taking up with Et₂O, and shaking with 4% KOH benzyl cyclopentanebutyrate, b_0.05, 138-40°, n²¹_D 1.5248, is formed. Esterification of VIII with EtOH gives the Et ester (IX), b_0.08 75°, n²⁰_D 1.4433. By reduction of IX with Na and absolute alc. cyclopentanebutanol (X), b₁₂ 109-10°, n²²_D 1.4610, is formed. Reacting X in toluene with freshly distilled PBr₃ gives 4-cyclopentylbutyl bromide (XI), b₁₅ 107°, n²²_D 1.4815, which gives with CH₂(CO₂Et)₂ and Na di-Et(4-cyclopentylbutyl)malonate (XII), b_0.1 140-2°, n²²_D 1.4494. By saponification of XII (4-cyctopentylbutyl)malonic acid, m. 125-6°, and by further decarboxylation cyclopentanecaproic acid (XIII), b_0.1 133°, m. 36-7°, are formed. By heating XIII in N for 4 hrs. with benzyl alc. to 190-200° the benzyl ester, b_0.1 163°, n²¹_D 1.5010, is obtained. Esterification of XIII with EtOH gives the Et ester, b₁₂ 136-7°, n²²_D 1.4462, which is reduced by Na to cyclopentanehexanol (XIV), b₁₂ 130-2°, n²⁰_D 1.4630. Esterification of III, X, XIV with PhCH:CHCOCl gives 2-cyclopentylethyl cinnamate, b_0.1 188°, n²⁰_D 1.5521, 4-cyclopentylbutyl cinnamate, b_0.1 190°, n_21D 1.5428, 6-cyclopentylhexyl cinnamate, b_0.0 190°, n_20D 1.5372. The study of the therapeutic effect of cyclopentyl compounds shows that compounds with over 3 CH₂-groups are effective on rat leprosy. The cyclopentyl compounds are better tolerated than the corresponding cyclopentenyl compounds The cinnamic esters of III, X, XIV show a very good therapeutic effect on rat leprosy.

Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft published new progress about 18928-94-4. 18928-94-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic cyclic hydrocarbon, name is (2-Bromoethyl)cyclopentane, and the molecular formula is C7H13Br, Application In Synthesis of 18928-94-4.

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

Heckershoff, Robin published the artcileEfficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study, Category: bromides-buliding-blocks, the publication is Journal of the American Chemical Society (2022), 144(18), 8306-8316, database is CAplus and MEDLINE.

A straightforward synthesis to access meta/para-dipyrrolobenzenes I [R = R¹ = Ph, 2-naphthyl, 4-MeOC₆H₄, etc.; R³ = R⁴ = H, n-octyl], II [R⁵ = R⁶ = H, Ph, 2-H₂NC₆H₄, 2-BrC₆H₄] and para-dipyrrolopyrazines III [R⁷ = R⁸ = TIPS, Ph] in high yields using a bidirectional gold-catalyzed cyclization strategy. The versatility of reaction protocol was showcased by preparing dipyrroloarenes with different substituents, various functional groups, and in a multitude of substitution patterns. Furthermore, the dipyrroloarenes could be post-modified by N-alkylation to improve the solubility or bromination to yield precursors for further derivatization via cross-coupling. Investigation of the photophys. properties of the-mostly unprecedented-dipyrroloarenes I, II, III and dialkyne precursors were identified strong blue emitters such as the di-Ph meta-dipyrrolobenzene with a quantum yield of 98%. Moreover, changes in the solvent polarity or interactions with Lewis acids such as borane could be used to fine-tune the photophys. properties of the fluorophores.

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

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

Ye, Liwei published the artcileAn Efficient precatalyst approach for synthesis of thiazole-containing conjugated polymers via cu-catalyzed direct arylation polymerization (Cu-DArP), Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), the publication is ACS Macro Letters (2020), 9(10), 1446-1451, database is CAplus and MEDLINE.

Over the past decade, direct arylation polymerization (DArP) has emerged as a facile and sustainable methodol. for the synthesis of conjugated polymers. Recently, we developed Cu-catalyzed DArP (Cu-DArP) as a low-cost, Pd-free synthetic pathway, which enables conjugated polymers to be synthesized with high mol. weights and minimization of defects. However, the lack of study on the use of Cu-precatalysts in small-mol. direct arylation poses significant limitations for Cu-DArP to potentially overtake conventional Pd-catalyzed methodol., such as the low solubility and stability of the previously employed CuI. Therefore, in this report, we decide to explore the utility of a well-defined, easy-to-prepare, highly soluble, and stable precatalyst, Cu(phen)(PPh₃)Br, as an alternative to the CuI, 1,10-phenanthroline catalytic system previously used for Cu-DArP. Herein, we report a drastic improvement of Cu-DArP methodol. for the synthesis of 5,5′-bithiazole (5-BTz)-based conjugated polymers enabled by an efficient precatalyst approach, affording polymers with good M_n (up to 16.5 kDa) and excellent yields (up to 79%). ¹H NMR studies reveal the exclusion of homocoupling defects, which further verifies the excellent stability of Cu(phen)(PPh₃)Br compared to CuI. Furthermore, we were able to decrease the catalyst loading from 15 mol % to only 5 mol % (M_n of 11.8 kDa, 64% yield), which is unprecedented when aryl bromides are employed for Cu-DArP. Significantly, 5-BTz was shown to be inactive under various of Pd-DArP conditions, which demonstrates the high compatibility of Cu-DArP as the only pathway for the C-H activation of the 5-BTz unit and a clear case demonstrating an advantage of Cu-DArP relative to Pd-DArP.

ACS Macro 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 C6H12Br2, Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I).

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