Month: November 2022

Kelso, Robert G. published the artcileThe synthesis and properties of 1,1,2-trimethylcyclopropane, Category: bromides-buliding-blocks, the publication is Journal of the American Chemical Society (1952), 287-92, database is CAplus.

The reaction between Me₂CBrCH₂CHBrMe and Zn in aqueous PrOH at 0° carried out on a large scale permitted a thorough study of the reaction products. 1,1,2-Trimethylcyclopropane (I) comprised 68% of the hydrocarbon mixture obtained in 67% yield. Me₂CHPr, CH₂:CMePr (II), b₇₆₀ 61°, n_D²⁵ 1.3916, and Me₂C:CHEt, b₇₆₀ 64.5-5.5°, n_D²⁵ 1.3987-1.3995, were also obtained; MeCH:CHCHMe₂ was present in minor amount Com. Me₂C(OH)CH₂CH(OH)Me (18 moles) and PBr₃ yielded 4112 g. crude Me₂CBrCH₂CHBrMe (III), b₅ 65-70°, n_D²⁰ 1.496-1.498. (CMe:CH₂)₂, and anhydrous HBr yielded 70% H₂CBrCHMeCBrMe₂, b₁₀ 76°, and 30% (CBrMe)₂, m. 160-4°, b₁₀ 78°. The product of AcII and Me₂CH₂CHO reduced over Raney Ni at 70° and 1500 lb./sq. in. yielded 13% MeCH(OH)CMe₂CH₂OH (IV), b₂₀ 121°, n_D²⁰ 1.4408; IV with PBr₃ at 0° yielded MeCHBrCH₂CBrMe₂. The following constants were determined: for I, f.p., -138.27°, m.p. -138.30°, b₇₆₀ 52.55, dt/dp 0.039, d₄²⁰ 0.6947, n_D²⁰ 1.3864, dn_D/dt 0.00054, n_D²⁵ 1.3834; for CH₂:CMeCHMe₂, b₇₆₀ 55.6°, n_D²⁵ 1.3874; for (Me₂C:)₂, b₇₆₀ 73.3°, n_D²⁵ 1.4070.

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

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

Garcia-Lopez, Jose-Antonio published the artcileUse of 2-Bromophenylboronic Esters as Benzyne Precursors in the Pd-Catalyzed Synthesis of Triphenylenes, Quality Control of 89694-44-0, the publication is Organic Letters (2014), 16(9), 2338-2341, database is CAplus and MEDLINE.

Ortho-Substituted aryl boronates, e.g., I (X= Br, OTf), are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with ^tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compds, e.g., II. For meta-substituted arynes, the 3:1 product ratio in favor of non-C₃ sym. material is indicative of a benzyne mechanism.

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, Quality Control of 89694-44-0.

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

Erickson, Paul R. published the artcilePhotochemical Formation of Brominated Dioxins and Other Products of Concern from Hydroxylated Polybrominated Diphenyl Ethers (OH-PBDEs), Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Environmental Science & Technology (2012), 46(15), 8174-8180, database is CAplus and MEDLINE.

The photochem. conversion of selected hydroxylated polybrominated di-Ph ethers (OH-PBDEs) to dioxins and other products was investigated. OH-PBDEs, which are both transformation products of polybrominated di-Ph ethers and naturally occurring compounds, undergo direct photolysis to yield a number of products that may have a higher toxicity than their parent. The compounds investigated were 6-OH-PBDE 99, 6′-OH-PBDE 100, and 6′-OH-PBDE 118. Of special interest was 6′-OH-PBDE 118, a potential transformation product of PBDE 153 that is capable of photochem. generating 2,3,7,8-tetrabromodibenzo-p-dioxin, the most toxic brominated dioxin congener. Photolysis experiments were conducted at two different pH values to assess the photochem. behavior of both the phenol and phenolate form of the compounds The percent conversion to dioxin and other photoproducts was determined and the natural product, 6-OH-PBDE 99, was found to have the highest conversion to dioxin (7%). The reaction quantum yields ranged from 0.027 to 0.16 across all photolysis conditions. In addition, it is shown that all three compounds are capable of photochem. generating other compounds of concern, including brominated phenols and a dibenzofuran.

Environmental Science & Technology published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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

Levitre, Guillaume published the artcileSynthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis, Application In Synthesis of 401-55-8, the publication is Organic Letters (2022), 24(17), 3194-3198, database is CAplus and MEDLINE.

A metallaphotoredox method for the preparation of α-fluorinated areneacetates R-R¹ [R = 4-MeC₆H₄, 3-FC₆H₄, 4-BrC₆H₄, etc.; R¹ = CFC(O)OEt, CF₂C(O)OEt, CF₂P(O)OEt₂] based on the synergistic combination of Ir/Cu dual catalysis from boronic acids was reported. The mild conditions allowed broad functional group tolerance, including substrates containing aldehydes, free phenols and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis.

Organic Letters 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, Application In Synthesis of 401-55-8.

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

Casalta, Clement published the artcileIridium(III) Catalyzed Z-Selective Allylic Arylation of α-Fluoro But-1-enoic Acid Amides via β-F-Elimination in Water, Synthetic Route of 89694-44-0, the publication is Organic Letters (2021), 23(21), 8122-8126, database is CAplus and MEDLINE.

Allylic arylation of α-fluoro but-1-enoic acid amides with arylboronic acids was carried out in water by comparing the catalytic activity of iridium(III) and rhodium(III). Ir(III) has shown a strong superiority over Rh(III) to give allyl-aryl coupling products with excellent stereoselectivity in favor of the Z-isomer. The origin of high stereoselectivity is perhaps because of the a coordination of iridium Ir-N or Ir-O.

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, Synthetic Route of 89694-44-0.

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

Crimmins, Michael T. published the artcileIntramolecular photocycloaddition-cyclobutane fragmentation: total synthesis of (±)-laurenene, Formula: C7H13BrSi, the publication is Journal of the American Chemical Society (1987), 109(20), 6199-200, database is CAplus.

Nature’s only known existing fenestrane, laurenene (I) was prepared via an elevated temperature intramol. [2+2] photochem. cycloaddition of diene II. This established the highly sterically congested center of the laurenene skeleton which contains 3 contiguous quaternary C. Reductive cleavage of the cyclobutane produced during the photocycloaddition provides an intermediate which was used to form the remaining 7 membered ring via an intramol. aldol-dehydration reaction. The [5.5.5.7] fenestrane III which was prepared in 12.7% yield was transformed to I in 5 steps.

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, Formula: C7H13BrSi.

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

Luan, Yu-Yong published the artcileThree-Component Ruthenium-Catalyzed meta-C-H Alkylation of Phenol Derivatives, Synthetic Route of 401-55-8, the publication is Organic Letters (2022), 24(5), 1136-1140, database is CAplus and MEDLINE.

Herein, synthesis of phenyl-(pyrimidinyloxyphenyl)butanoates I [R¹ = H, Me, Cl, etc.; R² = H, Me, F, etc; R³ = Me, F; R⁴ = Ph, 4-FC₆H₄, 4-BrC₆H₄, etc.; R² = R³ = Me, F; R⁵ = OEt, piperidin-1-yl, N(n-Bu)₂] via three-component ruthenium catalyzed C-H alkylation of phenoxypyrimidines and vinylbenzene and ethyl-bromo-difluoroacetates/alkyl bromides was reported. This strategy exhibited good substrates suitability and functional group tolerance with various phenol derivatives, which provided a synthetic potential drug approach. Mechanistic studies showed that a radical process might be involved in this process. In addition, the meta alkylated phenol was obtained by further removal of the directing group.

Organic Letters 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, Synthetic Route of 401-55-8.

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

Derince, Betul published the artcileArchitectural design of new conjugated systems carrying donor-π-acceptor groups (carbazole-CF₃): Characterizations, optical, photophysical properties and DSSC′s applications, SDS of cas: 111-83-1, the publication is Journal of Molecular Structure (2022), 1250(Part_2), 131689, database is CAplus.

In this study, two new organic dyes containing substituted N-octyl carbazole as electron donor and -CF₃ units as electron acceptor group were designed and synthesized for ZnO-based dye sensitized solar cells (DSSCs). The synthesized carbazole derivatized compounds 3,6-bis(3,5-bis(trifluoromethyl)phenyl)-9-octyl-9H-carbazole (IVa) and 3,6-bis(4-(trifluoromethyl)phenyl)-9-octyl-9H-carbazole (IVb) were characterized by FT-IR, ¹H NMR, ¹³C NMR, HMBC and CHN analyses. The spectroscopic (UV-Vis and FL) and thermal properties (TGA-DTA) of these compounds were also investigated. The produced (IVa and IVb) ZnO films were used as photoanodes in all DSSCs. Microwave-assisted hydrothermal method was used to synthesize ZnO nanopowders with different morphologies which are used as photoanodes in DSSCs. The structural and morphol. properties of ZnO nanopowders were investigated using X-ray diffraction (XRD) and field emission SEM (FESEM). ZnO-DSSCs were produced through coating ZnO nanopowders on transparent conductive fluorine-doped tin oxide (FTO) coated glass substrate using the Doctor Blade method. Current-voltage measurements of all produced DSSCs were carried out under a solar simulator with AM 1.5 G filter having an irradiance of 100 mW/cm². Solar cell performances of all DSSCs such as; open-circuit voltage (V_oc), short circuit current (J_sc), fill factor (FF) and power conversion efficiency (PCE) were analyzed.

Journal of Molecular Structure 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, SDS of cas: 111-83-1.

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

Predeus, Alexander V. published the artcileRational Synthesis for All All-Homocalixarenes, Quality Control of 111865-47-5, the publication is Angewandte Chemie, International Edition (2013), 52(3), 911-915, database is CAplus and MEDLINE.

The reaction of bis(carbene) complexes with bis(alkyne)s in a triple annulation provides direct access to homocalixarenes with three and four aromatic rings. Through proper choice of tether length, these macrocycles were assembled with ring sizes ranging from 15 to 56 carbon atoms. This method allows full control over the ring size and symmetry, and its ability to provide the synthesis of a series of all-homocalixarenes was illustrated for compounds having 2,3,5 and 11 methylene linkers between each ring. This method is also flexible enough to allow the incorporation of a pyrrole unit in place of one of the benzene rings in the calixarene. The macrocycles are always isolated as a single product and can be prepared conveniently on a gram scale. Six of the twelve homocalixarenes that were prepared were characterized by single-crystal x-ray anal.

Angewandte Chemie, International Edition published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Quality Control of 111865-47-5.

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

Lee, Mitchell T. published the artcileSynthesis of Isomerically Pure (Z)-Alkenes from Terminal Alkynes and Terminal Alkenes: Silver-Catalyzed Hydroalkylation of Alkynes, Application of 7-Bromohept-1-yne, the publication is Journal of the American Chemical Society (2019), 141(43), 17086-17091, database is CAplus and MEDLINE.

Here, an efficient synthesis of diastereopure Z-alkenes (Z:E > 300:1) through a silver-catalyzed hydroalkylation of terminal alkynes using alkylboranes as coupling partners is demonstrated. The exploration of the substrate scope, which reveals the broad functional group compatibility of the new method, is also described. Preliminary mechanistic studies suggest that a 1,2-metalate rearrangement of the silver borate intermediate is the key step responsible for the stereochem. outcome of the reaction.

Journal of the American Chemical Society published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Application of 7-Bromohept-1-yne.

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