Month: December 2022

Bogonostseva, N. P. published the artcileReaction of some halogen derivatives with sodium diethyl phosphite, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Uchenye Zapiski, Kazan. Gosudarst. Univ. im. V. I. Ul’yanova-Lenina (1956), 116(No. 2), 71-128, database is CAplus.

Ph₂CHBr (10 g.) in Et₂O-C₆H₆ with (EtO)₂PONa from 5.35 g. ester and 0.9 g. Na gave NaBr and 61.33% (Ph₂CH)₂ and 5.3 g. unidentified yellow liquid Ph₂CHCl and (EtO)₂PONa did not react in Et₂O; in iso-Am₂O a little NaCl formed; in MePh a reaction took place after 2 h. reflux yielding a little Ph₂CHOH, (Ph₂CH)₂O, and 21% Ph₂CHP(O)(OEt)₂, b₄ 184-8°, d₀²⁰ 1.1277, n_D²⁰ 1.5460, m. 38-40°; the latter hydrolyzed with 10% HCl to the free acid, m. 223-5° (from H₂O); the same ester formed in 43.65% yield from (EtO)₃P with Ph₂CHBr in Et₂O; the ester, b₂ 180-1°, d₀²⁰ 1.1287, n_D²⁰ 1.5445, m. 39-40°, which hydrolyzed with 10% HCl at 150-80° to the free acid, m. 227-8°. (EtO)₂PONa in Et₂O with PhCH₂Cl readily gave 49.35% PhCH₂PO(OEt)₂ (I), b₁₁ 153-4°, d₀⁰ 1.1200, n_D²⁰ 1.4965, which hydrolyzed with 10% HCl to the free acid, m. 169-70°. Similarly, PhCH₂Br gave 44% I, b₁₂ 153-5°, d₀⁰ 1.1189, n_D²⁰ 1.4892, while PhCH₂I gave 21.1% I. To (EtO)₂PONa from 2.5 g. ester and 0.32 g. Na in Et₂O was added Ph₂CBrCCl₃ in Et₂O and after refluxing 2 h. there was obtained 1.9 g. NaBr, 32.05% (Ph₂CCCl₃)₂ (II), a glassy solid, b₃ 180-90°, and a range of products, b₈ 60° to b₃ 160°, which contain P; a substance C₁₀H₁₄O₃ClP, b₃ 154-60°, n_D²⁰ 1.5010, d₂₀²⁰ 1.2332, was isolated but not identified. Heating 8 g. (EtO)₃P with 15.4 g. Ph₂CBrCCl₃ to 155-60° 2 h. gave 42.4% II and some low-boiling material. Refluxing (EtO)₂PONa in Et₂O with Ph₂CClCCl₃ 6 h. gave NaCl and much unreacted halide; a similar reaction in dioxane in a sealed tube at 130-50° gave in 7 h. unreacted halide and Ph₂C:CCl₂. Ph₂CClCCl₃ (5 g.) and 3 g. (EtO)₈P refluxed 3 h. gave unreacted halide, Ph₂C:CCl₂, and no P-containing substance. Ph₂C:CH₂ with HBr gave crude Ph₂CBrMe, 10 g. of which with (EtO)₂PONa from 7.5 g. ester and 1.2 g. Na in Et₂O gave after refluxing 4 h. 6.35 g. NaBr, 6.9% Ph₂C:CH₂, and a crude substance, b_2.5 168-85°, which contains P. Ph₂CBrMe (5.05 g.) with 3.2 g. (EtO)₃P gave in 5 h. reflux EtBr and 44.9% crude Ph₂C:CH₂. Crude Ph₂CClMe (prepared from the olefin and HCl) with (EtO)₂PONa in Et₂O gave, after 3 h. reflux, NaCl and Ph₂C:CH₂; Ph₂CClMe with (EtO)₃P refluxed 3 h. gave mainly Ph₂C:CH₂. No appreciable reaction took place between (EtO)₂PONa and (1-C₁₀H₇)₂CHBr in Et₂O; the result was the same with (EtO)₃P in 2 h. at 200°; the same result was obtained with (1-C₁₀H₇)₂CHCl and (EtO)₂PONa in Et₂O, or in dioxane at 130-40°. Only slight reaction took place between (EtO)₂PONa and 9-bromofluorene in Et₂O; the latter with (EtO)₃P in 6 h. at 260° gave no EtBr and no reaction could be detected. 9-Chlorofluorene failed to react with (EtO)₂PONa or (EtO)₃P. 2-Bromocyclohexanone with (EtO)₂PONa in Et₂O gave 31% di-Et cyclohexanone-2-phosphonate, b_11.5 148-9, d₀⁰ 1.1270, n_D²⁰ 1.4578, which gave no definite products after hydrolysis with 10% HCl; similarly, 2-chlorocyclohexanone gave 35% above ester, b_11.5 151.5-3°, d₀⁰ 1.1380, n_D²⁰ 1.4518, which again failed to yield definite products after hydrolysis with HCl. 2-Chlorocyclohexanone with (EtO)₃P after 2 h. at 110-20° gave 54.5% above ester; hydrolysis of this with HCl gave some cyclohexanone and H₃PO₄. Bz₂CHBr with (EtO)₂PONa in Et₂O gave NaBr and 69.1% Bz₂CH₂; the same reaction in C₆H₆ gave 42.7% Bz₂CH₂, while 82.3% NaBr was isolated. Bz₂CHBr with (EtO)₃P gave 60.8% Bz₂CH₂. Bz₃CBr with (EtO)₂PONa in Et₂O gave 58.3% Bz₃CH, some Bz₂CH₂, and a substance, b₈ 90-1°, identified as (EtO)₃PO. Bz₃CBr with (EtO)₃P gave 56.6% Bz₃CH, and (EtO)₃PO. Bz₂CHBr in MePh with Na gave Bz₂CH₂ and some Bz₄C₂H₂; Na and Bz₃CBr in MePh gave a trace of Bz₃CH and unreacted halide. (EtO)₂PONa with o-C₆H₄(CO)₂CBrCO₂Et gave indanedione and some diphthalylethane, decompose 215°; (EtO)₃P gave the same products. o-C₆H₄(CO)₂CNaCO₂Et with (EtO)₂POCl in Et₂O gave diphthalylethane and indanedione. Bromoindanedione and (EtO)₂PONa gave diphthalylethane; (EtO)₃P gave indanedione. Bromoindanedione and Na in MePh gave indanedione. (EtO)₂PONa (from 15.85 g. ester) and 14 g. (Me₂CBr)₂ in Et₂O reacted completely in 7 min. yielding 60% (Me₂C:)₂ and unidentified material, b₄ 60-70°, which reacts with Na. 9,10-Phenanthrenedibromide and (EtO)₂PONa in Et₂O gave phenanthrene and (EtO)₂POH, and unidentified material, b₉₀ 110°, which on hydrolysis gave H₃PO₄. Dibromophenanthrene and (EtO)₃P gave phenanthrene and (EtO)₂POH. (EtO)₂PONa (from 26.6 g. ester) with 24.6 g. (CH₂OCH₂CH₂Br)₂ on 2 days standing gave 14.7% (CH₂OCH₂CH₂PO₃Et₂)₂, b₂ 228-9°, d₂₀²⁰ 1.1416, n_D²⁰ 1.4478, which with HCl hydrolyzed to an uncrystallizable free acid, which was analyzed as the Ba salt. (CH₂OCH₂CH₂Br)₂ with (EtO)₃P gave impure ester identical with that above but decomposing on distillation (EtO)₂PONa (from 33 g. ester) with 25.7 g. Br(CH₂)₄Br gave 61% (CH₂CH₂PO₃Et₂)₂, b₇ 214-17°, d₂₀²⁰ 1.1173, n_D²⁰ 1.4460, decompose on boiling; hydrolysis gave an uncrystallizable oil. (CH₂)₄Br₂ (10 g.) with 15.5 g. (EtO)₃P gave 58.4% above ester, b₈ 215-16°, d₂₀²⁰ 1.1176, n_D²⁰ 1.4495. (EtO)₂PONa (from 19.2 g. ester) with 30 g. 1-iodo-2-ethoxy-3-butene refluxed 1 h. in Et₂O gave 33.5% crude, or 17% pure, CH₂:CHCH(OEt)CH₂PO(OEt)₂, b₇ 119-20°, d₀⁰ 1.0409, n_D²⁰ 1.4231, and much polymerized undistillable matter; the same ester formed in 30% yield in a larger experiment The iodide with (EtO)₃P refluxed 2 h. yielded 30% same ester as above. (EtO)₂PONa with 1-chloro-2-ethoxy-3-butene gave NaCl and liquid material which decomposed extensively on attempted distillation and much polymeric matter; the chloride and (EtO)₃P gave much unreacted material and a little substance, b_4.5 124-6°, d₀⁰ 1.0592, n_D²⁰ 1.4495, containing 14-14.5% P. (EtO)₂PONa with 1-chloro-4-ethoxy-2-butene gave NaCl, unreacted halide, MePO(OEt)₂ (uncertain), and material, b₃ to 205°, which analyzed as C₅H₁₃O₃P to C₁₈H₄₁O₁₀P₃. 1-Chloro-4-ethoxy-2-butene with (EtO)₃P gave a little substance, b_4-6 136-42°, with much decomposition The nature of the products is unknown.

Uchenye Zapiski, Kazan. Gosudarst. Univ. im. V. I. Ul’yanova-Lenina 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

Beveridge, Elizabeth published the artcileActivity of phenanthridine compounds against Babesia rodhaini in mice, Recommanded Product: Dimidium bromide, the publication is Annals of Tropical Medicine & Parasitology (1956), 85-91, database is CAplus.

A series of phenanthridine compounds previously reported to have trypanocidal activity (C.A. 44, 8545e) was tested against B. rodhaini in mice. General requirements for babesicidal activity are the same as for trypanocidal activity. For high potency against B. rodhaini there must be: (1) a 10-quaternary group; (2) at least one free amino or easily hydrolyzed acylamino group in the 2, 3, 6, or 7 position of the phenanthrene nucleus; (3) an alkyl, phenyl, or p-aminophenyl group in position 9. Urethan derivatives have little activity; and acylation of amino groups does not greatly diminish babesicidal potency, in contrast to the effect on trypanocidal action.

Annals of Tropical Medicine & Parasitology 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, Recommanded Product: Dimidium bromide.

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

Bergmann, A. G. published the artcileReactions of combination with conjugated systems of double linkings. II. Combination of hydrogen bromide with di-isopropenyl [β,γ-dimethyl-Δ^αγ-butadiene], Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Zhurnal Russkago Fiziko-Khimicheskago Obshchestva (1920), 37-40, database is CAplus.

The combination of HBr with β,γ-dimethyl-Δ^αγ-butadiene in glacial AcOH takes place in the 2 stages: (1) CH₂:CMeCMe:CH₂ + HBr = CMe₂BrCMe:CH₂, and (2) the latter + HBr = CMe₂BrCMe₂Br (30%) + CMe₂BrCHMeCH₂Br (70%). γ-Bromo-β,γ-dimethyl-Δ^α-butene, C₆H₁₁Br, b₁₀₀ 84-6°, d₂₀ 1.2201, yields dimethylisopropenylcarbinol when hydrolyzed by means of aqueous KOH. β,γ-Dibromo-β,γ-dimethylbutane was described by Thiele (Ber. 27, 454). α,γ-Dibromo-β,γ-dimethylbutane is a liquid, b_16.5 88-9°, d₂₀ 1.6065. The product of the union of 1 mol. of HBr with isoprene, viz., γ-bromo-γ-methyl-Δ^α-butene, combines with a 2nd mol. of HBr, apparently giving only βδ-dibromo-β-methylbutane.

Zhurnal Russkago Fiziko-Khimicheskago Obshchestva 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

Badr, M. Z. A. published the artcileMolecular rearrangements, part 33, photolysis and thermolysis of arylnitramines, Synthetic Route of 53484-26-7, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2004), 162(1), 163-170, database is CAplus.

UV irradiation of arylnitramines in 2,6-di-tert-butylphenol results in the transfer of the nitro group intermolecularly to produce the corresponding 4-nitrophenol together with nitroanilines in addition to oxidation products, diphenoquinone and the diphenolic compounds Thermolysis of arylnitramines or N-alkylarylnitramines at controlled temperatures either alone or in phenolic solvent, produce the corresponding p- and/or o-nitroanilines together with 4-nitrophenol, diphenoquinone and diphenol in addition to crystals of their dimeric product quinhydrone. No dimerization products of the arylamino radicals are detected. However, evolution of nitrogen, nitrogen dioxide and water drops are detected. Thermolysis of primary arylnitramines in β-naphthol results in separation of free radicals substitution product, 1-arylazo-2-naphthols as major products with evolution of nitrogen dioxide. However, such rearrangement products are not produced with secondary N-alkylarylnitramines. Other products of homolytic substitution of halogen by nitro group are identified.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Synthetic Route of 53484-26-7.

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

Anderson, J. E. published the artcileIntrinsic asymmetry. Its effect on the chemical shift of groups which are not diastereotopic, SDS of cas: 594-81-0, the publication is Tetrahedron (1976), 32(22), 2789-93, database is CAplus.

The effect was determined of intrinsic asym. on the chem. shifts of Me2CRCMe2R1 (R = H, R1 = Cl, Br, I; R1 = R2 = Cl, Br, I, CN, Ph, 3-ClC6H3, Et, Me3CCH2; R = I, R1 = 4-MeOC6H4), in which rotation is slow on the NMR timescale. When R = R1 = alkyl or diamagnetically anisotropic Ph groups the intrinsic asym. shifts are very small. When either R or R1 is a halogen atom substantial intrinsic asym. shifts were observed; I > Br > Cl. The effect of 2 C-halogen bonds compared with one C-halogen and one C-H bond is inconsistent; 2 C-Cl bonds gave no shift, 2 C-Br bonds gave a reduced shift, and 2 C-I bonds gave an enhanced shift. The effect is tentatively linked to bond polarizability.

Tetrahedron 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, SDS of cas: 594-81-0.

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

Rao, Suma published the artcileHigh resolution protein separations using affinity ultrafiltration with small charged ligands, Safety of Sodium 3-bromopropane-1-sulfonate, the publication is Journal of Membrane Science (2006), 280(1+2), 781-789, database is CAplus.

Although the feasibility of affinity ultrafiltration was demonstrated more than 20 years ago, com. applications have not developed due to the high cost and practical limitations of the large macroligands needed for highly selective separations The objective of this study was to examine the use of small charged affinity ligands for protein purification by exploiting electrostatic interactions between the charged complex and an elec.-charged membrane. Experiments were performed using bovine serum albumin and ovalbumin with Cibacron Blue as the affinity ligand. Neg. charged versions of a composite regenerated cellulose membrane were generated by covalent attachment of a sulfonic acid functionality. Binding experiments were used to identify appropriate conditions for protein separations The selectivity for the separation of BSA and ovalbumin was a function of the solution conditions, Cibacron Blue concentration, and membrane charge, with the addition of Cibacron Blue causing a 30-fold increase in selectivity. A diafiltration process was performed at the optimal conditions, giving a BSA product with a purification factor of more than 90-fold and a yield greater than 90%. These results clearly demonstrate the potential of using a small charged affinity ligand for high resolution protein separations

Journal of Membrane Science 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, Safety of Sodium 3-bromopropane-1-sulfonate.

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

Leenders, Ruben published the artcileNovel SAR for quinazoline inhibitors of EHMT1 and EHMT2, Application In Synthesis of 1256955-36-8, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(17), 2516-2524, database is CAplus and MEDLINE.

Detailed structure activity relationship of two series of quinazoline EHMT1/EHMT2 inhibitor compounds I [R = COOH, CONH₂, (5-prop-2-ynylpyrrolidin-2-one)-3-yl etc.] and II [R¹ = OMe, F, OCF₃ ; R² = aminopropynyl,(5-prop-2-ynylpyrrolidin-2-one)-3-yl etc.] were elaborated. New and active alternatives were presented for the ubiquitous substitution patterns found in literature for the linker to the lysine mimicking region and the lysine mimic itself.

Bioorganic & Medicinal Chemistry Letters published new progress about 1256955-36-8. 1256955-36-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Amine,Benzene,Ester,Ether, name is Methyl 2-amino-4-bromo-5-methoxybenzoate, and the molecular formula is C9H10BrNO3, Application In Synthesis of 1256955-36-8.

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

King, Andrew J. published the artcileA Chain-Growth Mechanism for Conjugated Polymer Synthesis Facilitated by Dinuclear Complexes with Redox-Active Ligands, SDS of cas: 52431-30-8, the publication is Angewandte Chemie, International Edition (2022), 61(29), e202206044, database is CAplus and MEDLINE.

Conjugated polymers are widely used in energy conversion and sensor applications, but their synthesis relies on imprecise step-growth or narrow-scope chain-growth methods, typically based on transition metal (TM)-catalyzed cross-coupling. Here we report that a dinickel complex with a redox-active naphthyridine diimine ligand accesses new chain-growth mechanistic manifolds for both donor and acceptor conjugated polymers, represented by poly(3-hexylthiophene), poly(2,3-bis(2-ethylhexyl)thienopyrazine), and poly(2-(2-octyldodecyl)benzotriazole). For the latter, our method is particularly effective: we achieve high ds.p. (DP) (>100) with moderate dispersities (D) of ≈1.4. Mechanistic anal. supports a radical/radical anion chain-growth mechanism with organometallic intermediates instead of TM-catalyzed cross-couplings. Hence, our work develops new mechanisms for conjugated polymer synthesis and furnishes insights about the elementary reactivity of dinuclear complexes.

Angewandte Chemie, International Edition published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, SDS of cas: 52431-30-8.

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

Gao, Xingming published the artcileA fluorescent bisboronic acid compound that selectively labels cells expressing oligosaccharide Lewis X, Computed Properties of 166821-88-1, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(12), 2501-2504, database is CAplus and MEDLINE.

Two fluorescent diboronic acid compounds with a dipeptide linker were synthesized as potential sensors for cell surface saccharide Lewis X (Le^X). Compound 6a (I) with a dipeptide (H-Asp-Ala-) as the linker was found to selectively label CHOFUT4 cells, which express Le^x, at micromolar concentrations, while non-Le^x-expressing control cells were not labeled.

Bioorganic & Medicinal Chemistry Letters published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Computed Properties of 166821-88-1.

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

Yuan, Chunchen published the artcileRuthenium(II)-Catalyzed C-H Difluoromethylation of Ketoximes: Tuning the Regioselectivity from the meta to the para Position, Synthetic Route of 401-55-8, the publication is Angewandte Chemie, International Edition (2018), 57(5), 1277-1281, database is CAplus and MEDLINE.

A highly para-selective C_Ar-H difluoromethylation of ketoxime ethers under ruthenium catalysis was developed. A wide variety of ketoxime ethers are compatible with the reaction, which leads to the corresponding para-difluoromethylated products in moderate to good yield. A mechanistic study clearly showed that chelation-assisted cycloruthenation is the key factor in the para selectivity of the difluoromethylation of ketoxime ethers. D. functional theory was used to gain a theor. understanding of the para selectivity.#.

Angewandte Chemie, International Edition 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 C11H8F2, Synthetic Route of 401-55-8.

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