Category: bromides-buliding-blocks

Grosse, Aristid V. published the artcileThe alkylation of paraffins with olefins. The identification of the paraffins formed, Synthetic Route of 594-81-0, the publication is Journal of Organic Chemistry (1943), 438-47, database is CAplus.

The hexanes obtained by the reaction between Me₃CH and CH₂:CH₂ with BF₃ or AlCl₃ as catalyst are investigated and identified by converting them into Br and NO₂ derivatives and by the Raman spectrum. The hexane fractions consist chiefly of 90-70% Me₂CHCHMe₂ (I), 10-25% Me₂CHPr (II) and of less than 3% Me₃CEt (III). ETCHMeEt and n-hexane cannot be detected and may be present only in traces, if at all. Since I is the only hexane which gives a solid Br derivative on direct bromination, the hexane fraction is brominated in direct sunlight, giving Me₂CBr CBrMe₂ (IV). IV sublimes 165-75° without melting and m. 166-8° (decomposition) in a sealed tube. On further bromination, IV gives Me(BrCH₂)CBrCBr(CH₂Br)Me, m. 130-1°. When boiled with Zn in 95% EtOH, IV gives Me₂C:CMe₂, b₇₆₀ 72°, n²⁰_D 1.4155, which is converted by Thiele’s method (Ber. 27, 456(1894)) into Me₂C(NO)CClMe₂, m. 121°. Me₂CBrCHMe₂ (V), m. 24-5°, and Me₃CCBr₂Me, m. 191.5°, are not formed by direct bromination. The liquid bromides left after the separation of IV consist chiefly of monobromides, b₂₀₀ 75-85°, n²⁰_D 1.45, which are free from V. Nitration of the hexane fraction by boiling 20 cc. with 60 cc. 38% HNO₃ for 6 hrs. gives Me₂C(NO₂)C(NO₂)₂Et, colorless plates or needles, m. 96°, indicating the presence of II in the hexane mixture The presence of III was first observed when a fraction, b₇₆₀ 49.2-9.9°, d²⁰₄ 0.6492, n²⁰_D 1.3689, was obtained. Treatment of this fraction with 38% HNO₃ at 120° and distillation give 3-nitro-2,2-dimethylbutane, b₇₆₀ 168°. It dissolves completely in 5% EtONa in EtOH, remains in solution on addition of an equal volume of H₂O and is precipitated from this solution by CO₂ as an oil. For the results of the Raman spectrum, see C. A. 34, 3205.2. The reactions taking place between Me₃CH and CH₂:CH₂ in the presence of catalysts are briefly discussed.

Journal of Organic Chemistry 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, Synthetic Route of 594-81-0.

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

Murad, Ary R. published the artcileInfluence of fluorine substitution on the optical, thermal, electrochemical and structural properties of carbazole-benzothiadiazole dicarboxylic imide alternate copolymers, Name: 2,5-Dibromo-3,4-dinitrothiophene, the publication is Polymers (Basel, Switzerland) (2020), 12(12), 2910, database is CAplus and MEDLINE.

In this work four novel donor-acceptor copolymers, PCDTBTDI-DMO, PCDTBTDI-8, P2F-CDTBTDI-DMO and P2F-CDTBTDI-8, were designed and synthesized via Suzuki polymerization The first two copolymers consist of 2,7-carbazole flanked by thienyl moieties as the electron donor unit and benzothiadiazole dicarboxylic imide (BTDI) as electron acceptor units. In the structures of P2F-CDTBTDI-DMO and P2F-CDTBTDI-8 copolymers, two fluorine atoms were incorporated at 3,6-positions of 2,7-carbazole to investigate the impact of fluorine upon the optoelectronic, structural and thermal properties of the resulting polymers. P2F-CDTBTDI-8 possesses the highest number average mol. weight (Mn = 24,200 g mol-1) among all the polymers synthesized. PCDTBTDI-DMO and PCDTBTDI-8 show identical optical band gaps of 1.76 eV. However, the optical band gaps of fluorinated copolymers are slightly higher than non-fluorinated counterparts. All polymers have deep-lying HOMO (HOMO) levels. Changing the alkyl chain substituents on BTDI moieties from linear n-octyl to branched 3,7-dimethyloctyl groups as well as substituting the two hydrogen atoms at 3,6-positions of carbazole unit by fluorine atoms has negligible impact on the HOMO levels of the polymers. Similarly, the LUMO (LUMO) energy levels are almost comparable for all polymers. Thermogravimetric anal. (TGA) has shown that all polymers have good thermal stability and also confirmed that the fluorinated copolymers have higher thermal stability relative to those non-fluorinated analogs. Powder X-ray diffraction (XRD) studies proved that all polymers have an amorphous nature in the solid state.

Polymers (Basel, Switzerland) 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, Name: 2,5-Dibromo-3,4-dinitrothiophene.

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

Murad, Ary R. published the artcileFabrication of alternating copolymers based on cyclopentadithiophene-benzothiadiazole dicarboxylic imide with reduced optical band gap: synthesis, optical, electrochemical, thermal, and structural properties, Category: bromides-buliding-blocks, the publication is Polymers (Basel, Switzerland) (2021), 13(1), 63, database is CAplus and MEDLINE.

A series of alternating copolymers containing cyclopentadithiophene (CPDT) flanked by thienyl moieties as electron-donor units and benzothiadiazole dicarboxylic imide (BTDI) as electron-acceptor units were designed and synthesized for solar cell applications. Different solubilizing side chains, including 2-ethylhexyl chains and n-octyl chains were attached to CPDT units, whereas 3,7-dimethyloctyl chains and n-octyl chains were anchored to the BTDI moieties. The impact of these substituents on the solubilities, mol. weights, optical and electrochem. properties, and thermal and structural properties of the resulting polymers was investigated. PCPDTDTBTDI-EH, DMO was synthesized via Suzuki polymerization, whereas PCPDTDTBTDI-8, DMO, and PCPDTDTBTDI-EH, 8 were prepared through direct arylation polymerization PCPDTDTBTDI-8, DMO has the highest number average mol. weight (M_n = 17,400 g mol-1) among all polymers prepared The PCPDTDTBTDI-8, DMO and PCPDTDTBTDI-8, 8 which have n-octyl substituents on their CPDT units have comparable optical band gaps (E_g ∼ 1.3 eV), which are around 0.1 eV lower than PCPDTDTBTDI-EH, DMO analogs that have 2-ethylhexyl substituents on their CPDT units. The polymers have their HOMO levels between -5.10 and -5.22 eV with PCPDTDTBTDI-EH, DMO having the deepest HOMO (HOMO) energy level. The LUMO (LUMO) levels of the polymers are between -3.4 and -3.5 eV. All polymers exhibit good thermal stability with decomposition temperatures surpassing 350 °C. Powder X-ray diffraction (XRD) studies have shown that all polymers have the amorphous nature in solid state.

Polymers (Basel, Switzerland) 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, Category: bromides-buliding-blocks.

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

Murakami, Yukito published the artcileHydrophobic vitamin B₁₂. V. Electrochemical carbon-skeleton rearrangement as catalyzed by hydrophobic vitamin B₁₂. Reaction mechanisms and migratory aptitude of functional groups, SDS of cas: 56970-78-6, the publication is Bulletin of the Chemical Society of Japan (1987), 60(1), 311-24, database is CAplus.

The C-skeleton rearrangements catalyzed by heptamethyl cobyrinate perchlorate (I) were investigated under electrochem. conditions. The controlled-potential electrolysis of 2,2-bis(ethoxycarbonyl)-1-bromopropane, which is considered to be a model substrate for methylmalonyl-CoA mutase, was catalyzed by I in DMF to give 1,2-bis(ethoxycarbonyl)propane as a major product at -1.5 V vs. SCE (standard C electrode)in the presence of acetic acid and at potentials more cathodic than -1.8 V vs. SCE without acetic acid in the dark. The electrochem. C-skeleton rearrangement was postulated to proceed via formation of anionic intermediates. The electrolysis of 1-bromo-2-cyano-2-ethoxycarbonylpropane, 2-acetyl-1-bromo-2-ethoxycarbonylpropane, and 1-bromo-2-[(ethylthio)carbonyl]propane with I also afforded the corresponding skeleton rearrangement products. The results indicated that substrates with 2 electron-withdrawing groups placed on the β-carbon atom with combinations of 1 carboxylic ester and 1 of carboxylic ester, acetyl, or cyano moiety readily gave the corresponding rearrangement products which were derived from individual migration of the substituent groups. Substrates with only 1 of the electron-withdrawing groups, (carboxylic ester, acetyl, or cyano) did not give any rearrangement product, but a substrate with thioester group afforded the corresponding rearrangement product. The migratory aptitude of electron-withdrawing groups decreased in the order: COSR>COR>COOR>CN. Both electronic character and steric bulkiness of the migrating groups are apparently reflected on this tendency, even though relative contributions of these effects are much dependent on the nature of β-substituents.

Bulletin of the Chemical Society of Japan published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, SDS of cas: 56970-78-6.

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

Murakami, Yukito published the artcileHydrophobic vitamin B₁₂. XI. Preparation, characterization, and enantioselective alkylation of hydrophobic vitamin B₁₂ bearing a binaphthyl moiety, SDS of cas: 56970-78-6, the publication is Bulletin of the Chemical Society of Japan (1992), 65(11), 3094-102, database is CAplus.

Hydrophobic vitamin B₁₂ derivatives bearing a chiral binaphthyl moiety, hexamethyl 7¹-decarboxy-7¹-[(R)-2′-methoxy-1,1′-binaphthyl-2-carboxymethyl]cobyrinate perchlorate [B₁₂-BINAP(R)] and hexamethyl 7¹-decarboxy-7¹-[(S)-2′-methoxy-1,1′-binaphthyl-2-carboxymethyl]cobyrinate perchlorate [B₁₂-BINAP(S)], were prepared from cyanocobalamin. These complexes were characterized by means of electronic and CD spectroscopy as well as by cyclic voltammetry in comparison with those data for a hydrophobic vitamin B₁₂ without a binaphthyl moiety. The enantioselective alkylation of hydrophobic vitamin B₁₂ derivatives at the β-axial site was examined in methanol with various 3-bromo-2-methylpropionic esters by means of ¹H NMR spectroscopy. B₁₂-BINAP(R), and B₁₂-BINAP(S) bound (S)-2-methylpropionates more favorably than (R)-2-methylpropionates. The cause of such S-enantioselectivity was discussed with attention to stereochem. configurations of the peripheral substituents placed in the corrin ring.

Bulletin of the Chemical Society of Japan published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, SDS of cas: 56970-78-6.

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

Hu, Yueqing published the artcileSynthesis of substituted N-[3-(3-methoxyphenyl)propyl] amides as highly potent MT₂-selective melatonin ligands, Computed Properties of 76283-09-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(8), 2582-2585, database is CAplus and MEDLINE.

A series of substituted N-[3-(3-methoxyphenyl)propyl] amides were synthesized and their binding affinities towards human melatonin MT₁ and MT₂ receptors were evaluated. It was discovered that a benzyloxyl substituent incorporated at C6 position of the 3-methoxyphenyl ring dramatically enhanced the MT₂ binding affinity and at the same time decreased MT₁ binding affinity.

Bioorganic & Medicinal Chemistry Letters 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, Computed Properties of 76283-09-5.

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

Tu, Noah P. published the artcileUltrasound-assisted click chemistry in continuous flow, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Molecular Diversity (2012), 16(1), 53-58, database is CAplus and MEDLINE.

We present a study on ultrasound-promoted click chem. reactions in a meso-flow reactor synthesis system with a copper reactor and a custom sonication piezoelec. transducer. Copper catalyzed Huisgen 1,3-dipolar cycloadditions were studied in flow with this system. Our results demonstrate that 1,4-disubstituted 1,2,3-triazole products can be generated at low temperatures and with short reaction time in good yield, due to the rate enhancement effect of sonication.

Molecular Diversity published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H13NO2, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

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

Malamas, Michael S. published the artcileNovel Spirosuccinimide Aldose Reductase Inhibitors Derived from Isoquinoline-1,3-diones: 2-[(4-Bromo-2-fluorophenyl)methyl]-6-fluorospiro[isoquinoline-4(11H),3′-pyrrolidine]-1,2′,3,5′(2H)-tetrone and Congeners. 1, Computed Properties of 147181-08-6, the publication is Journal of Medicinal Chemistry (1994), 37(13), 2043-58, database is CAplus and MEDLINE.

Spiro[isoquinolinepyrrolidine]tetrones I [R¹ = H, Cl, F, Br, OMe, CF₃, Me, NO₂; R² = (un)substituted benzyl, benzothiazolylmethyl, alkyl] were prepared and evaluated in vitro for their ability to inhibit glyceraldehyde reduction, using a partially purified bovine lens aldose reductase preparation, and in vivo for their ability to inhibit galactitol accumulation in the lens and sciatic nerve of galactose-fed rats. Substitution at the N-2 position of I with diverse structural substituents (i.e., aralkyl, benzothiazolylmethyl, methyl) produced several excellent series of aldose reductase inhibitors. Optimization of these new series of spirosuccinimides through structure-activity relationship (SAR) studies, including analogy from other drug series (ponalrestat, zopolrestat), led to the design of the clin. candidate I [R¹ = 6-F, R² = 2,4-F(Br)C₆H₃, II]. II exhibited exceptional oral potency in two animal models of diabetic complications, the 14-day galactose-fed and streptozocin-induced diabetic rats, with ED₅₀ values for the sciatic nerve of 0.1 and 0.09 mg/kg/day, resp. Both enantiomeric forms of II exhibited similar inhibitory activity in both in vitro and in vivo assays possibly due to their rapid interconversion. In an ex vivo experiment, the pharmacodynamic effect of II in the plasma of rats and dogs, after a single dose, appeared to be comparable to that of tolrestat.

Journal of Medicinal Chemistry 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, Computed Properties of 147181-08-6.

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

Tirpak, Michael R. published the artcileReaction of dicobalt octacarbonyl with some acetylenic compounds, COA of Formula: C7H11Br, the publication is Journal of Organic Chemistry (1960), 687-90, database is CAplus.

In a recent investigation (CA 50, 12809i), it was reported that Co₂(CO)₈ reacted with RCCR’ (I) according to the reaction: I + Co₂(CO)₈ → RC₂R’Co₂(CO)₆ + 2CO. In the present study the effect of various groups (R and R’) upon the rate of reaction was determined The relative reactivities of various I were determined from the half-lives of their reactions. The half-lives were obtained from a plot of volume of evolved CO vs. time. The half-life of the reaction with BuCCH (II) was assigned a value of 100 on the relative reactivity scale and the relative reactivity of each of the I was calculated from: relative reactivity = t_1/2 II/t_1/2 I × 100. The average half-life for II was found to be 320 sec. The differences in the relative reactivities were not great; however, CO₂H, CO₂Me, and CH₂OH groups appeared to enhance the reactivity when attached to the triple bonded C. An anomalous behavior of certain propargyl-type halides was found and was attributed to a possible coupling reaction of these halides in the presence of Co₂(CO)₈. The following I (general methods of their preparation were given) were prepared and their relative reactivities determined (R, R’, b.p./mm., n_D/temperature, d₄/temperature, relative reactivity given): Bu, H, 70.5°/atm., 1.3970/24°, 0.7137/26°, 100; Bu, D, 70-4°/atm., 1.3970/23°, 0.722/22°, 105; Pr, Me, 82-8°/760, 1.4127/24°, 0.7401/20°, 60; Et, Et, 79-80°/760, 1.4101/23°, 0.7231/20°, 98; tert-Bu, H, 35-6°/760, 1.3743/21°, 0.6683/20°, 88; Me, Me, 29°/760, 1.3880/27°, 0.6913/20°, 56; CH₂:CMe, H, 32.5°/760, 1.4148/21°, 0.695/25°, 119; HCC(CH₂)₄, H, 32.5-3.5°/55, 1.4454/21°, 0.8195/24°, 81; Ph, H, 44-5°/22, 1.5488/22°, 0.9283/22°, 114; o-tolyl, H, 42-4°/6, 1.5460/21°, 0.9224/24°, 78; m-tolyl, H, 62-4°/18, 1.5427/21°, 0.9073/26°, 110; p-tolyl, H, 61-2°/20, 1.5455/24°, 0.9159/20°, 112; 2,4-Me₂C₆H₃, H, 69-71°/9, 1.5451/25°, 0.930/23°, 88; 2,5-Me₂C₆H₃, H, 49°/2, 1.5412/24°, 0.9180/21°, 88; 3,4-Me₂C₆H₃, H, 59-62°/3, 1.5494/25°, 0.9246/24°, 115; 2,4,6-Me₃C₆H₂, H, 62-3°/2.5, 1.5440/25°, 0.9185/25°, 20; 2,6,4-Me₂(tert-Bu)C₆H₂, H, 88-90°/2, 1.5313/23°, 0.9018/22°, 23; Ph, Ph, 150°/8 (m. 58-60°), -, -, 60; Bu, CO₂H, 116°/7, 1.4607/23, 0.9775/23°, 160; Et, (CH₂)₃CO₂H, 126-7°/8, 1.4543/28° 0.9762/28°, 60; Ph, CO₂H, -(m. 135-7°), -, -, 226; H, CH₂OH, 111-12°/atm., 1.4312/22°, 0.9338/24°, 194; H, CMe₂OH, 103°/atm., 1.4204/24°, 0.8518/28°, 177; Bu, CH₂OH, 77-8°/4, 1.4520/30°, 0.8810/28°, 120; Bu, CHMeOH, 67-9°/8, 1.4468/23°, 0.8747/24°, 123; tert-Bu, CH₂OH, 68-9°/17, 1.4421/24°, 0.8600/23°, 89; Am, CO₂Me, 96°/12, 1.4460/23, 0.9260/22, 152; Et, (CH₂)₃CO₂Me, 85-6°/9, 1.4447/21°, 0.9365/21°, 68; Me, (CH₂)₄CO₂Me, 94°/13, 1.4470/22°, 0.9552/23°, 55; H, (CH₂)₅CO₂Me, 85-6°/10, 1.4403/23°, 0.9428/24°, 92; H, OBu, 40-1°/65, 1.4000/29°, 0.8161/29°, 1; H, CH₂OMe, 60.0-60.5°/760, 1.3948/23°, 0.8410/23°, 177; H, CH₂OCPh₃, -(m. 110.5-11.0°), -, -, 186; H, 2-tetrahydropyranyloxymethyl, 57.5-8.0°/7, 1.4573/21°, 1.0148/21°, 201; H, (CH₂)₅Br, 76.5-7.0°/18, 1.4773/22°, 1.2342/22°, 87; H, (CH₂)₄I, 62-3°/8, 1.5260/28°, 1.5822/26°, 86; H, C₆H₄F-p, -(m. 25-7°), -, -, 92; H, C₆H₄Cl-p, -(m. 43.0-4.5°), -, -, 90; H, C₆H₄Cl-m, 58-60°/9, 1.5630/23°, 1.116/25°, 102; H, C₆H₄Cl-o, 65-6°/12, 1.5694/25°, 1.1249/25°, 102; H, C₆H₄Br-p, -(m. 64.5-6.0°), -, -, 100; H, CH₂Cl, 55.5°/760, 1.4335/22°, 1.0385/23°, 172; H, CH₂Br, 82°/760, 1.4928/22°, 1.5775/22°, 385; H, CMe₂Cl, 74°/760, 1.4160/25°, 0.9085/25°, 178; Bu, CH₂Cl, 56-7°/10, 1.4585/25°, 0.9470/25°, 91; Bu, CH₂Br, 64-5°/8, 1.4910/22°, 1.2427/22°, 315; Bu, CH₂I, 78-9°/7, 1.5387/25°, 1.4914/23°, 476; BrCH₂, CH₂Br, 81-2°/7, 1.5844/30°, 2.0237/29°, 325.

Journal of Organic Chemistry 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 C9H11BO3, COA of Formula: C7H11Br.

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

Fox, Martin E. published the artcileN-Alkenyl nitrone dipolar cycloaddition routes to piperidines and indolizidines. Part 7. Hydroxylamine-alkyne cyclizations. Formation of cyclic nitrones and application to the synthesis of the proposed structure for (±)-acacialactam, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1994), 3379-95, database is CAplus.

The cyclization of alkynylhydroxylamines to give five-, six- and seven-membered cyclic nitrones is described. A concerted intramol. ene-like pathway is proposed for the addition of the N-O-H group across the triple bond. Using 3,7-dimethyl-3,4,5,6-tetrahydro-2H-azepine 1-oxide as the starting material, the seven-membered lactam structure proposed for the natural product acacialactam was prepared and was found to be incorrect. (E)-CH₂:CHCMe(OH)CH₂CH₂CH:CMeCONH₂ is proposed as the structure for acacialactam.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic 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, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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