Month: December 2022

Zhao, Kai-Chun published the artcileMultiple-Functional Diphosphines: Synthesis, Characterization, and Application to Pd-Catalyzed Alkoxycarbonylation of Alkynes, HPLC of Formula: 103-26-4, the publication is Organometallics (2022), 41(6), 750-760, database is CAplus.

A series of diphosphine ligands (L1–L5) containing bis-phosphino fragments and bis-amido groups as well as intensive electron-withdrawing F atoms were synthesized and fully characterized. The structures of the prepared complex of Pd–L5 demonstrate that as for L5, the incorporated two phosphino fragments participate in the chelation to the Pd center inversely along with two Cl^– ligands to present a typical square-planar configuration, whereas the two amido groups simultaneously develop a hydrogen-bond interaction with Cl^– ligands to facilitate the timely dissociation of Cl^– ligands from the Pd center. It was found that L5 enabled the Pd complex to be more active in the alkoxycarbonylation of alkynes with MeOH for the synthesis of branched/linear α,β-unsaturated carboxylic esters with general yields of 60-89%. In L5, the incorporated diphosphino fragments, diamino groups, and F atoms conferred a catalytic effect to the Pd complex synergetic toward the reaction.

Organometallics published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C17H18N2O6, HPLC of Formula: 103-26-4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Xu, Li-Chen published the artcileIron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Advanced Synthesis & Catalysis (2019), 361(23), 5421-5427, database is CAplus.

Herein, a room temperature Fe-catalyzed coupling reaction of various bromophenols with aryl Grignard reagents, which exhibits a wide substrate scope and high functional group tolerance is reported. For the first time, the combination of simple Fe(acac)₃/PBu₃/Ti(OEt)₄ has been used as an effective catalyst for the biaryl couplings of bromophenols or their Na or K salts with debromination and etherification side reactions being well suppressed. Various biphenols including natural product garcibiphenyl C as well as pharmaceutical diflunisal and its Et ester were facilely synthesized using the present protocol.

Advanced Synthesis & Catalysis published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C8H15NO, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ruzi, Rehanguli published the artcileUpgrading ketone synthesis direct from carboxylic acids and organohalides, Product Details of C9H8O4, the publication is Nature Communications (2020), 11(1), 3312, database is CAplus and MEDLINE.

A photoredox, nickel and phosphoranyl radical synergistic cross-electrophile coupling of com. available chems., aromatic acids RCO₂H (R = 4-methylphenyl, thiophen-3-yl, naphthalen-2-yl, etc.) and aryl/alkyl bromides R¹Br (R¹ = 6-(trifluoromethyl)pyridin-3-yl, 2-cyanoethyl, quinolin-3-yl, etc.) was reported. This allows for concise synthesis of highly functionalized ketones RC(O)R¹directly, without the preparation of activated carbonyl intermediates or organometallic compounds, and thus complements the conventional Weinreb ketone synthesis. Use of the appropriate photocatalyst, ligand amount and solvents can match the reaction rate required by any simple catalytic cycle. The practicality and synthetic robustness of the reaction are illustrated by the facile synthesis of complex ketones from readily available feedstock chems.

Nature Communications published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Product Details of C9H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wu, Rui published the artcileStructure and performance of hydrogenated styrenic block copolymers/polypropylene/oil ( HSBCs / PP /oil) composites, Formula: C42H63O3P, the publication is Polymers for Advanced Technologies (2021), 32(12), 4755-4764, database is CAplus.

In the past few decades, considerable attention has been paid to the thermoplastic elastomer (TPE). Among them, hydrogenated styrenic block copolymers (HSBCs) have attracted extensive interest because of outstanding ozone resistance, remarkable aging properties, and environmental friendliness. Therefore, theor. and exptl. investigations on the HSBCs/PP/oil composites have been reported many times, but the influence of mol. structure on the structure and properties of composites has yet to be identified. In this study, three HSBCs with different mol. structures were used as the research object to systematically study the effects of their mol. structural differences on the aggregate structure, microstructural, mech., and thermal properties of HSBCs/PP/oil composites. It was found thatthe content of side groups in the mol. chain was the main factor affecting the structure and performance of the HSBCs/PP/oil composites. This research can provide theor. guidance for the mol. design and structural control of the new HSBC, so it has obvious theor. significance and practical value.

Polymers for Advanced Technologies published new progress about 31570-04-4. 31570-04-4 belongs to esters-buliding-blocks, auxiliary class Mono-phosphine Ligands, name is Tris(2,4-di-tert-butylphenyl) phosphite, and the molecular formula is C8H15ClN2, Formula: C42H63O3P.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yang, Ji published the artcileA general platinum-catalyzed alkoxycarbonylation of olefins, Computed Properties of 627-93-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(39), 5235-5238, database is CAplus and MEDLINE.

Herein, the first efficient platinum-catalyzed alkoxycarbonylations of olefins including sterically hindered and functionalized ones was reported. This atom-efficient catalytic transformation provided straightforward access to a variety of valuable Me esters RCO₂Me [R = n-octyl, cyclopentyl, CH₂CH₂SiEt₃, etc.] in good to excellent yields and often with high selectivities. In kinetic experiments the activities of Pd- and Pt-based catalysts were compared. Even at low catalyst loading, Pt showed high catalytic activity.

Chemical Communications (Cambridge, United Kingdom) published new progress about 627-93-0. 627-93-0 belongs to esters-buliding-blocks, auxiliary class Ploymers, name is Dimethyl adipate, and the molecular formula is C26H41N5O7S, Computed Properties of 627-93-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yang, Ji published the artcileEfficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters, Product Details of C8H14O4, the publication is Angewandte Chemie, International Edition (2021), 60(17), 9527-9533, database is CAplus and MEDLINE.

The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalyzed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97% selectivity and 100% atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.

Angewandte Chemie, International Edition published new progress about 627-93-0. 627-93-0 belongs to esters-buliding-blocks, auxiliary class Ploymers, name is Dimethyl adipate, and the molecular formula is C8H11BO3, Product Details of C8H14O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Chen, Hongyan published the artcileSize-controllable synthesis of dendritic porous silica as reinforcing fillers for dental composites, Recommanded Product: Ethyl 4-dimethylaminobenzoate, the publication is Dental Materials (2021), 37(6), 961-971, database is CAplus and MEDLINE.

Porous materials, especially porous silica particles are of great interest in different areas, and have applied in dental composites as inorganic fillers, due to their potential in constructing micromech. interlocking at the filler-resin matrix interfaces. However, the facile and precise synthesis of hierarchical porous silica with graded sizes is still a great challenge.Here, we synthesized dendritic porous silica (DPS) with center-radial hierarchical pores and controllable size ranging from 75 to 1000 nm by varying simultaneously the amounts of silica precursor and template in the microemulsion. A plausible nucleation-growth mechanism for the structural formation and the size tunability of the DPS particles was further put forward. These DPS particles were then formulated with Bis-GMA/TEGDMA resin.The particle size and morphol. influenced the mech. properties of dental composites. Particularly, DPS-500 particles (average size: 500 nm) exhibited the superior reinforcing effect, giving large improvements of 32.0, 96.7, 51.9, and 225.6% for flexural strength (SF), flexural modulus (EY), compressive strength (SC), and work of fracture (WOF), resp., over the DPS-75 filled composite. All DPS filler sized exhibited similar degree of conversions and curing depths. Furthermore, the DPS-500 filled composite presented better cytocompatibility than com. Z250 XT.The facile synthesis of DPS particles developed here and the understanding of the influence of the filler size and morphol. on the composite properties provide a shortcut to design porous silica with precise size control and dental composites with superior performance. These DPS particles could also have promising applications in biomedicine, catalysis, adsorption, and cancer therapy.

Dental Materials published new progress about 10287-53-3. 10287-53-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Ester, name is Ethyl 4-dimethylaminobenzoate, and the molecular formula is C11H15NO2, Recommanded Product: Ethyl 4-dimethylaminobenzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, You-Chu published the artcileA new route to the syntheses of 9-alkenyl acetates, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Hecheng Huaxue (1995), 3(2), 173-5, database is CAplus.

A series of insect sex pheromones, 9-alkenyl acetates Ac-O-CH₂-(CH₂)₇-CH:CH-(CH₂)_n-Me [n = 1-5], have been synthesized from 10-undecenoic acid via ozonization, sodium borohydride reduction, bromodecarboxylation and Wittig reaction.

Hecheng Huaxue published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C12H9NO, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Xu, Xiaoqing published the artcileSynthetic phenolic antioxidants: Metabolism, hazards and mechanism of action, SDS of cas: 121-79-9, the publication is Food Chemistry (2021), 129488, database is CAplus and MEDLINE.

A review. Synthetic phenolic antioxidants can interact with peroxides produced by food. This paper reviews correlation between BHA, BHT and TBHQ metabolism and harms they cause and provides a theor. basis for rational use of BHA, BHT and TBHQ in food, and also put some attention on the transformation and metabolic products of PG. We introduce BHA, BHT, TBHQ, PG and their possible metabolic pathways, and discuss possible harms and their specific mechanisms responsible. Excessive addition or incorrect use of synthetic phenolic antioxidants results in carcinogenicity, cytotoxicity, oxidative stress induction and endocrine disrupting effects, which warrant attention. BHA carcinogenicity is related to production of metabolites TBHQ and TQ, and cytotoxic effect of BHA is the main cause of apoptosis induction. BHT carcinogenicity depends on DNA damage degree, and tumor promotion is mainly related to production of quinone methylation metabolites. TBHQ carcinogenicity is related to induction of metabolite TQ and enzyme CYP1A1.

Food Chemistry published new progress about 121-79-9. 121-79-9 belongs to esters-buliding-blocks, auxiliary class Natural product, name is Propyl 3,4,5-trihydroxybenzoate, and the molecular formula is C22H18O2, SDS of cas: 121-79-9.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Roe, Arthur published the artcileThe preparation of some fluoro- and trifluoromethylphenothiazines, and some observations regarding determination of their structure by infrared spectroscopy, Application of Ethyl 3,5-difluorobenzoate, the publication is Journal of Organic Chemistry (1955), 1577-90, database is CAplus.

A number of fluorophenothiazines which may be of interest as antioxidants in lubricating oils are prepared Adding slowly with stirring 16 g. Br in 25 cc. AcOH to 12.9 g. 2,4-F₂C₆H₃NH₂ in 75 cc. AcOH at 25°, removing after 0.5 hr. any excess Br with Na₂S₂O₃, then adding 11.2 g. NaOAc in 100 cc. H₂O, and cooling the mixture in an ice bath give 81% 2,4,6-F₂BrC₆H₂NH₂ (I), m. 41-2°. I has a high vapor pressure [N-Ac derivative (II), 90%, prepared with Ac₂O, m. 156-7°]. 2,4-F₂C₆H₃NHAc cannot be brominated in AcOH. Deamination of I with H₃PO₂ gives 74% 3,5-F₂C₆H₃Br (III), b. 140°, d₂₃ 1.676, n_D²³ 1.4989. Adding a Grignard reagent of 14.5 g. III and 1.9 g. Mg in 50 cc. Et₂O to Dry Ice in Et₂O gives 64% 3,5-F₂C₆H₃CO₂H, m. 121-2°, also obtained when 18 g. 3,5-(H₂N)₂C₆H₃CO₂Et in 480 g. 45% HBF₄ is treated at -10° with 15 g. NaNO₂, the bis(diazonium fluoborate) (40 g., decomposing about 175°) is decomposed at 30 mm., and the Et ester, b₄₆ 103-5°, b₇₆₀ 200°, n_D²⁵ 1.4670, d₂₅ 1.201, saponified with KOH. Stirring 23 g. 2,6-ClFC₆H₃CO₂H in 100 cc. concentrated H₂SO₂4 1 hr. at 60°, adding (1.5 hrs.) 10 g. NaN₃ in small portions at 65°, keeping the mixture overnight, making it basic with NH₄OH, and steam distilling it give 70% 2,6-ClFC₆H₃NH₂ (IV), b₃₀ 91°, n_D²³ 1.5511, d₂₃ 1.316 (Ac derivative, prepared in 71% yield by refluxing 6 g. IV 1.5 hrs. in 25 cc. AcOH and 4.2 g. Ac₂O, platelets, m. 134-5°). Adding 9.1 g. NaNO₂ in small portions to 24 g. 2,3-O₂N(H₂N)C₆H₃CF₃ in 300 cc. 50% H₂SO₄ at 0°, stirring the mixture 15 min., pouring it into 160 cc. 10% CuCl at 20°, keeping it 1 hr. at 20°, diluting it with 100 cc. H₂0, and steam distilling it give 52% 3-Cl analog, b₂₇ 125-6°, n_D²⁴ 1.4782, d₂₄ 1.531. 3,4-Cl(O₂N)C₆H₃CF₃, prepared in the same way in 53% yield, b₂₈ 116°, n_D²⁴ 1.4864, d₂₄ 1.527. Refluxing 17 hrs. 0.1 mole of the appropriate acetanilide, 0.2 mole PhBr, 0.1 mole anhydrous K₂CO₃, 20 cc. PhNO₂, 6 g. catalyst mixture (consisting of equal parts by weight of CuI, KI, and Cu powder), and a crystal of iodine, steam distilling the mixture, extracting the distillation residue with Et₂O, refluxing the Et₂O residue 3.5 hrs. in 100 cc. 20% alc. KOH, pouring the solution into 800 cc. saturated NaCl solution, and extracting with Et₂O give the fluorodiphenylamine of which the following are prepared: 2-F (V), 80%, yellow oil, b₃ 111.5°, d₂₃ 1.165, n_D²³ 1.6171 (N-Bz derivative, m. 129-30°); 3-F (VI), 56%, yellow oil, b₁₀ 149-50°, d₂₃ 1.176, n_D²³ 1.6203; 2,5-di-F (VII), 68%, b₉ 138°, m. 45-5.5°; 2,4-di-F (VIIa), 63%, b₃ 110-13°, m. 42-2.5°; 3,5-di-F (VIII), 51%, b₄ 121-4°, m. 45-5.5°; 2,3′,5-tri-F, 63%, b_2.5 105-6°, m. 31.5-2°; 2,4′,5-tri-F, 71%, b_2.5 104-5°, m. 39.2-40°; 3,3′,5-tri-F (VIIIa), 49%, b_3.5 121°, m. 27.5-8.5°; 3,4′,5-tri-F (IX), 65%, b₄ 127-8°, m. 60-1°; 3,3′,5,5′-tetra-F (X), 43%, m. 117-18°; 2,6-ClF (XI), 34%, b₄ 138-40°, m. 69-9.3°. Adding 4 g. NaOH in 30 cc. H₂O to 12.5 g. o-H₂NC₆H₄SH in 300 cc. absolute EtOH, then adding 0.1 mole of the appropriate halonitrobenzene in 100 cc. absolute EtOH, refluxing the mixture 0.5 hr. (3.5 hrs. in the preparation of XIII below), adding 100 cc. H₂O to the boiling filtered solution, and cooling it slowly give the substituted o-H₂NC₆H₄SC₆H₃RNO₂-x,2 (XII) of which the following are prepared: R = 3-CF₃(XIII), 67%, m. 72-3°; 4-CF₃ (XIV), 89%, yellow, m. 108-9°; 5-CF₃, 80%, yellow, m. 110-11°; 4-F, 70%, red, m. 73-4°; 5-F, 54%, yellow, m. 115-16.5°. Refluxing XII with 10 times its weight of 90% HCO₂H 9-10 hrs. gives the substituted N-formyl derivative, o-OHCNHC₆H₄SC₆H₃RNO₂-x,2, of which the following are prepared: x-R = 3-CF₃ (XV), 92%,m. 137-8°; 4-CF₃(XVI), 88%, yellow, m. 132-3°; 5-CF₃ (XVII), 83%, yellow, m. 95-6°; 4-F (XVIII), 74%, yellow, m. 128-9°; 5-F (XIX), 74%, yellow, m. 116-17°. Refluxing 6.3 g. XIV 1 hr. with 2.8 g. BzCl in 25 cc. C₅H₅N gives 89% 2-[4,2-CF₃(O₂N)C₆H₃S]C₆H₄NHBz (XX), m. 127.5-8°. Heating 15 g. V, 5 g. S, and a few crystals of iodine 3 hrs. at 200-10° under reflux, boiling the tar obtained with 20% Na₂S (to remove the excess S), extracting it with Et₂O, treating the Et₂O solution with Norit and Zn dust, and distilling the residue of the filtered Et₂O solution give 2.2 g. unchanged V and 3 g. of a yellow solid, b_2.5 140°, from which 9.3% 1-fluorophenothiazine (XXI), m. 81.5-2°, and 1.4% phenothiazine (XXII), m. 180-2°, are isolated. XXI gives a blood-red color with concentrated HNO₃. When 1.9 g. V, 0.6 g. S, and a crystal of iodine are heated 1.5 hrs. in a sealed tube at 310-40° a few mg. XXI and 0.175 g. XXII are obtained. When 2.2 g. XI, 0.6 g. S, and a crystal of iodine are heated 1.5 hrs. at 300°, no crystalline product can be isolated. Heating 5 g. VI, 1.7 g. S, and a few crystals of iodine 1 hr. at 180° ± 5° gives 52% 2-fluorophenothiazine (XXIII), light yellow powder, m. 199° (decomposition); it gives a blood-red color with HNO₃. In an attempted synthesis of 1,4-difluorophenothiazine (XXIV), XXIII is obtained. Several other attempts to prepare XXIV from VII, from VIIa, or 1,3-difluorophenothiazine also failed. Heating a carefully purified VIII with S and a crystal of iodine 35 min. at 175° gives 43% 2,4-difluorophenothiazine, subliming 130°/2.5 mm., m. 129-30°. Attempts to prepare 1,4,7- and 1,4,8-trifluorophenothiazines by ring closure of the appropriate trifluorodiphenylamines failed. Ring closure of IX with S and iodine 1 hr. at 190° gives 20% 2,4,7-trifluorophenothiazine, m. 147-8° (decomposition); 6.1 g. VIIIa, 1.75 g. S, and a crystal of iodine 2.5 hrs. at 170° give 44% 2,4,8-trifluorophenothiazine, m. 142-3°; 1.2 g. X, 0.31 g. S, and a crystal of iodine 1 min. at 230° and 20 min. at 210° (or 1.5 hrs. at 210-40°) give 13% (or 20%) 2,4,6,8-tetrafluorophenothiazine, needles, m. 193-3.5°. Refluxing 15 g. XVI in 150 cc. Me₂CO 0.5 hr. with 44 cc. N NaOH, evaporating the solution to dryness, and extracting the residue with boiling CCl₄ give 52% 3-trifluoromethylphenothiazine, m. 217-18°, also obtained in much lower yield from XX. In a similar way, XVII gives 59% 2-trifluoromethylphenothiazine, m. 189-90°, and XVIII gives 43% 3-fluorophenothiazine, m. 178-9°. Attempts to prepare 4-trifluoromethylphenothiazine by treating 4.6 g. XV in 46 cc. Me₂CO with NaOH, or 2-fluorophenothiazine by refluxing 4.4 g. XIX in Me₂CO with NaOH were unsuccessful. The infrared absorption spectra of these compounds are determined and an attempt is made to see if a reliable method of structure determination of fluorophenothiazines can be made with these spectra. It is found that this kind of structural determination should be approached with discretion.

Journal of Organic Chemistry published new progress about 350-19-6. 350-19-6 belongs to esters-buliding-blocks, auxiliary class Fluoride,Benzene,Ester, name is Ethyl 3,5-difluorobenzoate, and the molecular formula is C9H8F2O2, Application of Ethyl 3,5-difluorobenzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics