Month: December 2022

Zeng, Zhongyi published the artcile2,2′-Biaryldicarboxylate Synthesis via Electrocatalytic Dehydrogenative C-H/C-H Coupling of Benzoic Acids, Synthetic Route of 1877-71-0, the publication is ACS Catalysis (2021), 11(11), 6626-6632, database is CAplus.

2,2′-Biaryldicarboxylates are important functionalities in bioactive compounds, functional materials, and chiral catalysts. These compounds have been found to be conveniently accessible from benzoic acids via Rh-catalyzed electrooxidative C-H/C-H couplings, giving valuable dihydrogen as the byproduct. In an undivided cell with Pt electrodes, RhCl₃·3H₂O catalyzes the oxidative carboxylate-directed ortho-homocoupling of various aromatic acids with a current efficiency of 67%. The protocol is operationally simple, tolerates a wide variety of functional groups, and does not require the exclusion of air and moisture. Heterodimerizations via cross-dehydrogenative couplings of naphthyl-1-carboxylic acids with acrylic or benzoic acids were also shown to work.

ACS Catalysis 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 C6H9N3, Synthetic Route of 1877-71-0.

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

El-Sayed, Ashraf published the artcileCharacterization of pheromone blend for grapevine moth, Lobesia botrana by using flight track recording, HPLC of Formula: 16974-11-1, the publication is Journal of Chemical Ecology (1999), 25(2), 389-400, database is CAplus.

The behavioral responses of Lobesia botrana males to calling females, pheromone gland extracts, and synthetic sex pheromones were recorded in a wind tunnel. Gland extracts and synthetic pheromones were released from a pheromone evaporator. The numbers of males reaching the source and their flight tracks in response to calling females and pheromone gland extracts were compared to those of synthetic blends. Upwind flights to natural sex pheromone were straighter and faster than to a three-component blend of (E)-7,(Z)-9-dodecadienyl acetate (E7,Z9-12: Ac), (E)-7,(Z)-9-dodecadien-I-ol (E7,Z-12: OH), and (Z)-9-docecenyl acetate (Z9-12: Ac) (100:20:5). The optimum ratio of E7,Z9-12:OH and Z9-12:Ac to E7,Z9-12:Ac was found to be 5% and 1%, resp. An addnl. seven compounds identified in the sex pheromone gland were investigated for their biol. activity. Two unsaturated acetates, i.e., (E)-9-dodecenyl acetate (E9-12:Ac) and Δ11-dodecenyl acetate (Δ11-12:Ac), increased the number of males reaching the source as well as straightness, linear velocity, and decreased the track angle of upwind flight. Optimum response was obtained by releasing 10 pg/min E7,Z9-12:Ac in a mixture with 0.5 pg/min E7,Z9-12:OH, 0.1 pg/min Z9-12:Ac 0.1 pg/min E9-12:Ac and 1 pg/min Δ11-12-Ac. The saturated acetates previously identified in the female glands were biol. inactive.

Journal of Chemical Ecology 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 C14H26O2, HPLC of Formula: 16974-11-1.

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

Nudelman, Abraham published the artcileProdrugs of butyric acid. Novel derivatives possessing increased aqueous solubility and potential for treating cancer and blood diseases, HPLC of Formula: 122110-53-6, the publication is European Journal of Medicinal Chemistry (2001), 36(1), 63-74, database is CAplus and MEDLINE.

The synthesis and biol. activities of acidic, basic and neutral types of butyric acid (BA) prodrugs possessing increased aqueous solubility are described. The compounds are butyroyloxyalkyl derivatives of carboxylic acids, which possess functionalities suitable for aqueous solubilization. The anticancer activity of the prodrugs in vitro was evaluated by examining their effect on the growth of human colon, breast and pancreatic carcinoma cell lines, and their solubility in aqueous media was determined The most promising compounds, with respect to activity and solubility, were the butyroyloxymethyl esters of glutaric and nicotinic acids and phosphoric acid as its di-Et ester, which displayed IC₅₀ values of 100 μM or lower. These prodrugs are expected to release formaldehyde upon metabolic hydrolysis. The corresponding butyroyloxymethyl esters that release acetaldehyde upon metabolism were significantly less potent. A similar correlation was observed for growth inhibition of the human prostate carcinoma cell lines PC-3 and LnCap and for induction of differentiation and apoptosis in the human myeloid leukemia cell line HL-60. The higher biol. activity of the formaldehyde-releasing prodrugs I and II was further confirmed when induction of Hb synthesis in the human erythroleukemic cell line K562 was measured. Moreover, a therapeutic index (IC₅₀/ED₅₀) of 5 was observed The acute i.p. toxicity LD₅₀ in mice for I, III, II and IV was similar and in the range of 400-600 mg kg^-1. The results obtained support the potential use of the butyric acid prodrugs for the treatment of neoplastic diseases and β-globin disorders.

European Journal of Medicinal Chemistry published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, HPLC of Formula: 122110-53-6.

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

Le Priol, Lorine published the artcileCo-encapsulation of vegetable oils with phenolic antioxidants and evaluation of their oxidative stability under long-term storage conditions, Synthetic Route of 121-79-9, the publication is LWT–Food Science and Technology (2021), 111033, database is CAplus.

The aim of this study is to evaluate the feasibility of edible oils co-encapsulation with antioxidants in a natural protein matrix obtained using the spray-drying method, and to demonstrate the long-term stability of microparticles. Sunflower and flaxseed oils were encapsulated in pea protein isolate (PP) with a hydrophilic antioxidant, Pr gallate (PG), and a lipophilic antioxidant, α-tocopherol (α-T). Samples with encapsulated oil and the corresponding unencapsulated oil were then stored at 25°C for up to 10 mo (300 days) to monitor the long-term oxidative stability. The results demonstrated that microencapsulation, the addition of antioxidants, as well as the nature of the oil all affected the oxidative stability of oils. The addition of PG made it possible the increase in oil stability during the total storage period, whereas α-T had a pro-oxidant effect and induced the decrease in oil resistivity to oxidation The pos. effect of PG was more pronounced for short storage times (t < 100 days). Flaxseed oil, which is more sensitive to oxidation, showed slower oxidation kinetic after encapsulation compared to sunflower oil. The proposed encapsulation method may be an efficient approach for enhancing oxidative stability of edible oils for functional food powders.

LWT–Food Science and Technology 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 C10H12O5, Synthetic Route of 121-79-9.

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

Rodriguez-Sanchez, Isis published the artcileTheoretical evaluation of the order of reactivity of transfer agents utilized in RAFT polymerization: group Z, Recommanded Product: Benzyl diethylcarbamodithioate, the publication is Journal of Molecular Modeling (2009), 15(9), 1133-1143, database is CAplus and MEDLINE.

The authors report theor. calculations, by d. functional theory (DFT), for 28 transfer agents used in reversible addition-fragmentation chain transfer (RAFT) polymerization Functional PBE1PBE and 3-21G^* theory levels with Gaussian 03 software were used to determine the order of reactivity of RAFT agents through the evaluation of reactivity parameters such as global softness, global hardness and global philicity. The global softness of the agent was more favored when it contained benzyl or Ph groups as the Z group, than in RAFT agents with Z groups based on O, N, or S. When the Z group is based on O or N, the tendency to form zwitterionic bonds with the adjacent radical center is very high, causing reactivity reduction in these kinds of compounds (e.g., dithiocarbamates) in comparison with compounds that do not experience this type of event; however, with Z groups based on S, 2 fragmentation paths are possible, which reduces the fragmentation rate since both Z and R can function as leaving groups. With this study the authors contribute to the understanding of RAFT-mediated polymerization mechanisms by proposing an order of reactivity based on evaluating the importance of the Z group.

Journal of Molecular Modeling published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C12H17NS2, Recommanded Product: Benzyl diethylcarbamodithioate.

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

Agramunt, Jordi published the artcileInverse Electron-Demand Diels-Alder Bioconjugation Reactions Using 7-Oxanorbornenes as Dienophiles, Application of (3aR,5R,6R,7R,7aR)-5-(Acetoxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazole-6,7-diyl diacetate, the publication is Journal of Organic Chemistry (2020), 85(10), 6593-6604, database is CAplus and MEDLINE.

Oligonucleotides, peptides, and peptide nucleic acids incorporating 7-oxanorbornene as a dienophile were reacted with tetrazines linked to either a peptide, D-biotin, BODIPY, or N-acetyl-D-galactosamine. The inverse electron-demand Diels-Alder (IEDDA) cycloaddition, which was performed overnight at 37°C, in all cases furnished the target conjugate in good yields. IEDDA reactions with 7-oxanorbornenes produce a lower number of stereoisomers than that of IEDDA cycloadditions with other dienophiles.

Journal of Organic Chemistry published new progress about 10378-06-0. 10378-06-0 belongs to esters-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Ester,Inhibitor,Inhibitor, name is (3aR,5R,6R,7R,7aR)-5-(Acetoxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazole-6,7-diyl diacetate, and the molecular formula is C14H19NO8, Application of (3aR,5R,6R,7R,7aR)-5-(Acetoxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazole-6,7-diyl diacetate.

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

Dyke, Alan M. published the artcileDecoupling deprotonation from metalation: Thia-Fries rearrangement, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Angewandte Chemie, International Edition (2008), 47(27), 5067-5070, database is CAplus and MEDLINE.

Studies with ²H-, ¹⁸O-, and ³⁴S-labeled aryl triflates show that lithium diisopropylamide-mediated thia-Fries rearrangement proceeds through an irreversible ortho deprotonation. In contrast, ortho metalation results exclusively in the generation of a benzyne.

Angewandte Chemie, International Edition published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

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

Liu, Shaohui published the artcileEffect of Decarboxylation on the Photoinitiation Behavior of Nitrocarbazole-Based Oxime Esters, Recommanded Product: Trimethylolpropane triacrylate, the publication is Macromolecules (Washington, DC, United States) (2022), 55(7), 2475-2485, database is CAplus.

A series of 50 oxime esters bearing various substituents were designed and synthesized as photoinitiators (48 of them were never synthesized before and only B1 and B10 were reported). Good light absorption properties in the visible range were observed for these oxime esters. Some structures exhibited better photoinitiation abilities than diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO) upon exposure to a LED@405 nm. Interestingly, PIs with Me substituent on the oxime ester group have better photoinitiation performance than the others. Substituent effects were investigated through MOs calculations, the detection of CO₂, and the investigation of the generated free radicals. The results demonstrate that the substituents on the oxime ester group exert major effects on the photoinitiation ability via the decarboxylation reaction. In addition, a chem. mechanism was proposed. 3D printed objects were successfully obtained by using the most reactive oxime ester as photoinitiator, and their thermal initiation behaviors of several oxime esters were also studied (dual thermal/photochem. initiator behavior).

Macromolecules (Washington, DC, United States) published new progress about 15625-89-5. 15625-89-5 belongs to esters-buliding-blocks, auxiliary class Polymerization Reagents,Crosslinkers, name is Trimethylolpropane triacrylate, and the molecular formula is C15H20O6, Recommanded Product: Trimethylolpropane triacrylate.

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

Behera, Rakesh R. published the artcileHydrosilylation of Esters Catalyzed by Bisphosphine Manganese(I) Complex: Selective Transformation of Esters to Alcohols, HPLC of Formula: 627-93-0, the publication is Organic Letters (2020), 22(9), 3642-3648, database is CAplus and MEDLINE.

A tricarbonylruthenium Xantphos complex I was prepared and characterized by X-ray crystallog.; in the presence of I, esters underwent chemoselective hydrosilylation with phenylsilane under neat conditions (followed by workup with base) to yield esters. Aryl, alkyl, and alkenyl mono- and dicarboxylates and lactones underwent chemoselective reduction to alcs. and diols; ketoesters underwent reduction to diols. Poly(1,6-hexanediol adipate) underwent hydrosilylation to 1,6-hexanediol.

Organic Letters 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 C8H14O4, HPLC of Formula: 627-93-0.

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

Bakshi, Ashok Kumar published the artcileProcessability and physico-mechanical properties of ultrahigh-molecular-weight polyethylene using low-molecular-weight olefin wax, COA of Formula: C42H63O3P, the publication is Polymer Engineering & Science (2022), 62(7), 2335-2350, database is CAplus.

The influence of mol. weight of olefin wax as a plasticizer on the processability and properties of ultrahigh-mol.-weight polyethylene (UHMWPE) was thoroughly investigated in this study. Two different grades of olefin wax (H5 and 210P) were used sep. to plasticize UHMWPE. Comparative results were analyzed based on mixing torque, mech., thermal, thermo-mech., and morphol. aspects. The Gaussian math. model was applied to the internal thermo-shear batch mixing torque data to predict processability and plasticization of the resulting compounds The relatively low-mol.-weight wax (H5) seemed to be more efficient at uncoiling the entanglements among the amorphous phase of UHMWPE. The lowest degree of crystallinity range (34%-40%) and the highest nucleation rate (0.9 min^-1) were found with 10 phr H5 wax plasticized UHMWPE. The tensile strength of 30.5 MPa and elastic modulus of 127 MPa, achieved by the addition of H5 wax at 10 phr loading, confirmed the optimum effect of plasticization. The plasticization effect was also established from the loss moduli and Cole-Cole plots. A smaller number of multiple stress-induced overshoots and the inclining approach toward the viscous dominant regime with temperature sweep were observed in the case of 10 phr H5 wax composition SEM anal. revealed disappearance of interfacial crazing and interparticle boundaries progressively with the increase in H5 wax content. Overall, plasticized UHMWPE with 10 phr content of H5 wax showed the optimum processability and properties.

Polymer Engineering & Science 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 C42H63O3P, COA of Formula: C42H63O3P.

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