Category: esters-buliding-blocks

Versatile ω-end group functionalization of RAFT polymers using functional methane thiosulfonates was written by Roth, Peter J.;Kessler, Daniel;Zentel, Rudolf;Theato, Patrick. And the article was included in Journal of Polymer Science, Part A: Polymer Chemistry in 2009.SDS of cas: 27249-90-7 This article mentions the following:

Five different polymers, poly[methyl methacrylate] (PMMA), poly[lauryl methacrylate] (PLMA), poly[diethylene glycol methacrylate] (PDEGMA), poly[N-isopropylacrylamide] (PNIPA), and poly[styrene] (PS) prepared by the RAFT process and thus terminated with dithioesters were aminolyzed in the presence of S-3-butynyl methane thiosulfonate (MTS), which was synthesized in two steps. Anal. of the polymers by 2D NMR, UV-vis absorbance, and gel permeation chromatog. revealed them to quant. carry acetylene end groups connected with disulfide bridges, indicating that functional MTS reagents can be employed for end group functionalization of RAFT polymers. This versatile method is of advantage compared with conjugations with functional maleimides, where isolation of terminal thiols is often required but inexpedient for poly[(meth)acrylates] because their terminal thiols may undergo backbiting and thus avoid conjugation. The acetylene-terminated polymers were bound to an azide functionalized glass surface in a Cu(I) catalyzed cycloaddition The modified surfaces exhibited water contact angles corresponding to the polarity of the attached polymers. In the case of the stimulus responsive polymers PNIPA and PDEGMA, the surfaces showed temperature-dependent contact angles. The disulfide bond connecting the polymers to the surface could be selectively cleaved and resulted in all surfaces having the same contact angle, independent of the nature of the polymer prior attached to the surface. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3118-3130, 2009. In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7SDS of cas: 27249-90-7).

Benzyl benzodithioate (cas: 27249-90-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.SDS of cas: 27249-90-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Changes in volatile compound profiles of cold-pressed berry seed oils induced by roasting was written by Mildner-Szkudlarz, Sylwia;Rozanska, Maria;Gaca, Anna;Jelen, Henryk H.. And the article was included in LWT–Food Science and Technology in 2021.Synthetic Route of C6H12O2 This article mentions the following:

This study aimed to compare the volatile compounds of cold-pressed oils obtained from unroasted and roasted chokeberry, raspberry, blackcurrant, and strawberry seeds using comprehensive gas chromatog.-mass spectrometry coupled to time of flight mass spectrometry (GC x GC-ToFMS). It is found that the seed type used and chem. composition affected the final aroma of berry oils. The volatile profiles of all berry oils from both unroasted and roasted seeds were dominated by nonheterocyclic chem. class (89% of the total volatiles) with esters predominant (32% of total nonheterocyclic compounds). Unroasted raspberry and blackcurrant cold-pressed seed oils had a less complex volatile profile, and showed similarities between them and differences to chokeberry and strawberry seed oils. Chokeberry seed oil was characterized by the highest levels in Et propanoate, methylbutyl acetate, benzaldehyde, (E,E)-2,4-decadienal, acetoin, 3-penten-2-one, benzyl alc. and strawberry seed oil by Me acetate, iso-Bu acetate, Me 2-methylbutanoate, Et 2-hydroxypropanoate, Et 2-methylbutanoate, Et 3-methylbutanoate, (E,E)-2,4-heptadienal, 1-penten-3-one, and 3,7-dimethyl-1,6-octadien-3-ol. N-containing and furanic-containing compounds contributed about 5% and 4%-16%, resp., of total amount of volatiles after seed roasting. Roasting was critical for increasing the concentration of compounds derived from lipid peroxidation, especially in blackcurrant seed oils. Profiling volatiles using SPME-GC x GC-ToFMS might be helpful in evaluating oils quality. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Synthetic Route of C6H12O2).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Synthetic Route of C6H12O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Efficient synthesis of functionalized chromones via a two-base mediated formal [3+3] cycloaddition was written by Dong, Qian;Shen, Hong C.;Jiang, Min. And the article was included in Tetrahedron Letters in 2016.Synthetic Route of C9H10O3S This article mentions the following:

An efficient one-pot synthesis of functionalized chromones from ketone derivatives and o-haloaroyl chlorides was achieved using a combination of two bases under transition-metal-free conditions. This formal [3+3] cycloaddition consists of a sequential C-acylation and O-arylation, which is amenable to a broad range of substrates leading to diversely functionalized chromones in moderate to high yields. Notably, the utility of this methodol. was demonstrated by a two-step concise synthesis of frutinone A. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Synthetic Route of C9H10O3S).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C9H10O3S

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Potent Inhibitors of the Qi Site of the Mitochondrial Respiration Complex III was written by Bolgunas, Stephen;Clark, David A.;Hanna, Wayne S.;Mauvais, Patricia A.;Pember, Steve O.. And the article was included in Journal of Medicinal Chemistry in 2006.Category: esters-buliding-blocks This article mentions the following:

A series of azole-fused salicylamides, e.g. I (X, Y = N, CH; R = H, F₃C), were prepared as analogs of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. I (X = N; Y = CH; R = H) was shown to bind at the Qi site of complex III by red-shift titration of the bc₁ complex. In the experiment, the researchers used many compounds, for example, Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1Category: esters-buliding-blocks).

Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Conformationally-restricted vigabatrin analogs as irreversible and reversible inhibitors of γ-aminobutyric acid aminotransferase was written by Pan, Yue;Calvert, Kristi;Silverman, Richard B.. And the article was included in Bioorganic & Medicinal Chemistry in 2004.Electric Literature of C10H16O2 This article mentions the following:

Compounds that inhibit γ-aminobutyric acid aminotransferase exhibit anticonvulsant activity; vigabatrin is a known irreversible inhibitor of this enzyme and anticonvulsant drug. Conformationally-restricted, five-membered- and six-membered-ring vigabatrin analogs were synthesized and tested as inhibitors of γ-aminobutyric acid aminotransferase. Two monofluorinated compounds, I (R¹ = F, R² = H; R¹ = H, R² = F), are time-dependent inhibitors of the enzyme, and their potencies are comparable to that of vigabatrin. II (R¹ = NH₂, R² = H; R¹ = H, R² = NH₂) are weak reversible inhibitors. In the experiment, the researchers used many compounds, for example, Ethyl 4-methylenecyclohexanecarboxylate (cas: 145576-28-9Electric Literature of C10H16O2).

Ethyl 4-methylenecyclohexanecarboxylate (cas: 145576-28-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Electric Literature of C10H16O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tissue distribution of phthalates in celery under different cultivation patterns and associated dietary exposure was written by Zhao, Fang;Ma, Zhihong;Ping, Hua;He, Zhaoying;Li, Bingru;Gao, Yuan;Li, Cheng. And the article was included in Environmental Pollution (Oxford, United Kingdom) in 2022.Quality Control of Dicyclohexyl phthalate This article mentions the following:

To investigate tissue distribution, spatial difference, temperature variation, and potential health risks of PAEs in vegetables, celery was used as a model plant. Celery samples were collected from open fields and greenhouses from two provinces in China over four seasons. Celery tissues were analyzed for 16 PAE compounds by gas chromatog.-tandem mass spectrometry. The total content of PAEs was 89.0-1130.3μg kg-1 dry weight (dw) in stems and 155.0-2730.8μg kg-1 dw in leaves. Concentrations of PAEs in celeries showed notable spatial differences (P < 0.05), and the levels in samples from open fields were lower than those in samples from plastic greenhouses. In celeries from greenhouses, higher PAE concentrations were observed for plants grown at high temperatures than in plants grown at low temperatures Discrepancies in tissue distribution indicated different uptake pathways of PAE contaminants. Risk assessments to humans found that both carcinogenic risks and non-carcinogenic risks of PAEs via celery consumption were at an acceptable level. Further research should consider other exposure pathways of PAEs and pay special attention to reducing PAE contents in vegetables. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Quality Control of Dicyclohexyl phthalate).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Quality Control of Dicyclohexyl phthalate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis and antiproteasomal activity of novel O-benzyl salicylamide-based inhibitors built from leucine and phenylalanine was written by Jorda, Radek;Dusek, Jan;Reznickova, Eva;Pauk, Karel;Magar, Pratibha P.;Imramovsky, Ales;Krystof, Vladimir. And the article was included in European Journal of Medicinal Chemistry in 2017.Category: esters-buliding-blocks This article mentions the following:

Inhibition of protein degradation is one of strategies for suppression of uncontrolled proliferation of cancer cells. Proteolytic degradation in cells is mainly ensured by proteasome and its inhibition by bortezomib showed benefit in clin. use for the treatment of multiple myeloma. We report here the library of antiproteasomal O-benzyl salicylamides built from leucine and phenylalanine. Prepared compounds displayed antiproliferative activity on K562, CEM and U266 cancer cell lines, ranging from high micromolar to submicromolar GI₅₀ values. The most potent compounds were further assayed for their inhibition of chymotrypsin-like protease activity of the 26S proteasome in U266 cells. The majority of compounds inhibited the proteasome in mid-nanomolar concentrations (IC₅₀ ranging from 57 to 197 nM) and it correlated with cellular potency. In a cell based assay involving green fluorescence protein (GFP) fused to a short degron that is rapidly degraded by a proteasome the compounds induced accumulation of GFP, visualised and quantified by live-cell imaging. Levels of polyubiquitinated proteins in U266 cells treated by compound I were also analyzed by immunoblotting, revealing a typical high mol. mass smear of ubiquitin conjugates. Finally, apoptotic cell death in treated U266 cells was detected biochem. by measuring the activity of caspases 3 and 7 in lysates and by immunoblotting of caspase 7, its substrate poly(ADP-ribose)polymerase, and Mcl-1, which all together showed changes typical for apoptosis. All these observations were in agreement with expected cellular mechanism of action and confirmed proteasome targeting by prepared O-benzyl salicylamides. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Category: esters-buliding-blocks).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Analysis of volatile odor compounds and aroma properties of European vinegar by the ultra-fast gas chromatographic electronic nose was written by Liu, Ruo-Chen;Li, Rong;Wang, Ying;Jiang, Zi-Tao. And the article was included in Journal of Food Composition and Analysis in 2022.Electric Literature of C6H12O2 This article mentions the following:

Vinegar is a very popular condiment with different species and aroma profiles. Eighty-three volatile odor compounds (VOCs) were identified from European vinegar using ultra-fast gas chromatog. electronic nose (UFGC E-nose), of which there were 61 VOCs with odor activity value (OAV) ≥ 1. Among the 61 VOCs, acetic acid, Et isovalerate, propionaldehyde, butanoic acid, Et cinnamate, and guaiacol contributed significantly to the aroma property and type of European vinegar. There were obvious clustering trends of apple vinegar, wine vinegar, and balsamic vinegar in principal component anal. (PCA). The clustering of the vinegar-like groups was more obvious in orthogonal partial least squares discriminant anal. (OPLS-DA). The volatile markers discriminating vinegar, including acetic acid, propionic acid, pyrazine, furfural, iso-Pr alc., and so on, were screened out by variable importance for the projection (VIP). These results demonstrated that UFGC E-nose is a novel, rapid and non-destructive anal. tool and can also be used for identifying aroma compounds and tracing the food species. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Electric Literature of C6H12O2).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Electric Literature of C6H12O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Method for Direct Synthesis of α-Cyanomethyl-β-dicarbonyl Compounds with Acetonitrile and 1,3-Dicarbonyls was written by Wang, Chenyang;Li, Yabo;Gong, Ming;Wu, Qi;Zhang, Jianye;Kim, Jung Keun;Huang, Mengmeng;Wu, Yangjie. And the article was included in Organic Letters in 2016.COA of Formula: C9H10O3S This article mentions the following:

A novel and efficient method for the synthesis of α-cyanomethyl-β-dicarbonyls in moderate to excellent yields is developed by using inactive CH₃CN and simple 1,3-dicarbonyls. A radical mechanism is proposed under the ESI-MS (electrospray ionization mass spectrometry) anal. results of control experiments In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8COA of Formula: C9H10O3S).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.COA of Formula: C9H10O3S

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Super-Tough Poly(lactic Acid)-Based Thermoplastic Vulcanizate Based on Selective Dispersion and In Situ Compatibilization of Commercial Reinforcing Fillers and Its Application in Three-Dimensional Printing was written by Gong, Zhou;Huang, Jiarong;Fan, Jianfeng;Chen, Xiaoqing;Wang, Hui;Chen, Yukun. And the article was included in Industrial & Engineering Chemistry Research in 2022.Computed Properties of C73H108O12 This article mentions the following:

Blending with elastomers is a commonly used method to improve the toughness of poly(lactic acid) (PLA). However, the poor compatibility between polar PLA and the nonpolar elastomer results in a limited improvement of the toughness. In this work, we report a simple but effective strategy to improve the compatibility between PLA and natural rubber (NR) and manufacture super-tough PLA-based thermoplastic vulcanizate (TPV). We choose the widely used reinforcing filler SiO₂ nanoparticles as the compatibilizer, whose modification using 3-(trimethoxysilyl)propyl methacrylate (KH570) is synchronized with the dynamic vulcanization. Simultaneously, the modified SiO₂ nanoparticles migrate from the NR phase to the PLA/NR interface due to the interfacial tension. The modified SiO₂ nanoparticles located at the interface entangle with the NR chains on the one hand and graft with the PLA chain on the other hand, acting as a “bridge” to improve the interfacial compatibility of the two phases. While only adding a small amount of filler, 20 phr SiO₂ nanoparticles in NR and 7 phr modifier in SiO₂, the impact strength of the PLA/NR (80/20) TPV increases to 95.96 kJ/m² (without fracture), which is 38-fold than pure PLA. Even in a low temperature of -30°C, the impact strength is still 7.93 kJ/m². Finally, the co-continuous structure and the excellent toughness with a small amount of toughener make the TPV have great potential for application in the 3D printing field (processing speed of 110 m/min, over 100 times bend after immersion in hot water). In the experiment, the researchers used many compounds, for example, 2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8Computed Properties of C73H108O12).

2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Computed Properties of C73H108O12

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics