Category: esters-buliding-blocks

2-Pyrrolidinylideneureas, a new class of central nervous system agents was written by Rasmussen, C. R.;Gardocki, Joseph F.;Plampin, James N.;Twardzik, Barbara L.;Reynolds, Brian E.;Molinari, Albert J.;Schwartz, Norman;Bennetts, Walter W.;Price, Beth E.;Marakowski, Janis. And the article was included in Journal of Medicinal Chemistry in 1978.Quality Control of 3-Cyanophenylisocyanate This article mentions the following:

Pyrrolidinylideneureas (I) were prepared and screened for pharmacol. activity. I (X = H, 4-NO₂, 3-Br, 3-F, 3-Cl, 3-Me) had anxiolytic activity. I 2,6-disubstituted with Me, Cl, and Br imparted potent muscle-relaxant properties which appear to be centrally mediated. A significant separation of the anxiolytic and muscle-relaxant properties fromother CNS activities, eg, anticonvulsant, sedative, and hypnotic, was achieved. I were prepared by treating 2-imino-1-methylpyrrolidines with aryl isocyanates. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Quality Control of 3-Cyanophenylisocyanate).

3-Cyanophenylisocyanate (cas: 16413-26-6) 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.Quality Control of 3-Cyanophenylisocyanate

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

Autoxidation in the presence of alcohols and protons. III. Autoxidation of cyclenes, hydroarenes, and hydroheterocycles was written by Treibs, Wilhelm;Schoellner, Roll. And the article was included in Chemische Berichte in 1961.Computed Properties of C11H14O3 This article mentions the following:

Cyclohexene (I) and Tetralin (II) yield by autoxidation in the presence of alcs. and protons α-ketones and also under cleavage of the C-C bond neighboring the place of the O attack (CH₂CH₂-CHO)₂ (III) and o-HOC₆H₄(CH₂)₃CHO (IV) which are stabilized as the acetals. The autoxidation of I yielded also as the result of a Prilesehayev-type reaction o-methoxycyclohexanol (V), 2-methoxy-1,3-cyclohexanediol (VI), and 3-methoxycyclohexene (VII). 1,2,3,4,10,11-Hexahydrodiphenylene oxide (VIII) yields similarly 1,2,3,4,11,12hexahydro-12-methoxydibenzodioxane (IX) and 1,2,3,4,10,11-hexahydro-10-methoxydiphenylene oxide (X). I (200 g.), 1500 cc. absolute MeOH, and 3 cc. concentrated H₂SO₄ irradiated 120 hrs. under O at 60° with ultraviolet light, neutralized with NaHCO₃, decanted, and fractionated gave 7-8 g. VII, b. 135-6°, n¹_D² 1.463, 14 g. distillate, b₁₆ 67-9° n¹_D⁰ 1.4700, which chromatographed yielded cyclohexen-3-one, n²_D⁰ 1.4798 (2,4-dinitrophenylhydrazone, m. 164-6°), and V, n¹_D⁰ 1.4612, 3-4 g. cyclic di-Me acetal of III, b₁₅ 82-4°, n²_D⁰ 1.432 [bis(2,4-dinitrophenylhydrazone) of III, m. 216-17°], and 29 g. distillate, b₁₅ 98-118°, which chromatographed gave 50-5% bis(dimethyl acetal) of III, b₁₂ 103-8° 26-30% MeO₂C(CH₄)₄CH(OMe)₂ (2,4-dinitrophenylhydra zone m. 101°), and 18-20% VI, n²_D⁰ 1.468. II (200 g.), 1500 cc. absolute MeOH, and 2.5 cc. concentrated H₂SO₄ irradiated 240 hrs. under O at 60°, and the crude product (30 g.) distilled gave 11 g. α-tetralone, b₁₂ 130° (2,4-dinitrophenylhydrazone m. 257-8°), 10 g. di-Me acetal of IV (2,4-dinitrophenylhydrazone of IV m. 148°), and 15-20% o-HOC₆H₄(CH₂)₃CO₂Me. Diphenylene oxide in absolute EtOH hydrogenated at 120°/110 atm. gave 45-50% VIII, b_0.04 51-2°, n²_D⁰ 1.545, and some perhydrodiphenylene oxide, b₂₀ 130-4°, and 0-phenylcyclohexanol, b₂0 149-53°. VIII (150 g.) in 1500 cc. absolute MeOH and 2.5 cc. concn H₂SO₄ autoxidized under O during 96 hrs. at 60°, neutralized with NH₃, concentrated, and distilled gave a crude product, b_0.3 93-6°, n²_D⁰ 1.541, which chromatographed on Al₂O₃ yielded X, n²_D⁰ 1.5533, and IX. X (1 g.), 10 cc. 2N HCl, and 5 cc. MeOH refluxed 6 hrs., neutralized with NH₃, concentrated, and chromatographed gave the 10-OH analog of X, m. 102°. IX (1 g.), 20 cc. 0.1N HCl, and 5 cc. MeOH refluxed 6 hrs., and the crude product chromatographed on Al₂O₂ yielded 0.6 g. pure IX, m. 64-8°, n⁸_D⁰ 1.542, and an unidentified material. Cumene (150 g.) autoxidized under the usual conditions during 360 hrs. gave 10-12 g. product containing 12-15% AcPh (2,4-dinitrophenylhydrazone m. 247°). Com. cumene hydroperoxide (60%) (20 g.) added dropwise to 0.5 cc. concentrated H₂SO₄ in 250 cc. absolute MeOH, cooled, neutralized with NaHCO₃, and fractionated yielded 6.7 g. cumene and 1.4 g. AcPh. In the experiment, the researchers used many compounds, for example, Methyl 4-(2-hydroxyphenyl)butanoate (cas: 93108-07-7Computed Properties of C11H14O3).

Methyl 4-(2-hydroxyphenyl)butanoate (cas: 93108-07-7) 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. 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.Computed Properties of C11H14O3

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

Synthesis and Characterization of 12-Tungstosilicic Acid Anchored to MCM-41 as well as Its Use as Environmentally Benign Catalyst for Synthesis of Succinate and Malonate Diesters was written by Brahmkhatri, Varsha;Patel, Anjali. And the article was included in Industrial & Engineering Chemistry Research in 2011.Quality Control of malonic acid dibutyl ester This article mentions the following:

12-Tungstosilisic acid anchored to MCM-41 was synthesized and characterized by various physicochem. techniques such as thermogravimetric anal. (TGA), Fourier transform IR (FT-IR), laser-Raman spectroscopy, diffuse reflectance spectroscopy (DRS), N₂ adsorption-desorption, ²⁹Si-magic-angle spinning (MAS) NMR, x-ray diffraction, SEM, and TEM. The total acidity was determined by Bu amine titration The types of acidic sites (acidic strength) were determined by potentiometric titration The use of synthesized material was explored for esterification of diacarboxylic acids with butanol. Influence of various reaction parameters (catalyst concentration, acid/alc. molar ratio and reaction time) on catalytic performance was studied. The catalyst shows high activity in terms of higher yields toward diesters, especially for dioctyl succinate and dioctyl malonate. The catalyst was also regenerated and reused for four cycles. All these characteristics imply the high potential of an environmentally benign catalyst for synthesis of succinate and malonate diesters. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Quality Control of malonic acid dibutyl ester).

malonic acid dibutyl ester (cas: 1190-39-2) 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. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Quality Control of malonic acid dibutyl ester

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

Synthesis of Monoalkoxide Monopyrrolyl Complexes Mo(NR)(CHR’)(OR”)(pyrrolyl): Enyne Metathesis with High Oxidation State Catalysts was written by Singh, Rojendra;Schrock, Richard R.;Mueller, Peter;Hoveyda, Amir H.. And the article was included in Journal of the American Chemical Society in 2007.Product Details of 17920-23-9 This article mentions the following:

Addition of 1 equivalent of ROH to Mo(NAr)(CHCMe₂Ph)(Me₂Pyr)₂ (Ar = 2,6-i-Pr₂C₆H₃, Me₂Pyr = 2,5-dimethylpyrrolyl) in di-Et ether or THF yields Mo(NAr)(CHCMe₂Ph)(OR)(Me₂Pyr) species where R = (CH₃)₃C (1, 22% isolated yield), (CH₃)₂CH (2, 83%), Ar (3, 81%), (CF₃)₂CH (4, 45%), or (CF₃)₂(CH₃)C (5, 80%). Ring-closing enyne metathesis by various catalysts leads to cyclic products that arise through initial addition of the triple bond to a methylene species (initially neophylidene) to yield an α- or a β-substituted metallacyclobutene intermediate. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Product Details of 17920-23-9).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) 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. 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.Product Details of 17920-23-9

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

Versatile and Controlled Synthesis of Star and Branched Macromolecules by Dendritic Initiation was written by Trollsas, M.;Hedrick, J. L.;Mecerreyes, D.;Dubois, Ph.;Jerome, R.;Ihre, H.;Hult, A.. And the article was included in Macromolecules in 1997.Name: Benzyl 2-hydroxy-2-methylpropanoate This article mentions the following:

Multifunctional poly(caprolactones) with novel and well defined mol. architectures were synthesized by the use of new dendritic initiators. The ring-opening polymerization methods used to prepare these new structures allowed accurate control of mol. weight and narrow mol. weight distributions. In some cases, the new initiators enable deprotection in the α-position of the chain to produce new AB₂ macromonomers and their subsequent self-polymerization produces hyperbranched polyesters. The new polymers were characterized by ¹H-NMR, ¹³C-NMR and size exclusion chromatog. (SEC). ¹³C-NMR spectra clearly shows that the initiators are fully substituted to give polymers with two, four and six arms. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6Name: Benzyl 2-hydroxy-2-methylpropanoate).

Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6) 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.Name: Benzyl 2-hydroxy-2-methylpropanoate

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

Decoding carob flavor aroma using HS-SPME-GC-MS and chemometrics was written by Krokou, Andriana;Kokkinofta, Rebecca;Stylianou, Marinos;Agapiou, Agapios. And the article was included in European Food Research and Technology in 2020.Recommanded Product: 868-57-5 This article mentions the following:

Abstract: Ceratonia siliqua L. is quite popular for the sweetness of its fruit (“natural chocolate”) and the strong, persistent, characteristic odor that associates not only carob fruit, but also its traditional food products. This is due to the emission of an array of volatile organic compounds (VOCs). The released odor is a complex mixture, and therefore, needs to be separated prior detected, especially when its origin varies and is engaged. Therefore, Headspace-Solid-Phase Microextraction-Gas Chromatog.-Mass Spectrometry (HS-SPME-GC-MS) anal. was performed in ground carob pods from three different European countries to decode their released aroma. The method was applied to Cypriot (Kountourka, Koumpota, Tilliria), Spanish (Negra, Rojal, Matalafera) and Italian (Saccarata, Racemosa, Gibiliana) cultivars, and the released volatile species were further processed with multivariate data anal. (MDA). The chromatog. separation highlighted 54 common VOCs in the grounded carob pods; the most abundant appeared to be propanoic acid 2-Me (isobutyric acid), acetic acid, butanoic acid, hexanoic acid, and propanoic acid 2-methyl-Me ester. The quant. results for acetic acid, propanoic acid 2-Me, butanoic acid, furfural and pentanoic acid revealed their emission in the low ppb_v levels. The engage of MDA on the obtained results showed a clear differentiation of the carobs based on their geog. and botanical origin. The combination of HS-SPME-GC-MS and chemometrics contributes to the quality characterization of carobs and highlights their authenticity markers. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Recommanded Product: 868-57-5).

Methyl2-methylbutyrate (cas: 868-57-5) 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. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Recommanded Product: 868-57-5

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

Simple Formation of an Abiotic Porphyrinogen in Aqueous Solution was written by Lindsey, Jonathan S.;Ptaszek, Marcin;Taniguchi, Masahiko. And the article was included in Origins of Life and Evolution of Biospheres in 2009.Name: Ethyl 4-methyl-1H-pyrrole-3-carboxylate This article mentions the following:

Porphyrins have long been proposed as key ingredients in the emergence of life yet plausible routes for forming their essential pyrrole precursor have heretofore not been identified. Here we show that the anaerobic reaction of δ-aminolevulinic acid (ALA, 1-5 mM) with the β-ketoester Me 4-methoxyacetoacetate (2-40 mM) in water (pH 5-7) at 70-100° for >6 h affords the porphyrinogen, which upon chem. oxidation gives the corresponding porphyrin in overall yield of up to 10%. The key intermediate is the α-methoxymethyl-substituted pyrrole, which undergoes tetramerization and macrocycle formation under kinetic control. The resulting type-I porphyrin bears four propionic acid and four carbomethoxy groups, is distinct from porphyrins (e.g., uroporphyrin or coproporphyrin) derivable from ALA alone via the extant universal biosynthetic path to tetrapyrroles, and is photoactive upon assembly into cationic micelles in aqueous solution The simple self-organization of eight acyclic mols. into a tetrapyrrole macrocycle, from which a porphyrin is derived that is photoactive in lipid assemblies, augurs well for the spontaneous origin of catalysts and pigments essential for prebiotic metabolism and proto-photosynthesis. In the experiment, the researchers used many compounds, for example, Ethyl 4-methyl-1H-pyrrole-3-carboxylate (cas: 2199-49-7Name: Ethyl 4-methyl-1H-pyrrole-3-carboxylate).

Ethyl 4-methyl-1H-pyrrole-3-carboxylate (cas: 2199-49-7) 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. 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.Name: Ethyl 4-methyl-1H-pyrrole-3-carboxylate

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

Synthesis of α-Aryl Nitriles through Palladium-Catalyzed Decarboxylative Coupling of Cyanoacetate Salts with Aryl Halides and Triflates was written by Shang, Rui;Ji, Dong-Sheng;Chu, Ling;Fu, Yao;Liu, Lei. And the article was included in Angewandte Chemie, International Edition in 2011.SDS of cas: 587-88-2 This article mentions the following:

The synthesis of α-aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates is reported. The reaction was extended to the preparation of α-aryl esters. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2SDS of cas: 587-88-2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) 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. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.SDS of cas: 587-88-2

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

Self-Sustaining Fluorination of Active Methylene Compounds and High-Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered N-Fluorosulfonamide Reagent was written by Yang, Yuhao;Hammond, Gerald B.;Umemoto, Teruo. And the article was included in Angewandte Chemie, International Edition in 2022.Category: esters-buliding-blocks This article mentions the following:

By developing a sterically hindered N-fluorosulfonamide reagent, namely N-fluoro-N-(tert-butyl)-tert-butanesulfonamide (NFBB), a conceptually novel base-catalyzed, self-sustaining fluorination of active methylene compounds was discovered and the high-yielding fluorination of the hitherto difficult highly basic (hetero)aryl and alkenyl lithium species was achieved . In the former, the mild and high yield fluorination of active methylene compounds exhibited wide functional group tolerance and its novel catalytic fluorination-deprotonation cycle mechanism was demonstrated by deuterium-tracing experiments In the latter, NFBB reacted with a variety of highly basic (hetero)aryl and alkenyl lithium species to provide the desired fluoro (hetero)arenes and alkenes in unprecedented high or quant. yields. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Category: esters-buliding-blocks

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

Biological activity and profiling of Salvia sclarea essential oil obtained by steam and hydrodistillation extraction methods via chemometrics tools was written by Acimovic, Milica G.;Cvetkovic, Mirjana T.;Stankovic Jeremic, Jovana M.;Pezo, Lato L.;Varga, Ana O.;Cabarkapa, Ivana S.;Kiprovski, Biljana. And the article was included in Flavour and Fragrance Journal in 2022.SDS of cas: 105-87-3 This article mentions the following:

Salvia sclarea L. or clary sage is cultivated worldwide in temperate and sub-tropical climates, as an ornamental and essential oil (EO) bearing plant. EO is obtained from fresh spikes in full flowering stage and is recognized as an important com. product for food, beverage and cosmetic industries. This study investigated the EO composition of S. sclarea grown in Serbia (Southeast Europe) obtained by two different methods, steam (SD) and hydrodistillation (HD). GC-MS anal. identified oxygenated monoterpenes as the main class of compounds for all EOs (between 81.8% and 88.2% depending on the distillation process). The most abundant oxygenated monoterpenes were linalyl acetate and linalool. In addition, in vitro antimicrobial (modified resazurin microtitre-plate assay) and antioxidant activities (DPPH· assay) and total polyphenol content of obtained EOs were also evaluated. According to the assay used for the evaluation of the antibacterial activity, Gram-neg. bacteria were more sensitive to S. sclarea EO in comparison to Gram-pos. bacteria. EOs exhibited low antioxidant capacity, below 3% neutralized DPPH· radicals, reaching up to approx. 400 μg AAE mL-1. This study also investigated a possibility for predicting retention indexes (RIs) of compounds isolated from EOs. In total, 78 exptl. obtained RIs were applied to construct the prediction model. The quant. structure-chromatog. retention relationship (QSRR) model was used to anticipate the exptl. obtained RIs. Five mol. descriptors were selected by factor anal. and genetic algorithm to predict RIs. The obtained accuracy of the QSRR model reached r2 = .912, which showed that these models might be applied for predicting retention indexes. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3SDS of cas: 105-87-3).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) 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. 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: 105-87-3

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