Category: esters-buliding-blocks

Application of palladium-catalyzed aryl C-H alkylation in total synthesis of (-)-berkelic acid was written by Wang, Hui-Hong;Wang, Xiao-Dong;Cao, Fei;Gao, Wei-Wei;Ma, Shu-Meng;Li, Zhao;Deng, Xue-Mei;Shi, Tao;Wang, Zhen. And the article was included in Organic Chemistry Frontiers in 2021.Recommanded Product: Methyl2-methylbutyrate This article mentions the following:

An unprecedented palladium(II)-catalyzed ortho-alkylation of N-methoxybenzamide RC(O)NHOCH₃ (R = C₆H₅, 3-ClC₆H₄, 2,4-(OCH₃)₂C₆H₃, etc.) with epoxides like 2-pentyloxirane has been applied to the total synthesis of the isochroman natural product (-)-berkelic acid. Combining this strategy with a well documented spiroacetalization cascade reaction, (-)-berkelic acid is obtained in 13.9% overall yield with the longest linear sequence of 11 steps. The results of preliminary biol. studies on the synthesized natural product and its analogs are also reported. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Recommanded Product: Methyl2-methylbutyrate).

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. 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.Recommanded Product: Methyl2-methylbutyrate

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

PVC-membrane potentiometric sensors based on a recently synthesized Schiff base for Fe(III) ion was written by Sheikhshoaie, Iran;Shamspur, Tayebeh;Mostafavi, Ali;Ebrahimipur, S. Yousef. And the article was included in Bulletin of the Chemical Society of Ethiopia in 2012.Synthetic Route of C12H22O4 This article mentions the following:

A potentiometric iron sensor based on the use 3-(2-diethylamino-ethylimino)-1,3-dihydro-indol-2-one (DEDIO) as an ionophore in poly(vinyl chloride) (PVC) matrix, is reported. The plasticized membrane sensor exhibits a Nernstian response for Fe(III) ions over a wide concentration range (2.0 × 10^-6-5.0 × 10^-2 M) with a super Nernstian slope of 26 ±1 mV per decade. It has a fast response time of <12 s and can be used for ten weeks without any considerable divergences in its potentials. The electrode can be used in the pH range 4.5-8.0. The proposed sensor shows fairly good discriminating ability towards Fe(III) in comparison with a large number of alkali, alk. earth, transition, and heavy metal ions. The sensor was used as indicator electrode in potentiometric titration of Fe(III) vs. EDTA. In the experiment, the researchers used many compounds, for example, Dimethyl decanedioate (cas: 106-79-6Synthetic Route of C12H22O4).

Dimethyl decanedioate (cas: 106-79-6) 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. 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.Synthetic Route of C12H22O4

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

Characterization of the Volatile Compounds in Camellia oleifera Seed Oil from Different Geographic Origins was written by Wang, Jing;Tang, Xuxiao;Chu, Qiulu;Zhang, Mengyu;Zhang, Yingzhong;Xu, Baohua. And the article was included in Molecules in 2022.Quality Control of 5-Hexyldihydrofuran-2(3H)-one This article mentions the following:

Volatile flavor of edible oils is an important quality index and factor affecting consumer choice. The purpose of this investigation was to characterize virgin Camellia oleifera seed oil (VCO) samples from different locations in southern China in terms of their volatile compounds to show the classification of VCO with respect to geog. Different samples from 20 producing VCO regions were collected in 2020 growing season, at almost the same maturity stage, and processed under the same conditions. Headspace solid-phase microextraction (HS-SPME) with a gas chromatog.-mass spectrometer system (GC-MS) was used to analyze volatile compounds A total of 348 volatiles were characterized, including aldehydes, ketones, alcs., acids, esters, alkenes, alkanes, furans, phenols, and benzene; the relative contents ranged from 7.80-58.68%, 1.73-12.52%, 2.91-37.07%, 2.73-46.50%, 0.99-12.01%, 0.40-14.95%, 0.00-27.23%, 0.00-3.75%, 0.00-7.34%, and 0.00-1.55%, resp. The VCO geog. origins with the largest number of volatile compounds was Xixiangtang of Guangxi (L17), and the least was Beireng of Hainan (L19). A total of 23 common and 98 unique volatile compounds were detected that reflected the basic and characteristic flavor of VCO, resp. After PCA, heatmap and PLS-DA anal., Longchuan of Guangdong (L8), Qingshanhu of Jiangxi (L16), and Panlong of Yunnan (L20) were in one group where the annual average temperatures are relatively low, where annual rainfalls are also low. Guangning of Guangdong (L6), Yunan of Guangdong (L7), Xingning of Guangdong (L9), Tianhe of Guangdong (L10), Xuwen of Guangdong (L11), and Xiuying of Hainan (L18) were in another group where the annual average temperatures are relatively high, and the altitudes are low. Hence, volatile compound distributions confirmed the differences among the VCO samples from these geog. areas, and the provenance difference evaluation can be carried out by flavor. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Quality Control of 5-Hexyldihydrofuran-2(3H)-one).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) 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. 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.Quality Control of 5-Hexyldihydrofuran-2(3H)-one

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

Biochar reduces volatile organic compounds generated during chicken manure composting was written by Sanchez-Monedero, M. A.;Sanchez-Garcia, M.;Alburquerque, J. A.;Cayuela, M. L.. And the article was included in Bioresource Technology in 2019.Formula: C6H12O2 This article mentions the following:

The efficiency of biochar for reducing the levels of volatile organic compounds (VOC) was investigated in a composting mixture containing 90% poultry manure and 10% straw (with and without 3% biochar addition) at three different stages of the process. The use of a low application rate of biochar reduced the concentration of VOC during the thermophilic phase. Biochar significantly reduced the levels of nitrogen volatile compounds, which are the most abundant VOC family, originated from microbial transformation of the N-compounds originally present in manure. The most efficient VOC reduction was observed in oxygenated volatile compounds (ketones, phenols and organic acids), which are intermediates of organic matter degradation, whereas there was no effect on other VOC families (aliphatic, aromatic and terpenes). These results suggest the importance of not only the sorption capacity of biochar but also its impact in the composting progress as main drivers for VOC reduction In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Formula: 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. 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. Formula: C6H12O2

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

Volatile organic compounds from Citrus australasica growing in Basilicata (Southern Italy) was written by D′Auria, Maurizio;Racioppi, Rocco. And the article was included in Natural Product Research.Electric Literature of C6H12O2 This article mentions the following:

SPME-GCMS anal. of vesicles of Sanguinea cultivar showed the presence of limonene (45.63%), sabinene (22.65%), and bicyclogermacrene (10.80%). The anal. of the peel showed that the main components were limonene (48.24%), sabinene (37.15%), and α-pinene (4.26%). In Pink Ice cultivar the main components of the vesicles were sabinene (31.68%), limonene (20.71%), and bicyclogermacrene (14.18%). Peel anal. showed the presence of limonene (37.68%), sabinene (33.33%), and α-pinene (5.55%). In Faustrime limonene (51.54%), γ-terpinene (10.01%), α-bergamotene (7.48%), β-bisabolene (7.07%), and a-phellandrene (5.68%) were detected. In peel anal. limonene (27.84%), α-pinene (9.41%), γ-terpinene (10.00%), and citronellal (10.51%) were found. 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. 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 C6H12O2

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

Characterization of key sulfur aroma compounds and enantiomer distribution in Yingjia Gongjiu was written by Zhu, JianCai;Niu, YunWei;Huang, Mingquan;Xiao, ZuoBing. And the article was included in LWT–Food Science and Technology in 2022.SDS of cas: 659-70-1 This article mentions the following:

Yingjia Gongjiu (YJGJ), as a strong-aroma-type baijiu, is popular among consumers due to its unique fruity flavor. However, previous research on the aroma characteristics of YJGJ mostly focused on its main aroma components, namely the esters, therefore, the present work was the first to study the aroma characteristics of YJGJ from the perspective of sulfur-containing compounds A total of 12 sulfur-containing compounds were identified. Among them, 4-methyl-4-mercapto-2-pentanone, 2-methyl-3-furanthiol, 3-mercaptohexyl acetate, di-Me disulfide, di-Me trisulfide, and methional were among the key contributors to the aroma of YJGJ. Meanwhile, 14 enantiomers were identified. Among them, (R)-(-)-3-mercaptohexyl acetate, (R)-(-)-3-mercapto-2-butanone, (R)-(-)-2-octyl butanoate, (S)-(+)-2-octyl butanoate, (R)-(-)-1-octen-3-ol, (R)-(-)-Et 2-methylbutanoate and (R)-(-)-phenylethyl 2-methylbutanoate made an important contribution to the aroma of YJGJ. This research may provide an important theor. basis for the quality improvement and quality identification of YJGJ and other strong-aroma-types of baijiu. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1SDS of cas: 659-70-1).

Isopentyl 3-methylbutanoate (cas: 659-70-1) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. 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: 659-70-1

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

Synthesis of 22-bromodocosanol was written by Signer, R.;Sprecher, P.. And the article was included in Helvetica Chimica Acta in 1947.Recommanded Product: 12-Methoxy-12-oxododecanoic acid This article mentions the following:

For the study of the question whether on bromination of a mol. layer of Me(CH₂)₂₀CH₂OH the Br enters the Me group or attacks the CH₂ groups, BrCH₂(CH₂)₂₀CH₂OH (I) is synthesized for comparison. MeO₂C(CH₂)₁₀CO₂Me (44.4 g.) in 235 cc. MeOH is saponified with the calculated amount of N Ba(OH)₂ in MeOH 2 days at room temperature with shaking, giving 49.6 g. Ba salt of the mono ester. This is converted with 17.5 g. Na₂SO₄ in 700 cc. H₂O into the Na salt which is decomposed by adjusting the solution to pH 4, giving 85% MeO₂C(CH₂)₁₀CO₂H (II), m. 52°. When 14.4 g. II in 52 cc. MeOH containing 1 g. KOH is electrolyzed 12 hrs. at 600° (30-5 v., about 0.3 amp.), using Pt electrodes, 43% MeO₂C(CH₂)₂₀CO₂Me (III), m. 69-70°, is obtained. Reduction of III by pouring 2 g. in 42 cc. absolute BuOH at 90° over 2.8 g. Na and heating the mixture with stirring at 150°, and saponification of the unchanged ester by boiling it 1 hr. with H₂O give 80% 1,22-docosanediol (IV), m. 102-2.5°. By determining the m.p. curve, it is found that on passing HBr into IV at 130° all the IV disappears after 12 min. and after 30 min. IV is almost completely converted into the 1,22-dibromide (V). For the preparation of I a rapid stream of HBr is passed into 2 g. IV at 110° for 1 min. After the excess HBr is expelled with dry air, the product is dissolved in 100 cc. PhMe and cooled to 0°, causing the quant. crystallization of the unchanged IV (1.4 g.). The filtrate is evaporated to dryness, the residue chromatographed from its C₆H₆ solution over Al₂O₃, giving pure I, m. 72°. The data of the x-ray diagrams of I and V are given in a table. In the experiment, the researchers used many compounds, for example, 12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0Recommanded Product: 12-Methoxy-12-oxododecanoic acid).

12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Recommanded Product: 12-Methoxy-12-oxododecanoic acid

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

Synthesis and effect of potential drugs. Part 10. Reaction of furfural with methyl anthranilate and methyl 2-aminonicotinate was written by Reisch, Johannes;Mahran, M. Refat. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1977.Reference of 14667-47-1 This article mentions the following:

Treatment of furfural with 2-H2NC6H4CO2Me in MeOH gave 38% 2,4- (I) and 18% 4,5-bis[o-(methoxycarbonyl)anilino]-2-cyclopenten-1-one; in Et2O, the yields were 36 and 25%, resp. With Me 2-aminonicotinate in absolute MeOH, furfural gave 75% di-Me 2,2′-(furfurylidenediimino)dinicotinate. Condensation of I with BzH gave 85% 5-benzylidene-2,4-bis[o-(methoxycarbonyl)anilino]-2-cyclopenten-1-one. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Reference of 14667-47-1).

Methyl 2-aminonicotinate (cas: 14667-47-1) 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. 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. Reference of 14667-47-1

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

Characterization of volatile organic compounds of healthy and huanglongbing-infected navel orange and pomelo leaves by HS-GC-IMS was written by Cao, Shan;Sun, Jingyu;Yuan, Xiaoyong;Deng, Weihui;Zhong, Balian;Chun, Jiong. And the article was included in Molecules in 2020.Safety of Methyl2-methylbutyrate This article mentions the following:

The Asian citrus psyllid (ACP), Diaphorina citri Kuwayama, is the only natural vector of bacteria responsible for Huanglongbing (HLB), a worldwide destructive disease of citrus. ACP reproduces and develops only on the young leaves of its rutaceous host plants. Olfactory stimuli emitted by young leaves may play an important role in ACP control and HLB detection. In this study, volatile organic compounds (VOCs) from healthy and HLB-infected young leaves of navel orange and pomelo were analyzed by headspace-gas chromatog.-ion mobility spectrometry (HS-GC-IMS). A total of 36 compounds (including dimers or polymers) were identified and quantified from orange and 10 from pomelo leaves. Some compounds showed significant differences in signal intensity between healthy and HLB-infected leaves and may constitute possible indicators for HLB infection. Principal component anal. (PCA) clearly discriminated healthy and HLB-infected leaves in both orange and pomelo. HS-GC-IMS was an effective method to identify VOCs from leaves. This study may help develop new methods for detection of HLB or find new attractants or repellents of ACP for prevention of HLB. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Safety of Methyl2-methylbutyrate).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Safety of Methyl2-methylbutyrate

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

Divergent Dynamic Kinetic Resolution of a Racemic Mixture of Four Stereoisomers via N-Heterocyclic Carbene Organocatalysis was written by Vasamsetty, Laxmaiah;Kong, Xiangwen;Meng, Miao;Yang, Shuang;Xu, Weici;Reddy, Pogula Sreekanth;Fang, Xinqiang. And the article was included in Chemistry – An Asian Journal in 2018.Product Details of 13669-10-8 This article mentions the following:

Racemic mixtures of four stereoisomers are easily formed via many fundamental organic transformations, but the direct utilities of these mixtures were less studied and remain large challenges to date. The authors introduce a new method, i.e., divergent dynamic kinetic resolution, to achieve the separation of racemic mixtures of four stereoisomers. The hypothesis was proved by using a N-heterocyclic carbene-catalyzed benzoin reaction, which afforded two separable diastereomeric products bearing three consecutive stereocenters with good to excellent enantioselectivities. The authors believe that this resolution protocol will find applications in more transformations. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Product Details of 13669-10-8).

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. Polyesters are important plastics, with monomers linked by ester moieties. 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.Product Details of 13669-10-8

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