Category: 79694-16-9

Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acidOn October 31, 2021 ,《Enantioseparation of mandelic acid and substituted derivatives by high-performance liquid chromatography with hydroxypropyl-β-cyclodextrin as chiral mobile additive and evaluation of inclusion complexes by molecular dynamics》 appeared in Chirality. The author of the article were Shi, Jie-Hua; Lin, Zhen-Yi; Kou, Song-Bo; Wang, Bao-Li; Jiang, Shao-Liang. The article conveys some information:

The enantioseparation and resolution mechanism of mandelic acid (MA), 4-methoxymandelic acid (MMA), and 4-propoxymandelic acid (PMA) were investigated by reversed-phase high-performance liquid chromatog. (HPLC) with 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) as a chiral mobile-phase additive and mol. dynamics simulation. The suitable chromatog. conditions for the enantioseparation of MA, MMA, and PMA were obtained. Under the selected chromatog. conditions, these enantiomers could achieve baseline separation The results of thermodn. parameter anal. revealed that the main driven forces for the enantioseparation of MA, MMA, and PMA could be van der Waals forces and hydrogen-bonding interactions and the chromatog. retention of these chiral compounds was an enthalpy-driven process. The results of the mol. simulation revealed that their chiral resolution mechanism on HP-β-CD was responsible for the formation of inclusion complexes of enantiomers with HP-β-CD with different conformations and binding energies. And the binding energy of HP-β-CD with (S)-isomer was larger than that with (R)-isomer, which is consistent with the exptl. results of the first elution of (S)-isomer. Addnl., it is also confirmed that the interaction energies included the van der Waals energy (ΔEvdw), electrostatic energy (ΔEelec), polar solvation energy, and SASA energy (ΔEsasa), and the separation factor (α) was closely connected with the disparity in the binding energies of optical isomers and HP-β-CD complexes. Meanwhile, from mol. dynamics simulation, it can be found that the Δ(ΔEbinding), (Δ(ΔEbinding) = ΔEbinding,R – ΔEbinding,S) value was in order of MA-HP-β-CD complex > MMA-HP-β-CD complex > PMA-HP-β-CD complex, which was consistent with the order of Δ(ΔG) values obtained from van′t Hoff plot. This indicated that the mol. dynamics simulation has predictive function for chiral resolution2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid) was used in this study.

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acidAlthough ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Recyclable nickel-catalyzed C-H/O-H dual functionalization of phenols with mandelic acids for the synthesis of 3-aryl benzofuran-2(3H)-ones under solvent-free conditions》 were Tang, Zhi; Tong, Zhou; Xu, Zhihui; Au, Chak-Tong; Qiu, Renhua; Yin, Shuang-Feng. And the article was published in Green Chemistry in 2019. Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid The author mentioned the following in the article:

Herein, a protocol was developed for the efficient synthesis of 3-aryl-benzofuran-2(3H)-ones I [R = H, 5-Me, 7-t-Bu, etc.; R1 = Ph, 4-HOC6H4, 2-ClC6H4, etc.] via C-H/O-H bond dual functionalization of phenols with mandelic acids under solvent-free conditions using Ni(OTf)2 as catalyst. The nickel catalyst could be easily recycled in a test of three runs at the scale of 10 mmol without significant decline in the product yield. It was demonstrated that the yield of the desired products could be increased, for example, in the synthesis of the antioxidant Irganox HP-136 to a scale of 166 g. In the experimental materials used by the author, we found 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2021,CCS Chemistry included an article by Tang, Xiaowen; Luo, Xiang; Su, Qiong; Wei, Gaofei; Meng, Shan-Shui; Chan, Albert S. C.. Name: 2-Hydroxy-2-(4-propoxyphenyl)acetic acid. The article was titled 《Chemoselective dual functionalization of phenols via relay catalysis of borane with different forms》. The information in the text is summarized as follows:

A highly efficient and chemoselective dual functionalization of unprotected phenols with α- or β- hydroxyl acids was presented. A variety of valuable benzofuranones and dihydrocoumarins were delivered in moderate to high yields. D. functional theory (DFT) calculations and control experiments indicated that an untypical Friedel-Crafts alkylation and the subsequent lactonization were catalyzed by the Lewis acid form and the Bronsted acid form of borane, resp. Gram-scale experiments and late-stage functionalization of complex mols. were performed to highlight the utility of this reaction. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Name: 2-Hydroxy-2-(4-propoxyphenyl)acetic acid)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Name: 2-Hydroxy-2-(4-propoxyphenyl)acetic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hallas, G.; Yoon, Chun published their research in Dyes and Pigments on February 28 ,2001. The article was titled 《The synthesis and properties of red and blue benzodifuranones》.Application of 79694-16-9 The article contains the following contents:

In this study, red and blue benzodifuranones have been synthesized and their phys. properties measured. Red benzodifuranones were synthesized from half-condensed benzofuranone intermediates and alkoxymandelic acid derivatives Blue benzodifuranones were synthesized from the half-condensed intermediates and phenyltartronic acid derivatives In the experiment, the researchers used 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Application of 79694-16-9)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.The C-O bonds that comprise simple ethers are strong. Application of 79694-16-9 They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Song, Qiuling; Feng, Qiang; Yang, Kai published an article on January 17 ,2014. The article was titled 《Synthesis of primary amides via copper-catalyzed aerobic decarboxylative ammoxidation of phenylacetic acids and α-hydroxyphenylacetic acids with ammonia in water》, and you may find the article in Organic Letters.Category: ethers-buliding-blocks The information in the text is summarized as follows:

A Cu2O-catalyzed aerobic oxidative decarboxylative ammoxidation to primary benzamides from phenylacetic acids and α-hydroxyphenylacetic acids is developed. A variety of primary benzamides could be prepared smoothly, in good to excellent yields, by means of a one-pot domino protocol combining decarboxylation, dioxygen activation, oxidative C-H bond functionalization, and amidation reactions. After reading the article, we found that the author used 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Category: ethers-buliding-blocks)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Category: ethers-buliding-blocks They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30》 was written by Chen, Peiran; Yang, Wenhong. Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid And the article was included in Tetrahedron Letters on April 2 ,2014. The article conveys some information:

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed. In the experimental materials used by the author, we found 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.The C-O bonds that comprise simple ethers are strong. Application In Synthesis of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Commercial dyes synthesized under solvent-free or aqueous-only conditions》 were Soydaner, Umut; Ozturk, Gozde Ipek; Taralp, Alpay. And the article was published in Preprints of Extended Abstracts presented at the ACS National Meeting in 2004. Safety of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid The author mentioned the following in the article:

In this work, the literature synthesis of C.I. Disperse Red 356 from 4-propoxymandelic acid was revised to exclude the use of H2SO4 and PhCl. P-toluenesulfonic acid was used as the catalyst. In addition to this study using 2-Hydroxy-2-(4-propoxyphenyl)acetic acid, there are many other studies that have used 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Safety of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid) was used in this study.

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Safety of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem