Month: February 2023

Solid-phase synthesis of sulfamides was written by Esteve, Cristina;Vidal, Bernat. And the article was included in Tetrahedron Letters in 2002.Formula: C11H16O3 This article mentions the following:

A straightforward synthesis of diversely substituted sulfamides is described. The reaction of sulfamoylating agent 4-(dimethylamino)-1-[[[(1,1-dimethylethoxy)carbonyl]amino]sulfonyl]pyridinium inner salt with solid-phase bound amines to give polymer bound BOC-substituted sulfamides is described. Further N-alkylation is achieved under Mitsunobu conditions. Simultaneous deprotection and cleavage of the products leads to unsym. substituted sulfamides. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Formula: C11H16O3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Formula: C11H16O3

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

Ni-Catalyzed Reductive Coupling of Electron-Rich Aryl Iodides with Tertiary Alkyl Halides was written by Wang, Xuan;Ma, Guobin;Peng, Yu;Pitsch, Chloe E.;Moll, Brenda J.;Ly, Thu D.;Wang, Xiaotai;Gong, Hegui. And the article was included in Journal of the American Chemical Society in 2018.Synthetic Route of C8H9IO This article mentions the following:

This work illustrates the reductive coupling of electron-rich aryl halides with tertiary alkyl halides under Ni-catalyzed cross-electrophile coupling conditions, which offers an efficient protocol for the construction of all carbon quaternary stereogenic centers. The mild and easy-to-operate reaction tolerates a wide range of functional groups. The utility of this method is manifested by the preparation of cyclotryptamine derivatives, wherein successful incorporation of 7-indolyl moieties is of particular interest as numerous naturally occurring products are composed of these key scaffolds. DFT calculations have been carried out to investigate the proposed radical chain and double oxidative addition pathways, which provide useful mechanistic insights into the part of the reaction that takes place in solution In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Synthetic Route of C8H9IO).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Synthetic Route of C8H9IO

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

Structure of Magnesium Chloride Complexes in Ethereal Systems: Computational Comparison of THF and Glymes as Solvents for Magnesium Battery Electrolytes was written by Jankowski, Piotr;Lastra, Juan Maria Garcia;Vegge, Tejs. And the article was included in Batteries & Supercaps in 2020.Recommanded Product: 112-49-2 This article mentions the following:

The structure of the electrolyte is crucial for the performance of rechargeable magnesium batteries. Doubly charged cations interact much stronger with both anions and solvent mols., forming different size clusters. Here, we apply DFT calculations to investigate salt solvation by altering the first solvation shell of the magnesium-chloride complexes in different ethereal solvents: THF, monoglyme, diglyme, triglyme and tetraglyme. The anal. was performed by looking for the most stable structures, considering mono-, di- and trimeric clusters of MgxCly. The determination of clusters geometries, together with their energies, resulted in a comprehensive picture of the thermodynamically preferred state of the electrolyte, and allowed for a simple assessment of the electrochem. activity of the electrolyte. Our anal. shows that clustering is beneficial for desolvation of magnesium from the cluster, but causes overpotentials due to hindered electron transfer. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Recommanded Product: 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Recommanded Product: 112-49-2

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

Direct Allylation of Quinones with Allylboronates was written by Deng, Hong-Ping;Wang, Dong;Szabo, Kalman J.. And the article was included in Journal of Organic Chemistry in 2015.Product Details of 605-94-7 This article mentions the following:

Allylboronates achieve C-H allylation of unsubstituted or monosubstituted benzoquinone and naphthoquinone substrates. In the case of 2,5- or 2,6-disubstituted quinones, addition involving the substituted carbon takes place. Allylation with stereodefined allylboronates occurs with retention of the configuration. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Product Details of 605-94-7).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Product Details of 605-94-7

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

Olefin saturation and acid reduction of 3,4-dimethoxycinnamic acid and derivatives by Phanerochaete chrysosporium was written by Enoki, Akio;Yajima, Yasuo;Gold, Michael H.. And the article was included in Phytochemistry (Elsevier) in 1981.Name: 3-(3,4-Dimethoxyphenyl)propan-1-ol This article mentions the following:

The white rot fungus P. chrysosporium metabolized 3,4-dimethoxycinnamic acid in shaking and N-sufficient cultures. Metabolites identified included 3-(3,4-dimethoxyphenyl)propionic acid, dimethoxycinnamyl alc. and 3-(3,4-dimethoxyphenyl)-1-propanol. Significantly smaller amounts of veratryl and vanillyl alc. were also present. The abundance of the propionic acid and the propanol as metabolic products indicated that olefin saturation and acid reduction are important reactions catalyzed under these conditions. Metabolites identified from the metabolism of 3-(3,4-dimethoxyphenyl)-propionic acid included the above 1-propanol as well as veratryl and vanillyl alc.; the identification of these benzyl alc. derivatives as metabolites suggests that α,β-bond cleavage of this substrate was preceded by alkane hydroxylation at the α-position. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Name: 3-(3,4-Dimethoxyphenyl)propan-1-ol).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Name: 3-(3,4-Dimethoxyphenyl)propan-1-ol

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

Periphery-modified crown ethers. Synthesis of bis-5,8-dimethoxy-1,4-methanonaphthalene-fused crown ethers was written by Chou, Teh-Chang;Chen, Shing-Yi;Chen, Yie-Hsung. And the article was included in Tetrahedron in 2003.Computed Properties of C11H22O5 This article mentions the following:

The easily accessible and multi-functionalized 5,8-dimethoxy-6,7-dihydroxy methyl-1,4-dihydro-1,4-methanonaphthalene (I) has been utilized as the basic building material to synthesize the sym. bis-methanonaphthalene-fused crown ethers (BMN-16-crown-4, BMN-22-crown-6, BMN-28-crown-8, and BMN-34-crown-10), that are constructed based on the connection between the α,β-bis-benzylic carbon atoms of diol I and oligoethylene glycols via two synthetic routes keyed upon the method of Williamson ether synthesis. These compounds are constructed based on the connection between the α,β,-bis-benzylic carbon atoms of diol and oligoethylene glycols via two synthetic routes keyed upon the method of Williamson ether synthesis. Crystal structures of one of the products (in syn- and anti-forms) are also reported. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Computed Properties of C11H22O5).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Computed Properties of C11H22O5

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

Enhancement in the Mechanical Stretchability of PEDOT:PSS Films by Compounds of Multiple Hydroxyl Groups for Their Application as Transparent Stretchable Conductors was written by He, Hao;Zhang, Lei;Yue, Shizhong;Yu, Suzhu;Wei, Jun;Ouyang, Jianyong. And the article was included in Macromolecules (Washington, DC, United States) in 2021.Product Details of 112-49-2 This article mentions the following:

It is of significance to develop stretchable conductors for flexible electronics. Although intrinsically conducting polymers like poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS) can exhibit high conductivity, they have limited mech. stretchability because of the rigid conjugated backbone and strong interchain interaction. Here, we report the significant enhancement in the mech. stretchability of PEDOT:PSS films by adding a compound of two or more hydroxyl groups like glycerol, malic acid, 1,2,6-hexanetriol, or triethylene glycol. The elongation at break can be enhanced from <10% of pristine PEDOT:PSS films to >50%. The enhancement in the mech. stretchability is less significant when other compounds with only one hydroxyl or no hydroxyl group are used. The effect of the compounds with multiple hydroxyl groups on the stretchability of PEDOT:PSS is related to the Hansen solubility parameter (HSP) δ_h. A compound with a higher δ_h value can give rise to a more significant plasticization of PEDOT:PSS. The mechanism is attributed to the destruction of hydrogen bonds among the chains of poly(styrenesulfonic acid) (PSSH) by the compounds of multiple hydroxyl groups. This effectively lowers the interchain interaction among the PSSH and thus increases the mech. stretchability of PEDOT:PSS. Simultaneously, these compounds can induce secondary doping to saliently enhance the conductivity of PEDOT:PSS films. The highly stretchable and highly conductive PEDOT:PSS films can be used as transparent stretchable conductors. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Product Details of 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Product Details of 112-49-2

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

Elemental fluorine Part 12. Fluorination of 1,4-disubstituted aromatic compounds was written by Chambers, R. D.;Hutchinson, J.;Sparrowhawk, M. E.;Sandford, G.;Moilliet, J. S.;Thomson, J.. And the article was included in Journal of Fluorine Chemistry in 2000.Reference of 104197-14-0 This article mentions the following:

Direct fluorination of 1,4-disubstituted benzenes in acid reaction media at convenient temperature leads, in many cases, to selectively fluorinated aromatic products in preparatively useful conversions and yields. Thus, treatment of 4-O₂NC₆H₄OH with F₂ in formic acid at 10° gave 70% 2-fluoro-4-nitrophenol and 8% 2,6-difluoro-4-nitrophenol with 75% conversion. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Reference of 104197-14-0).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Reference of 104197-14-0

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

Monofluoro Analogs of Eugenol Methyl Ether as Novel Attractants for the Oriental Fruit Fly was written by Khrimian, Achot P.;DeMilo, Albert B.;Waters, Rolland M.;Liquido, Nicanor J.;Nicholson, Jesse M.. And the article was included in Journal of Organic Chemistry in 1994.COA of Formula: C11H16O3 This article mentions the following:

Monofluoro analogs of eugenol Me ether as potential attractants for the Oriental fruit fly (Bactrocera dorsalis, Hendel) were synthesized using selective fluorination reactions: electrophilic hydro- and iodofluorination, fluorodehydroxylation with (diethylamido)sulfur trifluoride (DAST), and Wittig fluoroolefination through the stabilized ylides. Unusual reduction of the double bond was detected in a reaction of Me eugenol with pyridinium poly(hydrogen fluoride). Bis[(3,4-dimethoxyphenyl)alkyl] carbonates were identified as the novel nucleophilic substitution products of the intermediate generated from the reaction of 3,4-dimethoxybenzenealkanols with DAST. Reductive desulfonylation of (Z)-3,4-(MeO)₂C₆H₃CH₂CH:CFSO₂Ph with sodium amalgam afforded 3,4-(MeO)₂C₆H₃CH₂CH:CHF (E/Z = 85:15) which was highly attractive to the Oriental fruit fly. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3COA of Formula: C11H16O3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.COA of Formula: C11H16O3

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

Synthesis of Phenoxathiins and Phenothiazines by Aryne Reactions with Thiosulfonates was written by Kanemoto, Kazuya;Sakata, Yuki;Hosoya, Takamitsu;Yoshida, Suguru. And the article was included in Chemistry Letters in 2020.Recommanded Product: 112-49-2 This article mentions the following:

Novel synthetic methods for phenoxathiins e.g., I and phenothiazines II (R = H, OMe, morpholin-4-yl, etc.) by aryne reactions e.g., 2-(trimethylsilyl)phenyl triflate are disclosed. Here, it was found that phenoxathiins e.g., I were efficiently prepared by the reaction between aryne intermediates and S-(2-hydroxyaryl) 4-toluenethiosulfonates R¹-2-OHC₆H₃STs (R¹ = H, 5-Me, 4-OMe). A synthetic method for phenothiazines II was also developed by the reaction of arynes with S-(2-aminophenyl)-4-toluenethiosulfonate. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Recommanded Product: 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Recommanded Product: 112-49-2

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