Tag: M.W=100-150

Heger, Matthias published the artcileBracketing subtle conformational energy differences between self-solvated and stretched trifluoropropanol, Application of 3,3,3-Trifluoropropan-1-ol, the publication is Physical Chemistry Chemical Physics (2015), 17(15), 9899-9909, database is CAplus and MEDLINE.

The intramol. OH···F hydrogen bond in 3,3,3-trifluoropropanol (TFP) exerts a subtle stabilizing effect that, when compared to the non-fluorinated analog, reorders the five distinguishable conformers and widens the gap between the two most stable structures. Here, we combine findings from Raman spectroscopy in supersonic expansions and high-level quantum-chem. calculations to bracket the energy difference between the two most stable TFP structures at 1.7(5) kJ mol^-1. The torsional potential energy surface suggests consecutive backbone and OH torsional motions for the conformer interconversion, which are discussed in the framework of supersonic jet cooling as a function of nozzle temperature The picture of a bistable cold mol. with trans or gauche backbone emerges, in which the OH group controls the energy difference and modulates the high barrier separating the heavy atom frames.

Physical Chemistry Chemical Physics published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Application of 3,3,3-Trifluoropropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Du, Bingnan published the artcileThioether-Directed NiH-Catalyzed Remote γ-C(sp³)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones, SDS of cas: 4410-99-5, the publication is Journal of the American Chemical Society (2021), 143(37), 14962-14968, database is CAplus and MEDLINE.

A NiH-catalyzed thioether-directed cyclometalation strategy was developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an alkene could be terminated at the γ-methylene site remote from the alkene moiety. By employing 2,9-dibutyl-1,10-phenanthroline as the ligand and dioxazolones as the reagent, the amidation occurs at the γ-C(sp³)-H bonds to afford the amide products in up to 90% yield (<40 examples) with remarkable regioselectivity (up to 24:1 rr).

Journal of the American Chemical Society published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, SDS of cas: 4410-99-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Watson, Christine published the artcileOptimization of a novel series of selective CNS penetrant CB₂ agonists, Formula: C4H10OS, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(14), 4284-4287, database is CAplus and MEDLINE.

A series of benzimidazole CB₂ receptor agonists were prepared and their properties investigated. Optimization of the three benzimidazole substituents led to the identification of I [R = cyclopropylmethyl, II], a potent CB₂ full agonist (EC₅₀ 2.7 nM) with excellent selectivity over the CB₁ receptor (>3000-fold). II demonstrated good CNS penetration in rats. Further optimization led to the identification of I [R = (2R)-2-tetrahydrofuranylmethyl] with improved selectivity over hERG and excellent CNS penetration in rat.

Bioorganic & Medicinal Chemistry Letters published new progress about 73303-88-5. 73303-88-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Alcohol, name is 2-Methyl-2-sulfanylpropan-1-ol, and the molecular formula is C9H20Cl2Si, Formula: C4H10OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tuncer, Sevgican published the artcileSpectroscopic and thermodynamic approach to the interaction of nonperipherally substituted cationic phthalocyanines with calf thymus (CT)-DNA, Recommanded Product: 2-Morpholinoethanol, the publication is Turkish Journal of Chemistry (2018), 42(2), 274-295, database is CAplus.

Novel, nonperipherally tetrasubstituted cationic metal-free and metallophthalocyanines (Zn, In) were synthesized in the present study. The binding constants, the disappearance of quenching effect of all cationic phthalocyanines on the fluorescence intensity of SYBR Green-disodium salt of DNA from calf thymus complex, and the changes in Tm of double helix DNA with thermal denaturation profile were investigated by UV-Vis and fluorescence spectrophotometric methods. To investigate the spontaneity of the reactions between DNA and novel quaternized phthalocyanines in buffer, thermodn. parameters were employed.

Turkish Journal of Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C18H24N6O6S4, Recommanded Product: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Reginato, Marcelo Mota published the artcileConformational study of the electronic interactions and nitric oxide release potential of new S-nitrosothiols esters derivatives of ibuprofen, naproxen and phenyl acids substituted (SNO-ESTERS): Synthesis, infrared spectroscopy analysis and theoretical calculations, Synthetic Route of 73303-88-5, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2019), 132-142, database is CAplus and MEDLINE.

The conformational study on the new S-nitrosothiols esters (SNO-ESTERS): para-substituted (X = H, OMe, Cl and NO₂) S-nitrosothiol derivatives 2-methyl-2-(sulfanyl)propyl phenylacetates (R1), 2-(4-isobutylphenyl)propanoate (ibuprofen, R2), and 2-(4-isobutylphenyl)propanoate of 2-methyl-2-(nitrososulfanyl)propyl (naproxen, R3) was performed using IR spectroscopy (IR) in solvents with increasing polarity (CCl₄, CH₃Cl, and CH₃CN), and theor. calculations, to determine the preferential conformer and the potential of these compounds to release nitric oxide (NO). S-Nitrosothiols were synthesized by esterification reactions, using chlorides of the corresponding carboxylic acids, with good yields (~60%). IR results showed that these compounds presented only one conformation, and the exptl. data were supported by the theor. results obtained by d. functional theory (DFT) calculations using the 6311+G (2df, 2p) basis set. The calculations revealed that all S-nitrosothiols presented one preferential anticlinal (ac) geometric conformation, which agrees with the data obtained exptl. in CCl₄. These conformers are stabilized by intramol. hydrogen bonds. Examination of the geometry with regard to the R-SNO group revealed that these compounds are preferentially in the trans (anti) conformation. The calculation of the orbital interactions using the Natural Bond Orbital (NBO) method showed that the n_O(NO) → σ*_(S-N) hyper-conjugative interaction increases the S-N bond length. The strong nS → π*_(NO) interaction and electronic delocalization induces a partial π character to the S-N bond. The weak σ_S-N bond indicates strong delocalization of the electron pair in O (NO) by the n_O(NO) → σ*_(S-N) interaction, thereby increasing the capacity of NO release from SNO-ESTERS.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 73303-88-5. 73303-88-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Alcohol, name is 2-Methyl-2-sulfanylpropan-1-ol, and the molecular formula is C4H10OS, Synthetic Route of 73303-88-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chang, Jun Jie published the artcileSynthesis of vinyl iodide chain-end polymers via organocatalyzed chain-end transformation, Recommanded Product: 2-Phenylethanethiol, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(9), 1105-1108, database is CAplus and MEDLINE.

In the presence of alkynes (CH=C-R²), iodide chain-end polymers (Polymer-I) were successfully transformed to vinyl iodide chain-end polymers (polymer-CH=CR²-I) in a single step via organocatalysis. This reaction is completely metal-free and easy to carry out without using special reagents or special conditions. The polymers encompassing polyacrylates and polymethacrylate, and addnl. functionalities (e.g., OH and CF₃) were also incorporated into the R² moiety. The obtained Polymer-CH=CR²-I further served as a useful precursor for copper-catalyzed cross-coupling reactions with various thiols (R³-SH) to yield vinyl sulfide chain-end polymers (polymer-CH=CR²-SR³) with various R³ moieties. Interestingly, under selected conditions, this organocatalysis also offered block-like copolymers containing a conjugated oligo-alkyne segment and a non-conjugated polyacrylate segment. Exploiting the unique structure, the block-like copolymer was used as an efficient dispersant of carbon nanotubes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hanaya, Kengo published the artcileNickel(II)-Mediated C-S Cross-Coupling Between Thiols and ortho-Substituted Arylboronic Acid, Quality Control of 4410-99-5, the publication is Asian Journal of Organic Chemistry (2021), 10(3), 582-587, database is CAplus.

Herein, a C-S cross-coupling reaction between alkyl thiols or aryl thiols and ortho-substituted arylboronic acids that proceeded in the presence of an inexpensive and ligand-free NiCl₂.6H₂O salt and N-methylmorpholine, a weak base, at 25°C in air were reported. The presence of coordinating and electron-withdrawing groups at the ortho-position of the arylboronic acids played a crucial role in determining the efficiency of the reaction. X-ray crystallog. anal. revealed that the [NiCl₂(DMF)₂(H₂O)₂] complex was formed in-situ. The complex was an excellent precursor of the active nickel species. The reaction offered an extremely mild and operationally convenient method to access a wide variety of alkyl aryl sulfides and diaryl sulfides without using expensive transition metals such as palladium, gold, and rhodium and specialized and expensive ligands.

Asian Journal of Organic Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Quality Control of 4410-99-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Huang, Jin published the artcileSimple Approach to Macrocyclic Carbonates with Fast Polymerization Rates and Their Polymer-to-Monomer Regeneration, HPLC of Formula: 111-29-5, the publication is Macromolecules (Washington, DC, United States) (2022), 55(2), 608-614, database is CAplus.

Designing polymeric materials for closed-loop material streams is the key to achieving a circular society. Here, a library of macrocyclic carbonates (MCs) was designed by a facile and direct one-pot, two-step synthesis approach without the use of a solvent at a 10 g scale. We demonstrate that anionic polymerization with tert-butoxide enables the ultrafast ring-opening polymerization (ROP) of MCs with high conversion (>97%) within seconds (3-10 s) at ambient temperature The polymerization rate depends on the odd or even number of methylene groups between the carbonate linkages in the MCs, and not the overall ring size, yielding an “odd-even” effect. This polymerization rate is related to the difference in mol. conformation of the MCs, as determined by X-ray crystallog. The polymers (polypenta-, hexa-, heptamethylene carbonate) were subsequently regenerated back to their original MCs at a high selectivity (95-99 mol %) and good yields (70-85%), hence taking a step toward closing the loop on these long alkyl chain polycarbonates.

Macromolecules (Washington, DC, United States) published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, HPLC of Formula: 111-29-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sorrentino, Jacob P. published the artcileAcid-Catalyzed Hydrothiolation of gem-Difluorostyrenes to Access α,α-Difluoroalkylthioethers, Recommanded Product: 2-Phenylethanethiol, the publication is Journal of Organic Chemistry (2021), 86(3), 2297-2311, database is CAplus and MEDLINE.

The substitution of hydrogen atoms with fluorine in bioactive mols. can greatly impact physicochem., pharmacokinetic, and pharmacodynamic properties. However, current synthetic methods cannot readily access many fluorinated motifs, which impedes utilization of these groups. Thus, the development of new methods to introduce fluorinated functional groups was critical for developing the next generation of biol. probes and therapeutic agents. The synthesis of one such substructure, the α,α-difluoroalkylthioether, typically requires specialized conditions that necessitate early-stage installation. A late-stage and convergent approach to access α,α-difluoroalkylthioethers could involve nucleophilic addition of thiols across gem-difluorostyrenes. Unfortunately, under basic conditions, nucleophilic addition to gem-difluorostyrenes generates an anionic intermediate that can undergo facile elimination of fluoride to generate α-fluorovinylthioethers. To overcome this decomposition,acid-based catalyst system to facilitate simultaneous nucleophilic addition and protonation of the unstable intermediate. Ultimately, the optimized mild conditions afford the desired α,α-difluoroalkylthioethers in high selectivity and moderate to excellent yields. These α,α-difluoroalkylthioethers were less nucleophilic and more oxidatively stable relative to nonfluorinated thioethers, suggesting the potential application of this unexplored functional group in biol. probes and therapeutic agents.

Journal of Organic Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C3H5F3O, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ishidate, Motoi Jr. published the artcileChromosome tests with 134 compounds on Chinese hamster cells in vitro – a screening for chemical carcinogens, Formula: C8H19NO, the publication is Mutation Research, Genetic Toxicology Testing (1977), 48(3-4), 337-53, database is CAplus.

Chromosomal aberration tests in vitro were carried out on Chinese hamster cells grown in culture with various chems., including carcinogenic N-nitroso compounds and their related derivatives, food additives, medical drugs, pesticides and other chems. commonly used in laboratories or industries. Of the 134 chems. tested, 63 gave neg. results in the test system even with doses at which the cell growth was markedly inhibited. Nearly all compounds known to be mutagenic in bacteria were also pos. in this system. Both urethane [51-79-6] and diethylstilbestrol [56-53-1] were pos., even though they are known to be carcinoenic but not mutagenic in bacteria. Compounds such as N-alkyl-N’-nitrogunidines, barbital [57-44-3], Na benzoate [532-32-1], saccharin sodium [128-44-9], NaNO2, NaNO3, and 4-aminoquinoline-1-oxide [2508-86-3] were pos. in the chromosome tests, but they have not been conclusively tested for their carcinogenicity.

Mutation Research, Genetic Toxicology Testing published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, Formula: C8H19NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts