Day: November 25, 2022

Sathyanarayana, Pochampalli published the artcileIodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones, HPLC of Formula: 20029-52-1, the publication is RSC Advances (2016), 6(27), 22749-22753, database is CAplus.

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Addnl. benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

RSC Advances published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Hubbard, Robert L. published the artcileAn empirically derived model for further increasing microwave curing rates of epoxy-amine polymerizations, Product Details of C13H26N2, the publication is Journal of Applied Polymer Science (2021), 138(1), 49635, database is CAplus.

The reaction rates of common epoxy resins with diamine crosslinking agents in uniform microwave fields have been compared according to a variety of structural features. A statistically designed exptl. matrix was used to determine that the curing rates were linearly dependent on only two significant variables, amine basicity, and degrees of rotational freedom (entropy) of the reactants. Surprisingly, the mol. polarizability, which is commonly understood to be responsible for the transfer of microwave electromagnetic energy to mols. with permanent dipoles, had no significant effect even as a dependent variable. A very high probability model was produced that accurately predicts the reactivities of epoxide and diamine reactants with respect to specific structural features. Further evidence is provided for a dominant linear pregelation polymerization and a uniform microwave reaction field.

Journal of Applied Polymer Science published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Product Details of C13H26N2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Mayes, Horace A. published the artcileNitration of phenylcyclohexane and of its p-halogen derivatives, Category: quinuclidine, the publication is Journal of the Chemical Society (1929), 500-8, database is CAplus.

Cyclohexyl chloride (62 g.), 160 g. PhCl and 14 g. AlCl₃ give 74 g. p-chlorophenylcyclohexane (I), b₁₀ 134°, b₁₅ 140°, b₁₉ 145°, d₄²⁵ 1.065, n_D²⁵, 1.5386. Oxidation gives p-ClC₆H₄-CO₂H. The p-Br derivative (II), b₂₃ 160°, d₄²⁵ 1.283, n_D²⁵ 1.5584, results similarly in 65% yield. The p-NH₂: derivative, through diazo reaction, gives the p-I derivative (III), b₂₁ 185°’, b₁₁ 174°, d₄¹⁹ 1.448, n_D²⁵ 1.5900. Nitration of phenyleyclohexane in AcOH at 0° gives 62.2% of the p-NO₂ derivative, m. 57.5-8.5°; the o-NO₂ derivative, b₁₀ 174°, d₄²³ 1.111, n_D²⁶ 1.5472. With HNO₃ (d. 1.5) at 0° there results the p-NO₂ derivative and the 2,4-di-NO₂ derivative, pale yellow, m. 57°. p-Aminophenylcyclohexane, m. 55°, results almost quant. by reducing with Fe and very dilute HCl; Ac derivative, m. 129°; 2-NO₂ derivative, yellow, m. 65°, reduced to the 2,4-di-NH₂ derivative, m. 108° (Ac derivative, m. 268°). I, added to 8 times its weight of HNO₃ (d. 1.5) at 0° to -5°, gives the 2,5-di-NO₂ derivative (IV), m. 92°; 4-piperidino derivative, orange-yellow, m. 108°. Nitration of I in AcOH at 5-10° gives about 56% of the 3-NO₂ derivative Nitration of II gives 38% of the 3-NO₂ compound III and HNO₃ give p-IC₆H₄NO₂. p-Acetylphenylcyclohexane, m. 68-9°, in 60% yield from phenylcyclohexane, AcCl, AlCl₃ and CS₂; phenylhydrazone, yellow, m. 105°. Oxidation gives p-cyclohexylbenzoic acid, m. 109° (Na salt, needles). Reduction of IV gives 4-chloro-2,5-diaminophenylcyclohexane, m. 95-6°.

Journal of the Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Tanaka, Takaaki published the artcileElectrical properties of crosslinked aliphatic polyurea thin films prepared by vapor deposition polymerization, Synthetic Route of 1761-71-3, the publication is Japanese Journal of Applied Physics (2020), 59(3), 036502, database is CAplus.

Vapor deposition polymerization (VDP) is a method for producing high-performance polymeric thin films, such as polyimide, polyamide and polyurea, by co-evaporation of two types of bi-functional monomers on the substrate surface. Polymeric films obtained by VDP have a high dielec. constant and high breakdown voltage and low impurity content due to being solvent-free. In this study, polyurea thin films were prepared by VDP. The relation between the elec. properties and the chem. structures was investigated by IR spectroscopy. The IR spectra of the crosslinked aliphatic polyurea thin films indicated strong intermol. hydrogen bonds even in the disordered network structure without mol. orientation. In addition, the crosslinking agent gave rise to an increase in the concentration of urea groups. Both effects of the crosslinking agent may have contributed to the simultaneous improvement of the dielec. constant and the dielec. loss, even though they generally have a trade-off relationship.

Japanese Journal of Applied Physics published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C8H5IO, Synthetic Route of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Goutierre, Anne-Sophie published the artcileComparative structural analysis of biarylphosphine ligands in arylpalladium bromide and malonate complexes, Application In Synthesis of 1160556-64-8, the publication is Organometallics (2017), 36(1), 129-135, database is CAplus.

The substitution of biarylphosphine ligands was shown to have a marked impact on the α/β selectivity of the arylation of ester enolates. To get further insight into this effect, the solid-state structures of arylpalladium bromide and malonate complexes [(R₃P)Pd(Ar^F)Br]₂ and [(R₃P)Pd(Ar^F)[O:C(OMe)CHC(OMe):O]] [Ar^F = 3,5-(CF₃)₂C₆H₃] with four different biarylphosphine ligands were obtained by X-ray diffraction anal. Structural differences were not very pronounced except for the conformationally restricted CPhos ligand, which showed a bidentate coordination mode in the oxidative addition complex, whereas the other ligands form dimeric species.

Organometallics published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Application In Synthesis of 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bodroux, Daniel published the artcileSynthesis of p-cyclohexylbenzyl alcohol and p-cyclohexylbenzoic acid, Category: quinuclidine, the publication is Compt. rend. (1937), 991-3, database is CAplus.

By the action of CH(OEt)₃ on C₆H₁₁C₆H₄MgBr (I), C₆H₁₁C₆H₄CHO resulted, b₁₀ 159°, d²⁰ 1.028, n_D 1.524 (yield, 53%). From I and solid CO₂ was obtained C₆H₁₁C₆H₄CO₂H, m. 198° (yield, 61%). Bromination of C₆H₁₁Ph in the presence of a little I₂ gave p-C₆H₁₁C₆H₄Br, b₉ 153-5°, d¹⁸ 1.288, n_D 1.5645 (yield, 80%).

Compt. rend. published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bodroux, Daniel published the artcileSyntheses in the phenylcyclohexane series, COA of Formula: C13H16O2, the publication is Bulletin de la Societe Chimique de France (1939), 1411-16, database is CAplus.

The reaction mixture obtained by the dropwise addition of 160 g. Br to 160 g. of phenylcyclohexane (I) containing 16 g. of powd. I was washed with 10% NaOH and water, and steam distilled, yielding 190 g. of p-bromocyclohexylbenzene (II), b₁₀ 153-5°, d₄¹⁸ 1.288, n_D¹⁸ 1.5645, M. R. 60.4 (calculated 59.82), oxidized by CrO₃ in AcOH to the corresponding p-BrC₆H₄CO₂H, m. 250-1°. The Grignard reagent (III) from 48 g. II, 5 g. Mg and 80 g. Et₂O was treated with solid CO₂ and after decomposition with dilute HCl gave 25 g. of p-cyclohexylbenzoic acid, m. 197°, oxidized by KMnO₄ in 10% boiling KOH to terephthalic acid, m. 310-20°, identified through its mononitro derivative Hydrolysis of the acetal obtained by the action of HC(OEt)₃ on II in Et₂O yielded 53% of p-cyclohexylbenzaldehyde (IV), b₁₀ 158-9°, d₄²⁰ 1.028, n_D²⁰ 1.524, M. R. 55.96 (calculated 56.73). Passage of a steady current of dry HCl through a well-stirred mixture of 320 g. I, 40 g. powd. ZnCl₂ and 30 g. paraformaldehyde produced 160 g. (77%) of p-cyclohexylbenzyl chloride (V), b₁₂ 162-4°, d₄¹² 1.071, n_D¹² 1.5525, M. R. 62.31 (calculated 61.50), converted by continual agitation with boiling solutions of Cu(NO₃)₂ or Pb(NO₃)₂ to 22% and 34% of IV; PhNH₂ addition compound, C₁₉H₂₁N, m. 117-18°. Oxidation of the Grignard reagent (VI) from V by a current of air free from CO₂ gave 34% of p-cyclohexylbenzyl alc. (VII), m. 40°. Conversion of V to the corresponding acetate, m. 48°, by boiling with NaOAc in AcOH and consequent saponification gave 50% of VII, oxidized by boiling 5% HNO₃ to 83% of the corresponding acid. Treatment of VI with CO₂ gave 60% of p-cyclohexylphenylacetic acid, m. 78.5°, oxidized by KMnO₄ to terephthalic acid. Treatment of VI with HC(OEt)₃ did not give the corresponding acetal. In the preparation of III, 1% of bis(p-cyclohexyl)biphenyl, m. 202-3°, was formed. Refluxing V in Et₂O with Na gave bis(p-cyclohexyl)bibenzyl (VIII), m. 148-9°, in 65% yields. VIII was also formed in 17% yields in the preparation of VI.

Bulletin de la Societe Chimique de France published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, COA of Formula: C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

McNelles, Stuart A. published the artcileQuantitative Characterization of the Molecular Dimensions of Flexible Dendritic Macromolecules in Solution by Pyrene Excimer Fluorescence, Recommanded Product: Dbco-acid, the publication is Macromolecules (Washington, DC, United States) (2018), 51(4), 1586-1590, database is CAplus.

Eight pyrene labeled dendrons (PyLDs) were prepared with a polyester backbone of bis(hydroxymethyl)propionic acid and the monomer and excimer fluorescence decays of the PyLDs were acquired and fitted according to the recently introduced model free anal. (MFA). The average rate constant of pyrene excimer formation <k> retrieved from the MFA of the decays was found to scale as (2^N-1)×l3/<L_Py²>^1.5 where N represents the number of ground-state pyrene labels in a dendrimer where one of the pyrene is already excited, l is the average bond length, and <L_Py²> is the average squared end-to-end distance between every two pyrene labels. The remarkable agreement found between these two quantities, namely <k> and (2^N-1)×l³/<L_Py²>^1.5 which were determined exptl. and math., resp., provides strong support to the notion that pyrene excimer fluorescence (PEF) responds to <L_Py²> for pyrene labels attached to macromol. constructs. In turn, <L_Py²>^0.5 can be used as a measure of the dimension of the macromol. object onto which the pyrene labels are covalently attached. Since (2^N-1)/<L_Py²>^1.5 is the local concentration of ground-state pyrenes in the PyLD, the ratio <k>/[(2^N-1)/<L_Py²>^1.5] yields the bimol. rate constant for excimer formation k_diff which was found to equal 5.0 (±0.6)×10⁹ s^-1 for the PyLDs. Consequently, this study demonstrates that PEF applied to macromols. yields a quant. measure of their dimension and internal dynamics and since the rate constant of excimer formation is not distance-dependent, provides a much simpler math. alternative to experiments based on fluorescence resonance energy transfer (FRET).

Macromolecules (Washington, DC, United States) published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Recommanded Product: Dbco-acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Kalita, Deep J. published the artcileNovel bio-based epoxy resins from eugenol as an alternative to BPA epoxy and high throughput screening of the cured coatings, Application In Synthesis of 1761-71-3, the publication is Polymer (2021), 124191, database is CAplus.

A novel vinyl ether monomer from eugenol, 2-eugenoloxyvinyl ether (EEVE), was synthesized and used as a building block for polymeric epoxy resins. The EEVE monomer was polymerized via cationic polymerization of the vinyl ether group leaving the allylic functionality of eugenol available for further epoxidation Epoxidized poly(EEVE) resins varying in levels of epoxidation (epoxy equivalent weights from 360 to 870 g/equiv) were produced and cured with twelve amine curatives at ambient and elevated temperatures for different time intervals to evaluate and optimize the curing regime. The cured coatings were screened with high throughput dye extraction and “conventional” coating testing methods and compared to coatings produced from diglycidyl ether of bisphenol-A (DGEBA). Results showed that coatings derived from epoxidized poly(EEVE) [Epoly(EEVE)] can be tuned from soft and elastic with hardness <50 GPa and glass transition temperatures (T_gs) <20° to hard and brittle with hardness >500 GPa and T_gs>60° by varying the extent of epoxidation and the nature of curative, whereas DGEBA resulted in hard and brittle coatings irresp. of the type of curative used in the study. Compared to DGEBA resin, coatings with similar or higher crosslink densities and hardness were obtained from Epoly(EEVE) resins with >50% epoxidation of EEVE moieties using the same curative and curing regime. These partially biobased epoxy compounds derived from eugenol have the potential to be competitive with petroleum-based DGEBA resins in coatings applications.

Polymer published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Application In Synthesis of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Khodaverdian, Verjine published the artcileDeferiprone: Pan-selective Histone Lysine Demethylase Inhibition Activity and Structure Activity Relationship Study, Synthetic Route of 1761-71-3, the publication is Scientific Reports (2019), 9(1), 1-17, database is CAplus and MEDLINE.

Deferiprone (DFP) is a hydroxypyridinone-derived iron chelator currently in clin. use for iron chelation therapy. DFP has also been known to elicit antiproliferative activities, yet the mechanism of this effect has remained elusive. We herein report that DFP chelates the Fe²⁺ ion at the active sites of selected iron-dependent histone lysine demethylases (KDMs), resulting in pan inhibition of a subfamily of KDMs. Specifically, DFP inhibits the demethylase activities of six KDMs – 2A, 2B, 5C, 6A, 7A and 7B – with low micromolar IC₅₀s while considerably less active or inactive against eleven KDMs – 1A, 3A, 3B, 4A-E, 5A, 5B and 6B. The KDM that is most sensitive to DFP, KDM6A, has an IC₅₀ that is between 7- and 70-fold lower than the iron binding equivalence concentrations at which DFP inhibits ribonucleotide reductase (RNR) activities and/or reduces the labile intracellular zinc ion pool. In breast cancer cell lines, DFP potently inhibits the demethylation of H3K4me3 and H3K27me3, two chromatin posttranslational marks that are subject to removal by several KDM subfamilies which are inhibited by DFP in cell-free assay. These data strongly suggest that DFP derives its anti-proliferative activity largely from the inhibition of a sub-set of KDMs. The docked poses adopted by DFP at the KDM active sites enabled identification of new DFP-based KDM inhibitors which are more cytotoxic to cancer cell lines. We also found that a cohort of these agents inhibited HP1-mediated gene silencing and one lead compound potently inhibited breast tumor growth in murine xenograft models. Overall, this study identified a new chem. scaffold capable of inhibiting KDM enzymes, globally changing histone modification profiles, and with specific anti-tumor activities.

Scientific Reports published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Synthetic Route of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider