Month: December 2022

Hikawa, Hidemasa published the artcileCationic palladium(II)-catalyzed dehydrative nucleophilic substitutions of benzhydryl alcohols with electron-deficient benzenethiols in water, Application In Synthesis of 68569-14-2, the publication is Organic & Biomolecular Chemistry (2016), 14(29), 7038-7045, database is CAplus and MEDLINE.

An efficient direct nucleophilic substitution of benzhydryl alcs. with electron-deficient benzenethiols using cationic Pd(II) catalysts as Lewis acids in water is reported. Atom economical and environmentally benign protocols afford S-benzylated products in moderate to excellent yields. Com. available Pd(MeCN)₄(OTf)₂, PdCl₂(MeCN)₂, and Na₂PdCl₄ are highly efficient catalysts. Notably, this simple protocol can be achieved without any other additives such as acids, bases, or external ligands. A Hammett study on the rate constants of S-benzylation by using various substituted benzhydryl alcs. yielded neg. ρ values, suggesting that there is a build-up of pos. charge in the transition state.

Organic & Biomolecular Chemistry published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Application In Synthesis of 68569-14-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wang, Lei published the artcileSynthesis, herbicidal activities and comparative molecular field analysis study of some novel triazolinone derivatives, SDS of cas: 612-13-5, the publication is Chemical Biology & Drug Design (2009), 73(6), 674-681, database is CAplus and MEDLINE.

A series of novel triazolinones were synthesized and their structures were characterized by ¹H NMR, elemental anal. and single-crystal X-ray diffraction anal. The herbicidal activities were evaluated against Echinochloa crusgalli (L.) Beauv., Digitaria adscendens, Brassica napus and Amaranthus retroflexus. The herbicidal activity data indicated that the title compounds had higher activities with substituted benzyl group moieties than with other groups such as sulfonyl, alkyl, etc. To further investigate the structure-activity relationship, comparative mol. field anal. was performed on the basis of herbicidal activity data. Both the steric and electronic field distributions of comparative mol. field anal. are in good agreement in this work. The results showed that a bulky and electroneg. group around the ortho- or para-positions of the benzene ring would possibly lead to higher activity. Based on the comparative mol. field anal., compound 2-[(1-(2,4-Dichlorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl]benzonitrile was designed and synthesized, which displays as good herbicidal activities as the com. herbicide, carfentrazone-Et. The activity against Digitaria adscendens is 66.1% under preemergence at 300 g of a.i./ha.

Chemical Biology & Drug Design published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C14H28O5S, SDS of cas: 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Sikka, Harish C. published the artcileUptake and metabolism of dichlobenil by emersed aquatic plants, HPLC of Formula: 3336-34-3, the publication is Journal of Agricultural and Food Chemistry (1974), 22(2), 230-4, database is CAplus and MEDLINE.

14C-nitrile-labeled dichlobenil (2,6-dichlorobenzonitrile)(I) [1194-65-6] was readily absorbed and translocated by roots of the immersed aquatic plants, alligator weed (Alternanthera philoxeroides) and parrot feather (Myriophyllum brasiliense). Parrot feather metabolized I principally to 3-hydroxy-2,6-dichlorobenzonitrile [3336-34-3], 2,6-dichlorobenzamide [2008-58-4], and 2,6-dichlorobenzoic acid [50-30-6], whereas alligator weed did not metabolize I.

Journal of Agricultural and Food Chemistry published new progress about 3336-34-3. 3336-34-3 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Phenol, name is 2,6-Dichloro-3-hydroxybenzonitrile, and the molecular formula is C15H10O2, HPLC of Formula: 3336-34-3.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Lubov, Dmitry P. published the artcilePalladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid, Category: nitriles-buliding-blocks, the publication is Dalton Transactions (2020), 49(32), 11150-11156, database is CAplus and MEDLINE.

Four palladium(II) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) was synthesized and X-ray characterized. These complexes efficiently catalyzed benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at < 1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF₆) with the least sterically demanding ligand tpa demonstrated the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provided evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant.

Dalton Transactions published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Lacivita, Enza published the artcileStructure-activity relationship study towards non-peptidic positron emission tomography (PET) radiotracer for gastrin releasing peptide receptors: Development of [¹⁸F] (S)-3-(1H-indol-3-yl)-N-[1-[5-(2-fluoroethoxy)pyridin-2-yl]cyclohexylmethyl]-2-methyl-2-[3-(4-nitrophenyl)ureido]propionamide, Quality Control of 337965-61-4, the publication is Bioorganic & Medicinal Chemistry (2017), 25(1), 277-292, database is CAplus and MEDLINE.

Gastrin-releasing peptide receptors (GRP-Rs, also known as bombesin 2 receptors) are overexpressed in a variety of human cancers, including prostate cancer, and therefore they represent a promising target for in vivo imaging of tumors using positron emission tomog. (PET). Structural modifications of the non-peptidic GRP-R antagonist PD-176252 ((S)-1a) led to the identification of the fluorinated analog (S)-3-(1H-indol-3-yl)-N-[1-[5-(2-fluoroethoxy)pyridin-2-yl]cyclohexylmethyl]-2-methyl-2-[3-(4-nitrophenyl)ureido]propionamide ((S)-1m) that showed high affinity and antagonistic properties for GRP-R. This antagonist was stable in rat plasma and towards microsomal oxidative metabolism in vitro. (S)-1m was successfully radiolabeled with fluorine-18 through a conventional radiochem. procedure. [¹⁸F](S)-1m showed high affinity and displaceable interaction for GRP-Rs in PC3 cells in vitro.

Bioorganic & Medicinal Chemistry published new progress about 337965-61-4. 337965-61-4 belongs to nitriles-buliding-blocks, auxiliary class Pyridine,Fluoride,Nitrile, name is 2-(6-Fluoropyridin-3-yl)acetonitrile, and the molecular formula is C7H5FN2, Quality Control of 337965-61-4.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kwiatkowski, Jacek published the artcileHighly Enantioselective Michael Addition of 2-Fluoro-1,3-diketones to Nitroalkenes, Formula: C9H6N2O2, the publication is European Journal of Organic Chemistry (2015), 2015(2), 320-324, database is CAplus.

The highly enantioselective Michael addition of 2-fluoro-1,3-diketones R¹C(O)CHFC(O)R² (R¹ = Ph, phenanthren-3-yl, furan-2-yl, 4-BrC₆H₄; R² = Me, i-Pr) to nitroalkenes R³CH:CHNO₂ (R³ = i-Pr, Ph, 2-FC₆H₄, etc.) was developed, and the desired adducts I were obtained in good chem. yields with good diastereoselectivities and excellent enantioselectivities. Subsequent stereoselective reduction of the carbonyl groups led to the preparation of a functionalized fluoro isostere of glycerol that contains four continuous stereogenic centers.

European Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Formula: C9H6N2O2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Li, Feng published the artcileSynthesis of ethyl 4-cyanotetrahydropyran-4-carboxylate via solid-liquid phase transfer catalysis, Application of Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate, the publication is Jingxi Huagong (2008), 25(6), 614-617, database is CAplus.

Eethyl 4-cyanotetrahydropyran-4-carboxylate was synthesized from di-(β-chloroethyl) ether, Et cyanoacetate and K₂CO₃ via solid-liquid phase transfer catalysis, using DMF as solvent and dodecyltrimethylammonium bromide (DTMAB) as catalyst [n(DTMAB):n(Et cyanoacetate) = 0.05:1]. The water produced was separated, sp. surface area of potassium carbonate was 6.72 × 10⁴ m^-1 and reaction temperature was 153°, the yield was 90.6%, the reaction time was 2 h. The mechanism and kinetics of the reaction were also studied. The reaction could be described by the pseudo-second-order kinetics. With DTMAB, CTMAB, TBAB and BETAC as catalysts, K_app were 0.01336, 0.01158, 0.00343. and 0.001738 L/(mol/min) respctively. The activation energy of di-(β-chloroethyl) ether and Et cyanoacetate was 58.94 kJ/mol.

Jingxi Huagong published new progress about 30431-99-3. 30431-99-3 belongs to nitriles-buliding-blocks, auxiliary class Tetrahydropyran,Nitrile,Ester, name is Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate, and the molecular formula is C9H13NO3, Application of Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhang, Song published the artcileAsymmetric C-H arylation for synthesis of planar chiral ferrocenes: controlling enantioselectivity using chiral phosphoric acids, Synthetic Route of 68569-14-2, the publication is Youji Huaxue (2016), 36(4), 752-759, database is CAplus.

Transition-metal-catalyzed direct activation reactions of unreactive C-H bond has been extensively developed in recent years. Although numerous synthetic methods have been reported to build diverse complex compounds, enantioselective C-H activation has not been paid much attention to probably because of the absence of suitable ligands to control the stereoselectivity in the C-H activation reaction. Herein, a Pd(0)-catalyzed enantioselective synthesis of planar chiral ferrocenes was described, and chiral phosphoric acids were used as the only chiral source to control the stereoselectivity in the C-H activation reactions.

Youji Huaxue published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C13H16O2, Synthetic Route of 68569-14-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Evans, Richard A. published the artcileHCN dimers: iminoacetonitrile and N-cyanomethanimine, Computed Properties of 5098-14-6, the publication is Journal of the American Chemical Society (1991), 113(19), 7261-76, database is CAplus.

Iminoacetonitrile H(NC)C:NH (I) has been prepared by two methods: (i) thermal decomposition of the tosylhydrazone salts H₂N(NC)C:NN^–TosM⁺ (Tos = tosyl, M = Na, Li) at 200° and (ii) Ar matrix photolysis of azidoacetonitrile. Ab initio calculations indicate that Z–I is of slightly lower energy than E–I, and this is confirmed by the IR spectra with use of the thermal methods. E–I/Z–I undergo photochem. interconversion, giving a ca. 3:1 photostationary E:Z ratio. E–I and Z–I are fully characterized by their gas-phase, matrix, and thin-film IR spectra, which are in excellent agreement with ab initio calculations, by ¹H and ¹³C NMR spectroscopy in solution, and by mass spectrometry. I polymerizes in solution above -40°; pyrolysis produces HCN, and matrix photolysis produces HNC and van der Waals complexes containing HNC. N–tert-Butyliminoacetonitrile thermally fragments to tert-Bu isocyanide and HCN. N-Cyanomethanimine H₂C:NCN (II) has also been prepared by two methods: (i) pyrolysis of trimethylenetetrazole (III) at 500-800° and (ii) pyrolysis of ditetrazolopyrazine (IV) at 600-850°. Both methods are extremely clean. II is fully characterized by its IR spectrum in agreement with ab initio calculations and, in conjunction with other work, by its mass and millimeter-wave spectra. II is thermodynamically stable in the gas phase up to ca. 800° at low pressure and short contact times but polymerizes in the solid state above -100°.

Journal of the American Chemical Society published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Computed Properties of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Tan, Emily H. P. published the artcile[(RCN)₂PdCl₂]-Catalyzed E/Z Isomerization of Alkenes: A Non-Hydride Binuclear Addition-Elimination Pathway, Product Details of C10H12F6N4O6PdS2, the publication is Angewandte Chemie, International Edition (2011), 50(41), 9602-9606, S9602/1-S9602/43, database is CAplus and MEDLINE.

[(RCN)₂PdCl₂] complexes efficiently catalyze double-bond migration and geometric E/Z interconversion in alkenes. We propose a new addition-elimination mechanism with a binuclear Pd species that selectively effects E/Z interconversion.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C9H9F5Si, Product Details of C10H12F6N4O6PdS2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts