Month: December 2022

Bai, Hong Ye published the artcile1,8,16,23-Tetrakis(2-cyanobenzyl)bis-p-xylylbis-m-xylyldiamine, Application In Synthesis of 612-13-5, the publication is Acta Crystallographica, Section E: Structure Reports Online (2008), 64(11), o2142, o2142/1-o2142/11, database is CAplus and MEDLINE.

The title compound {systematic name: 2,2′,2”,2”’-[3,7,11,15-tetraaza-1(1,4),5(1,3),9(1,4),13(1,3)-tetrabenzenacyclohexadecaphane-3,7,11,15-tetrayltetramethylene]tetrabenzonitrile}, C₆₄H₅₆N₈, is a centrosym. macrocycle that is consolidated into the crystal structure by C-H···π interactions. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online 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 C8H6ClN, Application In Synthesis of 612-13-5.

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

Saha, Arijit published the artcileFacile Synthesis of 1,3,5-Triarylbenzenes and 4-Aryl-NH-1,2,3-Triazoles Using Mesoporous Pd-MCM-41 as Reusable Catalyst, Related Products of nitriles-buliding-blocks, the publication is European Journal of Organic Chemistry (2019), 2019(1), 104-111, database is CAplus.

We report mesoporous nano-Pd-MCM-41 catalyzed rapid and efficient synthesis of 1,3,5-triarylbenzenes via de-nitrative cyclotrimerization of β-nitrostyrenes. All the reactions were very fast and high yielding. The Pd-MCM-41 was also very effective in catalyzing de-nitrative [3+2] cycloaddition of β-nitrostyrenes with TMSN₃ to synthesize 4-aryl-NH-1,2,3-triazoles. The catalyst was reused at least up to eight times with min. loss of catalytic activity.

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, Related Products of nitriles-buliding-blocks.

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

Pang, Maofu published the artcileAddition of a B-H Bond across an Amido-Cobalt Bond: Co^II-H-Catalyzed Hydroboration of Olefins, Product Details of C10H18BNO2, the publication is Organometallics (2018), 37(9), 1462-1467, database is CAplus.

This paper describes a well-defined cobalt(II) half-sandwich complex bearing a phosphinoaminato ligand, Cp*Co(1,2-Ph₂PC₆H₄NH) (1), that can activate pinacolborane (HBpin) for catalytic terminal hydroboration of olefins. The cooperative cobalt(II)-amido reactivity in 1 enables the B-H bond cleavage, affording the 17-electron cobalt(II) hydride Cp*Co(1,2-Ph₂PC₆H₄N^H(Bpin)), abbreviated H1(Bpin), in which the borenium ion is captured by the uncoordinated nitrogen atom of the phosphinoaminato ligand. Hydroboration of the C:C bond can be promoted by a heteroatom such as N or O at the β-position of terminal alkenes. The mechanism of such hydroboration was established by various stoichiometric reactions based on the cobalt(II) hydride. With cooperative Co^II-N reactivity for the B-H bond cleavage, our catalysis depends on the Co^II-H hydride generated by the system itself.

Organometallics published new progress about 238088-16-9. 238088-16-9 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Aliphatic cyclic hydrocarbon,Boronic Acids,Boronate Esters, name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)butanenitrile, and the molecular formula is C10H18BNO2, Product Details of C10H18BNO2.

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

Beynon, Kenneth I. published the artcileBreakdown of the herbicide chlorthiamid-14C. II. Glasshouse studies of breakdown in soils and in crops grown in the soils, Synthetic Route of 3336-34-3, the publication is Journal of the Science of Food and Agriculture (1968), 19(12), 727-32, database is CAplus.

Plants were grown to harvest in a glasshouse in soils treated once with chlorthiamid-14C(2,6-dichlorothiobenzamide) at dosage levels (1-3 lb./acre active mols.) near those recommended for com. field use. Rice plants (stems and leaves) grown in soil treated at 1 lb./acre contained dichlobenil (2,6-dichlorobenzonitrile, 0.03 ppm.) and 2,6-dichlorobenzamide (0.06 ppm.) and the grain itself showed a total residue of 14C-labeled components of only 0.06 ppm. (expressed as equivalent weight of chlorthiamid) at harvest. Winter wheat plants (stalks and leaves) grown in medium loam treated at 1.2 lb./acre contained residues of 2,6-dichlorobenzamide and free and conjugated 3-hydroxy-2,6-dichlorobenzamide, together with traces of sugar conjugates of 3-hydroxy- and 4-hydroxy-2,6-di-chlorobenzonitrile. The fruit of apple grown in a glasshouse in soil treated once at 1.5 lb./acre, showed no detectable residue (<0.004 ppm.) in spite of total residues of up to 2.4 ppm. in the leaves. The latter probably resulted from sublimation of dichlobenil from the soil. Such a mode of uptake would be unlikely to lead to as much residue in the leaves under field conditions. Traces of dichlobenil (0.005 ppm.), 2,6-dichlorobenzamide (0.02 ppm.) with larger amounts of glycosides of 3-hydroxy-2,6-dichlorobenzamide (1.3 ppm.) and 3-hydroxy- and 4-hydroxy-2,6-dichlorobenzonitriles (0.6 ppm. and 0.5 ppm., resp.) were identified in the leaves at harvest. All of the breakdown products of chlorthiamid that have been identified are of low acute oral mammalian toxicity.

Journal of the Science of Food and Agriculture 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 C7H3Cl2NO, Synthetic Route of 3336-34-3.

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

Mulder, A. H. published the artcileInhibitory action of 2,6-dichloro-3-hydroxybenzonitrile and 2,6-dichloro-4-hydroxybenzonitrile on the beating of heart cells in tissue culture. Antagonism of oligomycin, Synthetic Route of 3336-34-3, the publication is Biochimica et Biophysica Acta, Enzymology and Biological Oxidation (1966), 128(2), 391-3, database is CAplus.

The effects of 2,6-dichloro-3-hydroxybenzonitrile (I) and 2,6-dichloro-4-hydroxy-benzonitrile (II), uncouplers of oxidative phosphorylation, on the beating of heart cells were studied and compared with those obtained with 2,4-dinitrophenol (III). Concentrations of I, II, and III necessary to arrest beating were 0.3, 0.24, and 0.41 mM, resp. Oligomycin, when added 5 min. after these phenols had arrested the beating of the cells, partially restored the beating of I- or III-arrested cells, and completely restored the beating of II-arrested cells. ATP, to varying degrees, restored the beating of the phenol-arrested cells. III-treated cells started beating within 60 sec. after ATP addition, whereas I-treated cells began to beat 2-3 min. after ATP addition Cultures pretreated with II did not respond to ATP during the time of observation (6 min.). When II-inhibited cells were treated with oligomycin (20 γ/ml.) 6 min. after ATP addition, they started to beat again. A rise in frequency by ATP addition after oligomycin treatment was also observed on I-and III-inhibited cells. The differences in response to ATP additions by cells pretreated with these phenols probably reflect the quantitative differences in induction of ATPase in the living cells. The antagonism of oligomycin to the 2,6-dichlorobenzonitriles is in good agreement with the previous conclusion that the compounds act on the mitochondria and not on the cytoplasmic constituents of the living cell.

Biochimica et Biophysica Acta, Enzymology and Biological Oxidation 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 C7H3Cl2NO, Synthetic Route of 3336-34-3.

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

Moldoveanu, Costel published the artcileNeopentylglycolborylation of Aryl Chlorides Catalyzed by the Mixed Ligand System NiCl₂(dppp)/dppf, SDS of cas: 214360-44-8, the publication is Organic Letters (2009), 11(21), 4974-4977, database is CAplus and MEDLINE.

The mixed ligand system 10 mol % NiCl₂(dppp) with 5 mol % dppf was discovered to be an extremely efficient catalyst for the neopentylglycolborylation of a diversity of electron-rich and electron-deficient aryl chlorides. Optimization showed that 5 mol % catalyst with 10% dppf was even more efficient. These results highlight the complexity of the relation between catalyst and coligand in Ni catalysis and the benefit of combinations of mixed ligand in catalyst design.

Organic Letters published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, SDS of cas: 214360-44-8.

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

Wilson, Daniela A. published the artcileNeopentylglycolborylation of Aryl Mesylates and Tosylates Catalyzed by Ni-Based Mixed-Ligand Systems Activated with Zn, Formula: C12H14BNO2, the publication is Journal of the American Chemical Society (2010), 132(6), 1800-1801, database is CAplus and MEDLINE.

The mixed-ligand system NiCl₂(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electron-deficient aryl mesylates and tosylates. The addition of Zn powder as a reductant dramatically increases the reaction yield and reduces the reaction time by more than an order of magnitude, providing complete conversion in 1-3 h.

Journal of the American Chemical Society published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C10H9ClN2O, Formula: C12H14BNO2.

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

Sau, Abhijit published the artcilePalladium-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals, HPLC of Formula: 68569-14-2, the publication is Angewandte Chemie, International Edition (2017), 56(13), 3640-3644, database is CAplus and MEDLINE.

Palladium(II) in combination with a monodentate phosphine ligand enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Initial mechanistic studies suggest that in the presence of N-phenyl-2-(di-tert-butylphosphino)pyrrole as the ligand, the reaction proceeds via an alkoxy palladium intermediate that increases the proton acidity and oxygen nucleophilicity of the alc. The method is demonstrated with a wide range of glycal donors and acceptors, including substrates bearing alkene functionalities.

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 C10H12F6N4O6PdS2, HPLC of Formula: 68569-14-2.

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

Loudon, J. D. published the artcileElimination of sulfinate from sulfonic esters, HPLC of Formula: 13312-84-0, the publication is Journal of the Chemical Society (1959), 1780-2, database is CAplus.

In a typical experiment, 1.4 g. 2-ClC₆H₄CHO, 1.9 g. 4-MeC₆H₄SO₂Cl, 2 cc. dioxane, and 4 cc. H₂O, at 5° treated with 0.66 g. KCN, the mixture stirred 1 h., the solid filtered off, dissolved in 5 cc. 2:2:1 Me₂CO-EtOH-H₂O, filtered, and the filtrate treated with 3 g. ice gave 78% 2-ClC₆H₄CH(CN)OSO₂C₆H₄Me-4 (I), m. 86° (EtOH). In similar fashion were prepared the following RCH(CN)OSO₂C₆H₄Me-4 derivatives (R, % yield, and m.p. given): Ph(Ia), 72, 60°; 2-BrC₆H₄, 75, 104°; 3-MeOC₆H₄, 55, 52°: 2-O₂NC₆H₄(II), 72, 111°; 2,4-Cl₂C₆H₃, 72, 78°; 2,5-Cl(O₂N)C₆H₃, 70, 118°. PhCH(CN)OSO₂C₆H₃Cl₂-2,5, -, 102°, and 4-ClC₆H₄CH(CN)OSO₂C₆H₃Cl₂ -2,5, -, 86°, were also prepared II (1.66 g.) in 10 cc. EtOH kept 0.25 h. with 0.12 g. Na in 2 cc. EtOH, concentrated in vacuo, and the residual material extracted with C₆H₆ left 0.77 g. 4-MeC₆H₄SO₂Na(III) and the C₆H₆ solution chromatographed on alumina gave 0.68 g. O₂NC₆H₄CO₂Et (IV), m. 30°. All the above compounds gave good yields of the corresponding Na sulfinate. When the NaOEt in the experiment with I was replaced by NaCH(CO₂Et)₂, the products were III, IV, and 2-O₂NC₆H₄CH(CN)SO₂C₆H₄Me-4(V), m. 167°. I (1.5 g.) and 5 cc. Et₃N 0.5 h. at 100° gave 2-ClC₆H₄CH(CN)SO₂C₆H₄Me-4(VI), m. 112°, and 2-ClC₆H₄CO₂Et. PhSO₂NPh(CH₂Bz) (0.73 g.) in 10 cc. EtOH and 0.046 g. Na in 3 cc. EtOH as above gave III and BzCO₂Et (identified by reaction with ο-C₆H₄(NH₂)₂ as 2-phenylquinoxaline). Ia (2.87 g.), 20 cc. MeOH, and 1.53 g. NaBr refluxed 1 h. and concentrated gave 70% PhCH(CN)Br, b₁₅ 137-9°, m. 29°. I (0.32 g.), 0.13 g. 4-MeC₆H₄SH, and 0.04 g. NaOH in 8 cc. 4:1 EtOH-H₂O refluxed 0.5 h. gave 85% 2-ClC₆H₄CH(CN)SC₆H₄Me-4. I (0.32 g.) and 0.27 g. III in 5 cc. EtOH refluxed 48 h. gave VI. I (1.6 g.) and 2 cc. anhydrous C₅H₅N at 0° gave the pyridinium derivative (VII), m. 101° (C₆H₆-petr. ether); VII and 5N NaOH gave the betaine, dark red crystals, m. 138° (EtOH). I (0.32 g.) 3 cc. AcOH, 0.05 cc. concentrated H₂SO₄, and 0.15 g. 10% Pd on C absorbed 3 mol equivalents H in 3 h. to give 60% 2-ClC₆-H₄CH₂CH₂NH₂; picrate m. 186° (C₆H₆). CH₂N₂ (approx. 10 g.) in 50 mL. Et₂O and 15.5 g. PhCH₂COCl in 50 cc. Et₂O kept several hrs. and 17 g. powd. 4-MeC₆H₄SO₃H added gave after 12 h. at 20° PhCH₂COCH₂OSO₂C₆H₄Me-4, m. 63° (EtOH).

Journal of the Chemical Society published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, HPLC of Formula: 13312-84-0.

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

Chen, Chen published the artcileDiastereo- and Enantioselective Synthesis of Functionalized Cyclopentenes Containing a Quaternary Chiral Center via a Thiosquaramide-Catalyzed Cascade Michael-Henry Reaction, HPLC of Formula: 5153-73-1, the publication is Journal of Organic Chemistry (2019), 84(23), 15655-15661, database is CAplus and MEDLINE.

An efficient method for the highly diastereoselective synthesis of chiral quaternary center-containing cyclopentenes via a cinchona alkaloid-derived thiosquaramide VIII-catalyzed tandem Michael-Henry reaction of phenacylmalononitriles and nitroolefins was developed. Meanwhile, up to 98% of enantioselectivity was observed A mechanism involving thiosquaramide-catalyzed asym. Michael addition and assisted E2 elimination was proposed based on exptl. data and preliminary theor. anal. (Hartree-Fock calculations).

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, HPLC of Formula: 5153-73-1.

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