Tag: M.W=150-200

Costentin, Cyrille published the artcilePassage from stepwise to concerted dissociative electron transfer through modulation of electronic states coupling, Product Details of C8H6ClN, the publication is Chemistry – A European Journal (2009), 15(3), 785-792, database is CAplus and MEDLINE.

Reductive cleavage of the three cyanobenzyl chloride isomers in N,N-dimethylformamide gives new insights into the factors that control the mechanism during dissociative electron transfer. Within the family of investigated compounds, electrochem. reduction leads to expulsion of the chloride ion. While electron transfer is concerted with breaking of the C-Cl bond and acts as the rate-determining step in the case of both the ortho and para isomers, an intermediate anion radical is formed before rapid fragmentation in the case of the meta isomer. Such an unexpected mechanistic shift (all key thermodn. parameters are very similar for the three chlorides) is interpreted in the framework of a modified version of the dissociative electron-transfer model that includes electronic coupling effects between the diabatic states of the products. These effects appear to control the very existence of a transient species along the reaction pathway.

Chemistry – A European Journal 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, Product Details of C8H6ClN.

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

Khomenko, Dmytro M. published the artcileSynthesis of α-substituted 2-(1H-1,2,4-triazol-3-yl)acetates and 5-amino-2,4-dihydro-3H-pyrazol-3-ones via the Pinner strategy, Application In Synthesis of 30431-99-3, the publication is Tetrahedron Letters (2021), 152956, database is CAplus and MEDLINE.

A series of 2-(1H-1,2,4-triazol-3-yl)acetates, as well as 4-mono- and 4,4-disubstituted 5-amino-2,4-dihydro-3H-pyrazol-3-ones (including spirocyclic derivatives) I [R¹ = H, i-Pr, Me; R² = H, Me; R¹R² = -(CH₂)₂-, -(CH₂)₃-, -(CH₂)₂O(CH₂)₂-] have been synthesized using the Pinner reaction strategy. α-Mono- and α,α-disubstituted Et cyanoacetates NCC(R¹)(R²)C(O)OEt were converted into the corresponding carboxyimidate salts EtOC(=NH)C(R¹)(R²)C(O)OEt.HCl that served as the key intermediates. Their further reaction with formylhydrazide or hydrazine hydrate provided triazolylacetates I or aminopyrazolones (including spirocyclic derivatives) II, depending on the structure of the starting Pinner salt and the nature of the nucleophile. The scope and limitations of the developed synthetic method have been established.

Tetrahedron Letters 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 In Synthesis of 30431-99-3.

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

Zheng, Tucai published the artcileSynthesis and characterization of o-aryloxymethylbenzonitriles, Quality Control of 612-13-5, the publication is Xiandai Huagong (2010), 30(7), 35-37, database is CAplus.

Six o-aryloxymethylbenzonitriles are synthesized from o-cyanobenzyl chloride, phenol and substituted phenols and anhydrous potassium carbonate in N, N-dimethylformamide solvent via Williamson reactions. The yields of all six compounds are over 98%, and among them five compounds have not been previously reported. The products are characterized.

Xiandai Huagong 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 C4H4N2O2, Quality Control of 612-13-5.

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

Zhang, Jin-Jiang published the artcileTransition-metal free C-C bond cleavage/borylation of cycloketone oxime esters, HPLC of Formula: 238088-16-9, the publication is Chemical Science (2019), 10(1), 161-166, database is CAplus and MEDLINE.

An efficient transition-metal free C-C bond cleavage/borylation of cycloketone oxime esters has been described. In this reaction, the tetrahydroxydiborane (B₂(OH)₄) reagent not only served as the boron source but also acted as an electron donor source through formation of a complex with a N,N-dimethylacetamide (DMAc)-like Lewis base. This complex could be used as an efficient single electron reductant in other ring-opening transformations of cycloketone oxime esters. Free-radical trapping, radical-clock, and DFT calculations all suggest a radical pathway for this transformation.

Chemical Science 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 C9H9BrO2, HPLC of Formula: 238088-16-9.

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

Ji, Xiaoyun published the artcileHighly regioselective aminobromination of α,β-unsaturated nitro compounds with benzyl carbamate/N-bromosuccinimide as nitrogen/bromine source, Category: nitriles-buliding-blocks, the publication is RSC Advances (2012), 2(13), 5565-5570, database is CAplus.

Aminobromination of α,β-unsaturated nitro compounds with benzyl carbamate and N-bromosuccinimide as nitrogen/bromine sources was reported. This new catalytic system tolerates a wide range of aromatic substrates, as well as heterocyclic and aliphatic substrates, resulting in good chem. yields. The reaction also proceeds smoothly with water as a medium in high efficiency. This practical aminobromination method was also suitable for large-scale preparation Furthermore, the N-carbobenzoxy protecting group could be easily cleaved to afford the free vicinal haloamines.

RSC Advances 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, Category: nitriles-buliding-blocks.

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

Zhang, Ming-Liang published the artcileAsymmetric Michael reaction of arylacetyl phosphonates to nitroalkenes with bifunctional amine-thiourea catalyst bearing multiple-hydrogen-bond donor: efficient construction of chiral α-substituted carboxylic ester compounds, Application In Synthesis of 5153-73-1, the publication is Tetrahedron (2016), 72(21), 2677-2682, database is CAplus.

Catalytic asym. Michael addition of arylacetyl phosphonates to nitroalkenes was achieved with a chiral bifunctional amine-thiourea bearing a multiple-hydrogen-bond donor as a catalyst. A range of α-substituted carboxylic ester compounds with contiguous tertiary stereocenters could be smoothly obtained in good yields (up to 85%) and with high to excellent diastereo- and enantioselectivities (up to >99:1 dr and 95% ee). The large scale experiment and facile synthesis of a chiral γ-butyrolactam also were demonstrated.

Tetrahedron 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 C14H22O2, Application In Synthesis of 5153-73-1.

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

Chen, Chaonan published the artcileSynthesis and biological activity of substituted 1,2,4-triazolo[1,5-c]pyrimidine derivatives, Name: 2-(Chloromethyl)benzonitrile, the publication is Youji Huaxue (2009), 29(2), 245-251, database is CAplus.

A method for the synthesis of the title compounds is reported here. Several 2-(benzyloxy)-7-chloro-5-(methylthio)[1,2,4]triazolo[1,5-c]pyrimidine derivatives and 2-phenoxy[1,2,4]triazolo[1,5-c]pyrimidine derivatives were designed and synthesized using substituted 4-(hydrazinyl)pyrimidine as starting material. All compounds were confirmed by elemental anal., MS, NMR. A preliminary bioassay indicated that some compounds display good herbicidal and fungicidal activity.

Youji Huaxue 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, Name: 2-(Chloromethyl)benzonitrile.

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

Bai, Xueqian published the artcileSynthesis, antimicrobial activities, and molecular docking studies of dihydrotriazine derivatives bearing a quinoline moiety, Computed Properties of 612-13-5, the publication is Chemistry & Biodiversity (2019), 16(6), n/a, database is CAplus and MEDLINE.

In this article, three series of dihydrotriazine derivatives bearing a quinoline moiety (5a, 5b, 8a-8c, and 9a-9m) have been designed, synthesized, and evaluated as antibacterial agents. Compounds 8a-8c were found to be the most potent of all of the compounds tested with an MIC value of 1 μg/mL against several Gram-pos. (S. aureus 4220 and MRSA CCARM 3506) and Gram-neg. (E. coli 1924) strains of bacteria. In addition, 3-[4-amino-6-(phenethylamino)-2,5-dihydro-1,3,5-triazin-2-yl)-6-[(3-chlorobenzyl)oxy]quinolin-2-ol (8a) showed potent inhibitory activity (MIC=2 μg/mL) against Pseudomonas aeruginosa 2742, indicating that its antibacterial spectrum is similar to those of the pos. controls gatifloxacin and moxifloxacin. Structure-activity relationships (SAR) analyses and docking studies implicated the dihydrotriazine group in increasing the antimicrobial potency of the quinoline compounds In vitro enzyme study implied that compound 8a also displayed DHFR inhibition.

Chemistry & Biodiversity 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, Computed Properties of 612-13-5.

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

Song, Yan-ru published the artcileHPLC determination of 2-cyanobenzyl chloride, Application In Synthesis of 612-13-5, the publication is Yinran Zhuji (2007), 24(3), 45-46, database is CAplus.

Cyanobenzyl chloride content was determined by HPLC with SHIMPACK CLC ODS column (5 μm, 150 mm × 6.0 mm), UV detector (detection wave length 230 nm) and a mobile phase of MeOH and H₂O (50:50 V/V, adjusted to pH 3.0 with H₃PO₄). The linear range for 2-cyanobenzyl chloride determination was 0.15-0.80 mg/mL with γ of 0.999 9 (n = 6) and average recovery of 99.8%. The method was exact and simple, and could be used for controlling the 2-cyanobenzyl chloride quality.

Yinran Zhuji 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 C6H3ClFNO2, Application In Synthesis of 612-13-5.

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

Sathish, Manda published the artcileIron-Mediated One-Pot Synthesis of 3,5-Diarylpyridines from β-Nitrostyrenes, Quality Control of 5153-73-1, the publication is Journal of Organic Chemistry (2016), 81(5), 2159-2165, database is CAplus and MEDLINE.

An operationally simple and mild one-pot protocol for the synthesis of a variety of 3,5-diarylpyridines from β-nitrostyrenes was achieved by using elemental iron. This reaction proceeds via reduction of the nitro group, resulting in in situ imine formation followed by trimol. condensation with concomitant debenzylative aromatization. By employing this method, a series of sym. and unsym. 3,5-diarylpyridines were synthesized with good to excellent yields. In addition, this method was also utilized for the synthesis of Sch-21418 (I), an anti-inflammatory agent on gram scale.

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, Quality Control of 5153-73-1.

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