Month: December 2022

Xu, Xin-Gang published the artcileHeat Capacity and Enthalpy of Formation of Trimethyl Phosphite, 2-Chloromethylbenzonitrile, and 2-Dimethylphosphonomethylbenzonitrile, Product Details of C8H6ClN, the publication is Journal of Chemical & Engineering Data (2007), 52(4), 1189-1194, database is CAplus.

The heat capacities, C_p, of tri-Me phosphite, 2-dimethylphosphonomethylbenzonitrile, and 2-chloromethylbenzonitrile were measured with an adiabatic calorimeter, and the standard enthalpies of formation, Δ_fH^o(298.15 K) (l or cr), for the three substances were calculated For this purpose, C_p(T) values of tri-Me phosphite and 2-dimethylphosphonomethylbenzonitrile are measured in the temperature range from (298.15 to 350.32) K, and the C_p(T) curves of 2-chloromethylbenzonitrile are also obtained for the crystal (300.35 to 329.00 K) and the liquid (337.26 to 372.45 K), resp. The deviation of exptl. heat capacities from the corresponding smoothed values lies within ± 1.5 %. A fusion transition phenomenon is found from the C_p(T) curves of 2-chloromethylbenzonitrile, and the enthalpy of fusion is measured with a differential scanning calorimeter (DSC). The gas-phase standard enthalpies of formation, Δ_fH^o(g, 298.15 K), of the three compounds are evaluated by the Benson group additive method. The critical temperature T_c, critical pressure P_c, and enthalpy of vaporization Δ_vapH^o of the compounds are also calculated by different group additive methods. On the basis of the above data, the values of Δ_fH^o(l, 298.15 K) of tri-Me phosphate and 2-dimethylphosphonomethylbenzonitrile and of Δ_fH^o(cr, 298.15 K) of 2-chloromethylbenzonitrile are estimated A thermochem. cycle including a chem. reaction is designed to examine the reliability of the values by measuring the heat of reaction. The result shows that the enthalpies of formation, Δ_fH^o(298.15 K) (l or cr), for the three substances are acceptable.

Journal of Chemical & Engineering Data 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 C4H6O3, Product Details of C8H6ClN.

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

Frank, I. published the artcile5-Amino-4-cyano-1-(hetero)arylimidazoles, Synthetic Route of 5098-14-6, the publication is Synthetic Communications (1990), 20(16), 2519-26, database is CAplus.

Title compounds I (R = 2-pyridyl, 3-pyridyl, 2-pyrimidinyl, 2-ClC₆H₄, 4-ClC₆H₄, 2,4-Cl₂C₆H₃, 2,4-Me₂C₆H₃, 5-chloro-2-pyridyl, 3,5-dichloro-2-pyridyl, 2-chloro-3-pyridyl) were prepared by the cyclocondensation of RN:CHOEt with NCCH(NH₂)CN.p-MeC₆H₄SO₃H.

Synthetic Communications 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, Synthetic Route of 5098-14-6.

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

Fuchs, Patrick J. W. published the artcileAn N-Heterocyclic Carbene-Mediated, Enantioselective and Multicatalytic Strategy to Access Dihydropyranones in a Sequential Three-Component One-Pot Reaction, SDS of cas: 5153-73-1, the publication is Organic Letters (2017), 19(22), 6076-6079, database is CAplus and MEDLINE.

The multicatalytic generation of 3,5,6-trisubstituted 3,4-dihydropyranones with high enantioselectivity using a highly convergent strategy starting from com. available precursors is reported. The operationally simple three-step, one-pot protocol merges H-bond and NHC catalysis to provide crucial, reactive β-unsubstituted enones from nitroalkenes as latent 1,2-biselectrophiles. These intermediates are directly funneled into a further NHC-catalyzed formal hetero-Diels-Alder reaction to deliver manifold chiral C(4)-unsubstituted dihydropyranones (typical ee >98%), allowing aliphatic and heteroaromatic substituents and hence expanding the scope of this Michael addition/lactonization.

Organic Letters 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, SDS of cas: 5153-73-1.

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

Cao, Chao-Tun published the artcileDetermining the excited-state substituent constants σCCoex of ortho-substituents from 2,4′-disubstituted stilbenes, Synthetic Route of 612-13-5, the publication is Journal of Physical Organic Chemistry (2019), 32(8), n/a, database is CAplus.

There are mainly three kinds of substituent electronic effects derived from aromatic rings: ground-state, radical-state, and excited-state effect. However, excited-state substituent constants of ortho-substituents have not been reported up to now. In this paper, a method for extracting the excited-state substituent constant σCCoex of ortho-substituents was provided. Forty-nine 2,4′-disubstituted stilbenes were synthesized, and the UV absorption spectra of the synthesized stilbenes were determined The σCCoex values of ortho-substituents involving MeO, Me, F, Cl, Br, CF₃, and CN were quantified by curve fitting method based on the measured UV absorption spectra. The rationality of the σCCoexvalues were further exptl. confirmed by measuring the UV absorption spectra of other 10 samples of synthesized 2,3′-disubstituted stilbenes and by applying these σCCoexvalues in regression anal. of the UV absorption spectra for a complicated data set of 284 organic compounds

Journal of Physical Organic Chemistry 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, Synthetic Route of 612-13-5.

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

Li, Ming published the artcileCooperative Strategy for the Highly Selective Intermolecular Oxycarbonylation Reaction of Alkenes using Palladium Catalyst, Category: nitriles-buliding-blocks, the publication is Angewandte Chemie, International Edition (2016), 55(44), 13843-13848, database is CAplus and MEDLINE.

A novel method for intermol. functionalization of terminal and internal alkenes has been designed. The electrophilic reagent, hypervalent iodine, plays a key role in this process by activating the alkene C=C bond for nucleophilic addition of the palladium catalyst. This process generates an iodonium-containing palladium species which undergoes CO insertion. The new approach, intermol. oxycarbonylaton reactions of alkenes, has been achieved and carried out under mild reaction conditions to produce the corresponding β-oxycarboxylic acids with excellent efficiencies and levels of regio- and diastereoselectivity. Thus, e.g., treatment of 5-phthalimido-1-pentene with Pd(OAc)₂, PhI(OAc)₂, BF₃.Et₂O and CO in toluene/MeCN afforded I (95%, regioselectivity > 20:1).

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, Category: nitriles-buliding-blocks.

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

Cai, Pin-Wen published the artcileThe Attractive Application of Lactol Chemistry: From Racemic Lactol to Natural Product Skeleton, Related Products of nitriles-buliding-blocks, the publication is Synthesis (2016), 48(16), 2581-2594, database is CAplus.

A versatile methodol. involving the use of substituted racemic lactols as nucleophiles in the enamine-based asym. reactions leading to functionalized lactones with multiple stereogenic centers as one single diastereoisomer is reported. Importantly, the desired products could be easily transformed into asym. 2,4,5-trisubstituted piperidine derivatives (e.g. I), which are present in numerous alkaloid products but difficult to prepare optically enriched. Moreover, although starting from racemic precursors, the stereoisomeric products were discretely provided by simple column chromatog., which could meet the requirements of atom economy and efficiency.

Synthesis 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

Cui, Bao-Dong published the artcile3-Pyrrolyl-oxindoles as efficient nucleophiles for organocatalytic asymmetric synthesis of structurally diverse 3,3′-disubstituted oxindole derivatives, Application of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2015), 51(4), 757-760, database is CAplus and MEDLINE.

A range of 3-pyrrolyl-3,3′-disubstituted oxindoles, e.g., I, were smoothly obtained via the reaction of 3-pyrrolyl-oxindoles with nitroalkenes using an organocatalyst. The usefulness of the protocol was also demonstrated by the versatile conversions of the Michael adducts into other functionalized 3,3′-disubstituted oxindoles, as well as into the analogs of some valuable natural products.

Chemical Communications (Cambridge, United Kingdom) 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, Application of (E)-4-(2-Nitrovinyl)benzonitrile.

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

Zheng, Kai-Lu published the artcileAcid-Mediated Intermolecular [3 + 2] Cycloaddition toward Pyrrolo[2,1-a]isoquinolines: Total Synthesis of the Lamellarin Core and Lamellarin G Trimethyl Ether, Application In Synthesis of 5153-73-1, the publication is Organic Letters (2017), 19(9), 2262-2265, database is CAplus and MEDLINE.

A novel one-pot reaction was developed for the efficient synthesis of pyrrolo[2,1-a]isoquinolines and 1-dearyllamellarin core from (E)-(2-nitrovinyl)benzenes and azomethine ylides generated in situ. This strategy provides a concise total synthesis of the lamellarin core I and lamellarin G tri-Me ether using electrophilic substitution and palladium-catalyzed Suzuki-Miyaura cross-coupling reactions.

Organic Letters 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 C15H24S, Application In Synthesis of 5153-73-1.

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

Hao, Feiyue published the artcileDirect dihalo-alkoxylation of nitroalkenes leading to β,β-dihalo-β-nitroethyl alkyl ethers, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic & Biomolecular Chemistry (2018), 16(15), 2768-2775, database is CAplus and MEDLINE.

A highly efficient one-pot synthesis of β,β-dihalo-β-nitroethyl alkyl ethers such as I [R = Ph, 4-MeOC₆H₄, 2-naphthyl, etc.; R¹ = Me, n-Pr, F₃CH₂C, etc.; R² = H, F, Cl, Br, I; R³ = H, Cl, Br] was achieved by the treatment of nitroalkenes with alcs. and N-halosuccinimides in the presence of sodium hydride. The notable advantages of this protocol were mainly the involvement of simple exptl. manipulations and tolerance of a wide range of functional groups. Further transformations of the obtained ethers I, such as allylation and conversion to β,β-dihalogenated vinyl ethers, were also investigated.

Organic & Biomolecular 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, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Yang, Weibo published the artcileOrchestrated Triple C-H Activation Reactions Using Two Directing Groups: Rapid Assembly of Complex Pyrazoles, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate, the publication is Angewandte Chemie, International Edition (2015), 54(8), 2501-2504, database is CAplus and MEDLINE.

A sequential triple C-H activation reaction directed by a pyrazole and an amide group leads to the well-controlled construction of sterically congested dihydrobenzo[e]indazole derivs I [R¹ = H, 4-Me, 3-Me, 3,4-diMe, 4-Ph, 4-F, etc.; R² = Me, (CH₂)₂Ph, (CH₂)₃Ph; R³ = Me, Et, iBu, cyclohexylmethyl; R²R³=(CH₂)₅; R⁴ = Me, Et]. This cascade reaction demonstrates that the often problematic competing C-H activation pathways in the presence of multiple directing groups can be harvested by design to improve step economy in synthesis. Pyrazole as a relatively weak coordinating group is shown to direct Csp³-H activation for the first time.

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 C17H18N2O6, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate.

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