6476-60-4

Upstream product

• 123346-48-5 Phosphoric acid cyano-p-tolyl-methyl ester diethyl ester 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 6782-80-5 pentachlorophenyllithium 
• 104-87-0 4-methyl-benzaldehyde 

Relevant academic research and scientific papers

A new precursor for the synthesis of porphyrazine: 2,3-bis(4-methyl-phenyl)maleonitrile

The structure of the title compound consists of discrete C18H14N2 molecules in a cis configuration. The molecules are distorted from planarity.

Highly efficient solid-state emission of diphenylfumaronitriles with full-color AIE, and application in explosive sensing, data storage and WLEDs

Luminescent materials with aggregation-induced emission (AIE) have attracted extensive attentions for their strong emission in aggregated states. Although all kinds of AIE luminogens have been recently developed, it is difficult to realize full-color AIE which is popular for the various applications in optoelectronic fields. Herein, a class of diphenylfumaronitrile core-based dyes emitting in a wide region from near ultraviolet (382 nm) to near-infrared (682 nm) have been synthesized and well characterized. It is found that the emission wavelength of the dyes severely depends on the peripheral substituent, including electron-withdrawing trifluoromethyl (1), methyl (2), electron-pushing methoxyl (3), and bulky aromatic amine (7–9), and that the substituting location imposes great effect on the emission intensity of multiple-substituted dyes (4–6). Compound 4 with two methyl substituting at 3,4-position gives a ultrahigh quantum yield of 93percent for unique packing structure. 1–3 and 7 can be used in explosive detecting and data storage for their emission sensitive to picric acid and external stimuli, respectively. When 4 and 8 applied in white-light-emitting diodes (WLEDs), a pure white emission can be obtained with 90 of CRI and (0.32, 0.32) of CIE.

Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles

Aza-enediynes (C,N-dialkynyl imines) undergo thermal aza-Bergman rearrangement to β-alkynyl acrylonitriles through 2,5-didehydropyridine (2,5-ddp) intermediates. Certain aza-enediynes also undergo an alternative process affording enediynes and fumaronitri

Reaction of Hexachlorobenzene and (Pentachlorophenyl)lithium with α-Arylacetonitriles

(Pentachlorophenyl)lithium (2) reacts with α-lithio-α-arylacetonitriles (4) at -70 deg C to room temperature to supply α-aryl-α-(2,3,5,6-tetrachlorophenyl)acetonitriles 7.Small amounts of 1,2,4,5-tetrachlorobenzene (8) and trans-1,2-dicyano-1,2-diarylethylenes 9 are also obtained; however, no α-tetrachloroarylated nitriles 6 from 3,4,5,6-terachlorobenzyne were detected.Similar treatment of hexachlorobenzene (1) and 4 afforded α-aryl-α-(2,3,4,5,6-pentachlorophenyl)acetonitriles 10.The addition of 2 to 4 at tetrachlorobenzyne-generating temperatures (0-20 deg C) gave a complex mixture containing mainly dimeric and polymeric materials; 6 was not found.A mechanism is proposed for the reaction of 2 and 4 which suggests that nitriles 7 are formed by the condensation of 2 and 4 via a four-centered transition state and that alkenes 9 are supplied by a base-mediated dimerization of α-chloro-α-arylacetonitriles 13, formed by a lithium-chlorine exchange between 2 and 4.Nitriles 10 most likely are provided from the reaction of 1 and 4 by the usual aromatic nucleophilic substitution pathway.

Application of Cyanophosphates in Organic Synthesis. Reactivity of α-Cyano-α-diethylphosphonooxy Anions

The utility of the cyanohydrin diethylphosphates derived from aldehydes (arylaldehydes,crotonaldehyde, and cinnamaldehyde) as an acyl anion equivalent was examined.Deprotonation of cyanophosphates with n-butyllithium in the presence of tetramethylethylene