95216-09-4

Basic information

• Product Name: 2,6-Dimethylterephthalonitrile
• Synonyms: 2,6-Dimethylterephthalonitrile
• CAS NO: 95216-09-4
• Molecular Formula: C₁₀H₈N₂
• Molecular Weight: 156.18392
• Mol File: 95216-09-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,6-Dimethylterephthalonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethylterephthalonitrile(95216-09-4)
• EPA Substance Registry System: 2,6-Dimethylterephthalonitrile(95216-09-4)

Safety Data

• Hazardous Substances Data: 95216-09-4(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Plastics Production:
2,6-Dimethylterephthalonitrile is used as a monomer in the production of polymers and plastics, contributing to their high-temperature resistance and water-resistant characteristics. Its molecular structure enhances the mechanical and thermal stability of the resulting materials.
Used in Aromatic Polymer Synthesis:
In the chemical industry, 2,6-Dimethylterephthalonitrile is utilized as a precursor for synthesizing aromatic polymers such as polyesters and polyamides, which are essential for creating fibers, films, and other materials with superior mechanical and thermal properties.
Used in Manufacturing Industry:
2,6-Dimethylterephthalonitrile plays a crucial role in the manufacturing of advanced engineering plastics and composites, where its properties of high melting point and insolubility in water are particularly beneficial for developing materials that can withstand harsh conditions.
Used in Fibers and Films Production:
2,6-Dimethylterephthalonitrile is employed in the production of fibers and films, where its ability to form stable polymers with high mechanical strength and thermal stability is highly valued.
Overall, 2,6-Dimethylterephthalonitrile is a versatile chemical intermediate that finds extensive use across various industries due to its unique properties and contribution to the development of high-performance materials.

Upstream product

• 157870-16-1 3,5-dimethyl-4-formylbenzonitrile 
• 96409-71-1 15,18-Dicyan-6,9-dimethoxy-2,11-dithia<3.3>metacyclophan 
• 96409-70-0 2,6-Bis(brommethyl)-1,4-benzoldicarbonitril 
• 96409-72-2 15,18-Dicyan-6,9-dimethoxy-2,11-dithia<3.3>metacyclophan-2,2,11,11-tetraoxid 
• 95216-10-7 3,5-Dimethyl-4-oxycyano-benzonitrile 

Downstream Products

• 1520089-81-9 4-(((tert-butyldimethylsilyl)oxy)(phenyl)methyl)-2,6-dimethylbenzonitrile 
• 1520089-83-1 4-(((tertbutyldimethylsilyl)oxy)(phenyl)methyl)-3,5-dimethylbenzonitrile 
• 96409-70-0 2,6-Bis(brommethyl)-1,4-benzoldicarbonitril 

Relevant articles and documents

Electron Donor-Acceptor Compounds, XXXVIII. Electron Donor-Acceptor Metacyclophanes: Synthesis, Structure, and Charge-Transfer Spectra

Donor-acceptor metacyclophanes 1-4 as well as 24 were synthesized via the correspondingly substituted 2,11-dithiametacyclophanes 8, 13, and 25 and their disulfone derivatives.The anti-compound 1 and the syn-isomer 2 were isolated and characterized.The attempt of the analogous synthesis of 5/6 via 21 and 22 failed since with loss of the intraanular substituents and by transanular C-C formation the tetrahydropyrene derivative 23 was formed.For spectroscopic comparison 27 was prepared via 28.- X-Ray structure analyses of 21, 24, and 25 were performed.The molecular structures of these compounds are discussed under the aspects of sterical strain and donor-acceptor overlap.The structure analyses confirm the assignment to the syn- and anti-series as derived from 1H NMR.- Absorption spectra of 1, 2, 3, and 24 were measured; especially the surprising absorption behaviour of the isomers 1 and 2 with very different donor-acceptor overlap was of interest.Determination of the solvent dependence of fluorescence made sure that the absorptions dealt with are indeed charge-transfer transitions.

Aqeous and Nonaqueous Polarographic Studies of Substituted 2,6-Dimethylbenzonitrile N-Oxides1)

Aqueous and nonaqueous polarographic properties of 4-substituted 2,6-dimethylbenzonitrile N-oxides (stable nitrile N-oxides) have been studied and compared with those of the substituted pyridine N-oxides and benzylidenemethylamine N-oxides (nitrones) investigated previously by us.The first reduction wave in both the aqueous and N,N-dimethylformamide (DMF) solvent systems is due to the deoxygenation reaction of the nitrile N-oxide group except when certain substituents are present (see text).This conclusion has also been verified by controlled potential electrolysis in aqueous solution and by cyclic voltammetry in DMF solvent.A plot of the Hammett ? constants of the substituents against E1/2 values was linear with a positive slope for both the aqueous and DMF solvent systems.The slope is smaller than in the case of pyridine N-oxides and nitrones, this being reasonably attributable to the triple bond nature of the CNO group.Half-wave reduction potentials of the nitrile N-oxides are positively shifted compared with those of pyridine N-oxides, particularly in an aqueous solvent.Molecular orbital calculations were applied to interpret the substituent effect on the reduction potentials of the N-oxides. Keywords --- aqueous polarography; nonaqueous polarography; substituent effect on half-wave potential; cyclic voltammetry; controlled potential electrolysis; PPP-SCFMO; CNDO/2; LUMO energy; 4-substituted 2,6-dimethylbenzonitrile N-oxide