71675-75-7

Basic information

• Product Name: 1H-Naphth[2,3-d]imidazole,1,2-dimethyl-(9CI)
• Synonyms: 1H-Naphth[2,3-d]imidazole,1,2-dimethyl-(9CI)
• CAS NO: 71675-75-7
• Molecular Formula: C13H12N2
• Molecular Weight: 196.24778
• Product Categories: BENZIMIDAZOLE
• Mol File: 71675-75-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Naphth[2,3-d]imidazole,1,2-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Naphth[2,3-d]imidazole,1,2-dimethyl-(9CI)(71675-75-7)
• EPA Substance Registry System: 1H-Naphth[2,3-d]imidazole,1,2-dimethyl-(9CI)(71675-75-7)

Safety Data

• Hazardous Substances Data: 71675-75-7(Hazardous Substances Data)

Upstream product

• 1792-36-5 1H-2-methylnaphtho[2,3-d]imidazole 
• 74-88-4 methyl iodide 
• 771-97-1 2,3-Diaminonaphthalene 

Downstream Products

• 4572-59-2 1,2-dimethyl-1H-naphtho[2,3-d]imidazole-4,9-dione 

Relevant articles and documents

Induction-driven stabilization of the anion-π interaction in electron-rich aromatics as the key to fluoride inclusion in imidazolium-cage receptors

Intermolecular interactions that involve aromatic rings are key processes in both chemical and biological recognition. It is common knowledge that the existence of anion-π interactions between anions and electron-deficient (π-acidic) aromatics indicates that electron-rich (π-basic) aromatics are expected to be repulsive to anions due to their electron-donating character. Here we report the first concrete theoretical and experimental evidence of the anion-π interaction between electron-rich alkylbenzene rings and a fluoride ion in CH3CN. The cyclophane cavity bridged with three naphthoimidazolium groups selectively complexes a fluoride ion by means of a combination of anion-π interactions and (Ci?￡?H) +?F--type ionic hydrogen bonds. 1H NMR, 19F NMR, and fluorescence spectra of 1 and 2 with fluoride ions are examined to show that only 2 can host a fluoride ion in the cavity between two alkylbenzene rings to form a sandwich complex. In addition, the cage compounds can serve as highly selective and ratiometric fluorescent sensors for a fluoride ion. With the addition of 1 equiv of F-, a strongly increased fluorescence emission centered at 385 nm appears at the expense of the fluorescence emission of 2 centered at 474 nm. Finally, isothermal titration calorimetry (ITC) experiments were performed to obtain the binding constants of the compounds 1 and 2 with F- as well as Gibbs free energy. The 2-F- complex is more stable than the 1-F- complex by 1.87 kcal mol-1, which is attributable to the stronger anion-π interaction between F- and triethylbenzene.

6-beta(substituted)-(S)-hydroxymethylpenicillanic acids and derivatives thereof

Antibacterial penicillins of the formula STR1 or a pharmaceutically acceptable salt thereof wherein R1 is a heterocyclic group and R is hydrogen, the residue of certian carboxy protecting groups or the residue of an ester group readily hydrolyzable in vivo having activity against resistant organisms.