22401-74-7

Basic information

• Product Name: 3-tert-Butyl-9H-carbazole
• Synonyms: 3-tert-Butyl-9H-carbazole;3-(tert-Butyl)-9H-carbazole;9H-Carbazole, 3-(1,1-dimethylethyl)-
• CAS NO: 22401-74-7
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.31288
• Mol File: 22401-74-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 151.0 to 155.0 °C
• Boiling Point: 384.1±11.0 °C(Predicted)
• Appearance: /
• Density: 1.101±0.06 g/cm3(Predicted)
• PKA: 17.45±0.30(Predicted)
• CAS DataBase Reference: 3-tert-Butyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-tert-Butyl-9H-carbazole(22401-74-7)
• EPA Substance Registry System: 3-tert-Butyl-9H-carbazole(22401-74-7)

Safety Data

• Hazardous Substances Data: 22401-74-7(Hazardous Substances Data)

Upstream product

• 4496-49-5 4-tert-butyldiphenylamine 
• 769-92-6 4-tert-Butylaniline 
• 108-94-1 cyclohexanone 
• 507-20-0 tertiary butyl chloride 
• 86-74-8 9H-carbazole 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 100-63-0 phenylhydrazine 
• 1160823-33-5 N-(4-tert-butylphenyl)-2-chlorobenzenamine 
• 22401-71-4 3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole 

Relevant articles and documents

Analysis of Interconversion between Atropisomers of Chiral Substituted 9,9’-Bicarbazole

Interconversion of atropisomers of chiral 3,3’-di-tert-butyl-9,9’-bicarbazole linked by a single N?N bond was analyzed by DFT calculations and experiments. The calculations revealed that the trans transition state has a lower energy for the interconversion than the cis transition state. The lowest transition state of interconversion between natural dixiamycins A and B containing a 9,9’-bicarbazole structure was found to be the trans transition state. The calculations also indicated that degradation through N?N bond cleavage was faster than racemization. Atropisomeric enantiomers of 3,3’-di-tert-butyl-9,9’-bicarbazole were resolved by chiral HPLC for the first time, and then racemization and N?N bond cleavage were investigated by heating experiments, showing that racemization did not take place below the degradation temperature.

Synthesis and properties of bipolar derivatives of 1,3,5-triazine and carbazole

Three new bipolar star-shaped derivatives of 2,4,6-triphenyl-1,3,5-triazine containing carbazolyl groups were designed, synthesized and characterized. All the materials possess high thermal stability and high glass transition temperatures ranging 97-226 °C. Photophysical study of the dilute solutions and neat films of the synthesized compounds was performed. Lippert-Mataga plots revealed linear dependence of Stokes shifts on the orientation polarizability for all the compounds. The dilute solutions of the triazine derivatives exhibited high photoluminescence quantum yields reaching 0.85, while for the neat films photoluminescence efficiency of 0.20-0.33 was observed. Ionization potentials of the solid layers of carbazole-triazine adducts estimated by photoelectron spectroscopy were found to be in the range of 5.49-5.97 eV. Hole drift mobility of the materials well exceeded the magnitude of 10-3 cm2 V-1 s-1 at an electric field of 6.4 · 105 V/cm. The selected compounds were tested as light emitting materials in organic light emitting diodes based on host-guest systems.

Dehydroaromatization with V2O5

Vanadium pentoxide is evaluated as a dehydroaromatization reagent. Tetrahydrocarbazole is readily aromatized by V2O5 in refluxing acetic acid under both stoichiometric and catalytic conditions. Indoline, tetrahydroquinoline, and tetrahydroquinoxaline are effectively aromatized by V2O5/silica in refluxing toluene. Georg Thieme Verlag Stuttgart New York.