255829-32-4

Basic information

• Product Name: 9H-Carbazole, 3,6-bis(1,1-dimethylethyl)-9-(4-iodophenyl)-
• Synonyms: 9H-Carbazole,3,6-bis(1,1-dimethylethyl)-9-(4-iodophenyl);3,6-di-tert-butyl-N-(4-iodophenyl)carbazole;3,6-bis(tert-butyl)-9-(4-iodophenyl)carbazole;3,6-di-tert-butyl-9-(4-iodophenyl)-9H-carbazole;3,6-di-tert-butyl-9-(4-iodophenyl)carbazole
• CAS NO: 255829-32-4
• Molecular Formula: C26H28IN
• Molecular Weight: 481.42
• Mol File: 255829-32-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 532.7±42.0 °C(Predicted)
• Density: 1.29±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 9H-Carbazole, 3,6-bis(1,1-dimethylethyl)-9-(4-iodophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazole, 3,6-bis(1,1-dimethylethyl)-9-(4-iodophenyl)-(255829-32-4)
• EPA Substance Registry System: 9H-Carbazole, 3,6-bis(1,1-dimethylethyl)-9-(4-iodophenyl)-(255829-32-4)

Safety Data

• Hazardous Substances Data: 255829-32-4(Hazardous Substances Data)

Upstream product

• 255829-30-2 4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine 
• 601454-33-5 9-(4-bromophenyl)-3,6-bis(1,1-dimethylethyl)-9H-carbazole 
• 630104-26-6 3,3-diethyl-1-(4-iodophenyl)triaz-1-ene 
• 37500-95-1 3,6-di(tert-butyl)-9H-carbazole 
• 352-34-1 4-fluoro-1-iodobenzene 
• 86-74-8 9H-carbazole 
• 98-95-3 nitrobenzene 
• 255829-29-9 3,6-di-tert-butyl-9-(4-nitro-phenyl)-9H-carbazole 
• 16982-76-6 9-(4-nitrophenyl)-9H-carbazole 
• 624-38-4 para-diiodobenzene 

Downstream Products

• 601454-35-7 (4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)boronic acid 
• 1033351-35-7 1-[4-(3,6-di-tert-butyl-N-carbazolyl)phenyl]-5-methylhexa-1,3-diyn-5-ol 
• 764710-77-2 3,6-bis(1,1-dimethylethyl)-9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole 
• 1257102-52-5 5-(4-(3,6-di-tert-butyl-9-carbazolyl)phenyl)thiophene-2-carbaldehyde 
• 899450-71-6 3,6-di-tert-butyl-9-(4-pyren-1-ylethynyl-phenyl)-9H-carbazole 
• 887950-46-1 4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol 
• 255829-44-8 3,6-di-tert-butyl-9-(4-ethynyl-phenyl)-9H-carbazole 
• 320575-24-4 4-(3,6-di-tert-butyl-9H-carbazole-9-yl)benzaldehyde 
• 255829-43-7 3,6-di-tert-butyl-9-[4-(trimethylsilylethynyl)phenyl]-9H-carbazole 

Relevant articles and documents

Starburst-Type Carbazole Trimers as Host Materials for Solution-Processed Phosphorescent OLEDs

Novel starburst-type carbazole trimers SB-1 and SB-2 were developed as hole-transporting host materials for phosphorescent organic light-emitting diodes (PhOLEDs). The triplet levels (T1s) of SB-1 and SB-2 were determined as at 2.81 and 2.73 eV

Easily oxidizable triarylamine materials with naphthalene and binaphthalene core: structure–properties relationship

We devised and synthesized a series of electron-rich compounds featuring diphenylamine, carbazole or dibenzo[c,g]carbazole connected via phenylacetylene linkers to an aromatic central unit. The key synthetic step was a high yielding cross coupling reaction between halogenated (bi)naphthalene and organometallic reagents prepared in situ from terminal alkynes (side-arms). By masking one of the iodo functions with a diethyltriazenyl group in the side-arm precursors, we efficiently circumvented the formation of doubly aminated by-products. Although one step longer, this approach led to higher yields of terminal alkynes than the direct coupling route. Spectroscopic and electrochemical measurements supported by computational evidence revealed that conjugation in the 1,4-disubstituted naphthalene backbone is superior to the 1,5 or 2,6 substituted cores. The diphenylamine derivative gets oxidized more readily when compared to its carbazole analogs. Expanding the core to binaphthalene did not alter electronic properties, but influenced the physical characteristics significantly.

One-pot two-step synthesis of: N -arylcarbazole-based skeleton

A highly site-selective, one-pot, sequential C-N and C-C bond forming process was developed, affording a carbazole-based skeleton that contains biphenyl and diarylacetylene cores. The success of this process is attributed to the use of fluorinated iodoarenes as the starting material, the fluorine group of which preferentially reacts with carbazole. The subsequent coupling of the intermediate iodinated N-arylcarbazole with arylboronic acid or arylacetylene produced the desired products. The intermediate underwent a Pd-catalyzed Ullmann coupling with excess fluorinated iodoarenes in the absence of arylboronic acid or arylacetylene, resulting in Ullmann coupling products in a one-pot process.