6326-88-1

Basic information

• Product Name: DODECAHYDROCARBAZOLE
• Synonyms: DODECAHYDROCARBAZOLE;dodecahydro-1H-carbazole;Einecs 228-695-8
• CAS NO: 6326-88-1
• Molecular Formula: C₁₂H₂₁N
• Molecular Weight: 179.3
• EINECS: 228-695-8
• Mol File: 6326-88-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 65 °C
• Boiling Point: 272.9 °C at 760 mmHg
• Flash Point: 118.6 °C
• Appearance: /
• Density: 0.95 g/cm³
• Vapor Pressure: 0.00592mmHg at 25°C
• Refractive Index: 1.492
• PKA: 11.93±0.20(Predicted)
• CAS DataBase Reference: DODECAHYDROCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: DODECAHYDROCARBAZOLE(6326-88-1)
• EPA Substance Registry System: DODECAHYDROCARBAZOLE(6326-88-1)

Safety Data

• Hazardous Substances Data: 6326-88-1(Hazardous Substances Data)

Usage

General Description

Dodecahydrocarbazole is a chemical compound with the molecular formula C12H16N. It is a cyclic amine and a derivative of carbazole. Dodecahydrocarbazole is commonly used as a precursor in the synthesis of various pharmaceuticals and organic compounds. It is also known for its potential application in the field of materials science, particularly in the development of novel electronic and optoelectronic devices. Dodecahydrocarbazole is a colorless liquid at room temperature and is considered to be relatively stable under normal conditions. It is important to handle this chemical with care, as it may pose some health and safety hazards if not properly managed.

InChI:InChI=1/C12H21N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h9-13H,1-8H2

Upstream product

• 26727-32-2 2,3,4,5,6,7,8,9-octahydro-1H-carbazole 
• 86-74-8 9H-carbazole 
• 4828-96-0 cis-2,3,4,4a,9,9a-hexahydro-1H-carbazole 
• 4278-87-9 dicyclohexylidenehydrazine 
• 123-91-1 1,4-dioxane 
• 942-01-8 1,2,3,4-tetrahydrocarbazole 

Downstream Products

• 26727-32-2 2,3,4,5,6,7,8,9-octahydro-1H-carbazole 
• 942-01-8 1,2,3,4-tetrahydrocarbazole 
• 86-74-8 9H-carbazole 

Relevant articles and documents

Melting Points of Potential Liquid Organic Hydrogen Carrier Systems Consisting of N-Alkylcarbazoles

Liquid organic hydrogen carriers (LOHCs) represent an attractive concept for storing hydrogen by the hydrogenation of usually aromatic compounds. One of the best investigated LOHCs is N-ethylcarbazole because of its favorable thermodynamic properties. However, its high melting point of 343.1 K could be a major drawback particularly in mobile applications. Therefore, it is desired to decrease the melting point of N-ethylcarbazole without significantly changing favorable properties such as the storage density or the reaction behavior of the carrier compound. To investigate the solid-liquid behavior during hydrogenation, the melting points of pure N-ethylcarbazole derivatives with increasing degree of hydrogenation as well as the liquidus line of the binary mixture of N-ethylcarbazole and N-ethyl-dodecahydro-carbazole were measured. Because of their structural and chemical resemblance binary mixtures consisting of different alkylcarbazole combinations were analyzed regarding their potential for a melting point depression. By the appropriate combination of N-alkylcarbazoles, it is possible to achieve a considerable melting point decrease to 297.1 K.

The effect of the N atom on the dehydrogenation of heterocycles used for hydrogen storage

The effect of the N atom on the hydrogen release rate from heterocyclic compounds was studied by comparing the dehydrogenation rate of dodecahydro-N-ethylcarbazole, dodecahydrocarbazole and dodecahydrofluorene. Over a 5 wt% Pd/C catalyst, hydrogen recovery was fastest (TOF ～60 min -1 at 443 K and 101 kPa) from dodecahydro-N-ethylcarbazole and ～3 times faster than that of dodecahydrocarbazole. Dodecahydrofluorene dehydrogenation was the slowest among the compounds examined, with less than 1 wt% H2 recovered after more than 20 h at 443 K, although selectivity to the completely dehydrogenated product was 95%. Despite catalyst poisoning by the N in dodecahydrocarbazole and its dehydrogenated product, the presence of the N in the heterocycle increased the dehydrogenation reaction rate compared to dodecahydrofluorene, demonstrating that heterocycles are better candidates for H2 storage than polycycles.

Catalytic activity and surface properties of nitrided molybdena-alumina for carbazole hydrodenitrogenation

The catalytic activity and surface properties of nitrided 12.5% Mo/Al2O3 catalysts were studied using TPR and diffuse reflectance FTIR and XPS spectroscopy for the HDN of carbazole. The catalytic activity of the 43, 58, 77.3, and 97.1% MoO3/Al2O3 catalysts was compared to that of nitrided 12.5% Mo/Al2O3 catalysts. The MoO3/Al2O3 precursors with various molybdenum loadings were nitrided by the TPR with ammonia, showing that the nitrided Mo/Al2O3 catalysts had a broad peak, which was deconvoluted to 6 nitrogen peaks. The IR spectra of ammonia showed that the 1173 K nitrided catalyst was less acidic than the 773 K nitrided catalyst, but its Lewis/Broensted acidity ratio was 25 times higher. The 1173 K nitrided 12.5% Mo/Al2O3 catalyst had the highest TOF for the HDN of carbazole. The XPS measurement showed that metallic Mo and Mo2+ were predominant in the 12.5% Mo/Al2O3 catalysts and led to the hydrogenation in HDN of carbazole.