Dodecahydro-1H-carbazole

Base Information

• Chemical Name: Dodecahydro-1H-carbazole
• CAS No.: 6326-88-1
• Molecular Formula: C12H21N
• Molecular Weight: 179.305
• Hs Code.: 2933990090
• European Community (EC) Number: 228-695-8
• NSC Number: 31349
• DSSTox Substance ID: DTXSID70979315
• Nikkaji Number: J206.926A
• Mol file: 6326-88-1.mol

Synonyms:Dodecahydro-1H-carbazole;Dodecahydrocarbazole;6326-88-1;perhydrocarbazole;2,3,4,4a,4b,5,6,7,8,8a,9,9a-dodecahydro-1H-carbazole;EINECS 228-695-8;NSC31349;1H-Carbazole, dodecahydro-;SCHEMBL454212;DTXSID70979315;NSC 31349;NSC-31349;AKOS006281028;FT-0765615;4-tert-butocycarbonylamino cyclohexane carboxylic acid methyl ester

Chemical Property of Dodecahydro-1H-carbazole

Chemical Property:

• Vapor Pressure: 0.00592mmHg at 25°C
• Melting Point: 65 °C
• Refractive Index: 1.492
• Boiling Point: 272.9 °C at 760 mmHg
• PKA: 11.93±0.20(Predicted)
• Flash Point: 118.6 °C
• PSA: 12.03000
• Density: 0.95 g/cm³
• LogP: 3.03600
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 179.167399674
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

DODECAHYDROCARBAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2C(C1)C3CCCCC3N2

Technology Process of Dodecahydro-1H-carbazole

There total 14 articles about Dodecahydro-1H-carbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

2,3,4,5,6,7,8,9-octahydro-1H-carbazole (26727-32-2) → dodecahydro-1H-carbazole (6326-88-1) + 1,2,3,4,4b,5,6,7,8,8a-decahydro-4aH-carbazole (117776-83-7) + cis-1,2,3,4,5,6,7,8,8a,9a-decahydrocarbazole (105254-08-8,117113-03-8,117113-06-1,117113-09-4,117113-13-0,120892-85-5) + (+)-trans-1,2,3,4,5,6,7,8,8a,9a-decahydrocarbazole (105254-08-8,117113-03-8,117113-06-1,117113-09-4,117113-13-0,120892-85-5)

Guidance literature:

With hydrogenchloride; copper dichloride; zinc; In diethyl ether; at 0 ℃;

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → dodecahydro-1H-carbazole (6326-88-1)

Guidance literature:

With 1,4-dioxane; nickel; at 260 ℃; under 183877 - 220652 Torr; Hydrogenation;

DOI:10.1021/ja01851a020

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 1,2,3,4-tetrahydrocarbazole (942-01-8) + dodecahydro-1H-carbazole (6326-88-1) + cis-2,3,4,4a,9,9a-hexahydro-1H-carbazole (4828-96-0,916903-02-1)

Guidance literature:

With hydrogen; Pt/Al₂O₃; In various solvent(s); at 250 ℃; for 3.2h; under 116875 Torr; Yield given. Yields of byproduct given;

upstream raw materials:

2,3,4,5,6,7,8,9-octahydro-1H-carbazole

1,2,3,4-tetrahydrocarbazole

9H-carbazole

cis-2,3,4,4a,9,9a-hexahydro-1H-carbazole

Downstream raw materials:

2,3,4,5,6,7,8,9-octahydro-1H-carbazole

9H-carbazole

1,2,3,4-tetrahydrocarbazole

Refernces

• 1、 Brayton, Daniel F.,Jensen, Craig M.. "Solvent free selective dehydrogenation of indolic and carbazolic molecules with an iridium pincer catalyst". . p. 5987 - 5989. Retrieved 2014/05/20.
• 2、 Fang, Minfeng,MacHalaba, Nataliya,Sanchez-Delgado, Roberto A.. "Hydrogenation of arenes and N-heteroaromatic compounds over ruthenium nanoparticles on poly(4-vinylpyridine): A versatile catalyst operating by a substrate-dependent dual site mechanism". experimental part. p. 10621 - 10632. Retrieved 2011/11/29.