3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole

Base Information

• Chemical Name: 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole
• CAS No.: 22401-71-4
• Molecular Formula: C16H21 N
• Molecular Weight: 227.3446
• NSC Number: 88265
• DSSTox Substance ID: DTXSID90293282
• Nikkaji Number: J2.337.262B
• Mol file: 22401-71-4.mol

Synonyms:3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole;22401-71-4;NSC88265;3-tert-Butyl-1,2,3,4-tetrahydrocarbazole;ChemDiv3_005775;NCIOpen2_005399;SCHEMBL1458724;DTXSID90293282;IHQFCGFAJBMHHN-UHFFFAOYSA-N;HMS1489G11;NSC-88265;AKOS001693670;AKOS016842227;CCG-116123;IDI1_023685;AE-473/31198039

Chemical Property of 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole

Chemical Property:

• Vapor Pressure: 5.94E-05mmHg at 25°C
• Boiling Point: 356.6°Cat760mmHg
• Flash Point: 151.2°C
• Density: 1.057g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.167399674
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CCC2=C(C1)C3=CC=CC=C3N2

Technology Process of 3-tert-butyl-2,3,4,9-tetrahydro-1H-carbazole

There total 6 articles about 3-tert-butyl-2,3,4,9-tetrahydro-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: 100.0%

4-tercbutyl-cyclohexanone (98-53-3) + phenylhydrazine (100-63-0) → 3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole (22401-71-4)

Guidance literature:

With trichloroacetic acid; at 100 ℃; for 0.0833333h;

DOI:10.1515/HC.2003.9.1.9

Reference yield: 96.0%

phenylhydrazine hydrochloride (59-88-1) + 4-tercbutyl-cyclohexanone (98-53-3) → 3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole (22401-71-4)

Guidance literature:

With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate; In water; at 100 ℃; for 0.25h; Microwave irradiation; Green chemistry;

DOI:10.1016/j.jfluchem.2012.09.010

Reference yield: 95.0%

di-tert-butyl 1-(4-(tert-butyl)cyclohex-1-en-1-yl)-2-phenylhydrazine-1,2-dicarboxylate → 3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole (22401-71-4)

Guidance literature:

With zinc(II) chloride; In 1,4-dioxane; at 20 - 90 ℃; for 1h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/ol502031q

upstream raw materials:

4-tercbutyl-cyclohexanone

phenylhydrazine

2-bromo-4-tert-butylcyclohexanone

aniline

Downstream raw materials:

3-(1,1-dimethylethyl)-9H-carbazole

3-(tert-butyl)-9-methyl-2,3,4,9-tetrahydro-1H-carbazole