2,3,4,9-tetrahydro-1H-carbazol-3-ol

Base Information

• Chemical Name: 2,3,4,9-tetrahydro-1H-carbazol-3-ol
• CAS No.: 14384-34-0
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Hs Code.: 2933990090
• European Community (EC) Number: 604-384-6
• DSSTox Substance ID: DTXSID20468749
• Mol file: 14384-34-0.mol

Synonyms:2,3,4,9-tetrahydro-1H-carbazol-3-ol;14384-34-0;1H-Carbazol-3-ol, 2,3,4,9-tetrahydro-;SCHEMBL4288282;DTXSID20468749;MFCD01924666;AKOS014668459;AS-63073;CS-0097435;C72714;A884879

Chemical Property of 2,3,4,9-tetrahydro-1H-carbazol-3-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 149-150 °C
• Boiling Point: 387.277oC at 760 mmHg
• PKA: 15.13±0.20(Predicted)
• Flash Point: 188.018oC
• PSA: 36.02000
• Density: 1.285g/cm3
• LogP: 2.01750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99.9% ^*data from raw suppliers

2,3,4,9-Tetrahydro-1H-carbazol-3-ol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(CC1O)C3=CC=CC=C3N2

Technology Process of 2,3,4,9-tetrahydro-1H-carbazol-3-ol

There total 6 articles about 2,3,4,9-tetrahydro-1H-carbazol-3-ol 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: 96.0%

1,2,3,4-tetrahydrocarbazol-3-one (51145-61-0) → (+/-)-2,3,4,9-tetrahydro-1H-carbazol-3-ol (128432-38-2,14384-34-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jo300552v

Reference yield: 44.0%

4-hydroxycyclohexanone (13482-22-9) + phenylhydrazine (100-63-0) → (+/-)-2,3,4,9-tetrahydro-1H-carbazol-3-ol (128432-38-2,14384-34-0)

Guidance literature:

With acetic acid; In ethanol; at 20 ℃; for 3h; Heating / reflux;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → (+/-)-2,3,4,9-tetrahydro-1H-carbazol-3-ol (128432-38-2,14384-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium sulfate / dichloromethane / 2 h / 20 °C

1.2: 4 h / 110 °C

2.1: trifluoroacetic acid / acetone / 24 h / 65 °C

3.1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; magnesium sulfate; trifluoroacetic acid; In methanol; dichloromethane; acetone;

DOI:10.1021/jo300552v

upstream raw materials:

4-hydroxycyclohexanone

phenylhydrazine

cyclohexanedione monoethylene ketal

1,2,3,4-tetrahydrocarbazol-3-one

Downstream raw materials:

3-hydroxy-1,2,3,4-tetrahydrocarbazole p-toluenesulphonate ester

1,2,3,4-tetrahydrocarbazol-3-one

2,3,4,9-tetrahydro-1H-carbazol-3-yl-amine

(+/-)-benzyl 2,3,4,9-tetrahydro-1H-carbazol-3-yl-carbamate