4-Hydroxycarbazole

Base Information

• Chemical Name: 4-Hydroxycarbazole
• CAS No.: 52602-39-8
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 2933.90
• European Community (EC) Number: 258-034-9
• UNII: 3D95E7727V
• DSSTox Substance ID: DTXSID60200584
• Nikkaji Number: J295.744B
• Wikidata: Q27257069
• Metabolomics Workbench ID: 137045
• ChEMBL ID: CHEMBL46723
• Mol file: 52602-39-8.mol

Synonyms:4-hydroxycarbazole

Chemical Property of 4-Hydroxycarbazole

Chemical Property:

• Appearance/Colour: Light-yellow solid
• Melting Point: 169-173 °C(lit.)
• Boiling Point: 431.4 °C at 760 mmHg
• PKA: 9.87±0.30(Predicted)
• Flash Point: 214.7 °C
• PSA: 36.02000
• Density: 1.362 g/cm₃
• LogP: 3.02670
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightlty), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

4-HydroxyCarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC=C3O
• Uses: 4-Hydroxy Carbazole (cas# 52602-39-8) is a compound useful in organic synthesis.

Technology Process of 4-Hydroxycarbazole

There total 18 articles about 4-Hydroxycarbazole 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: 97.0%

4-pivaloyloxycarbazole → 9H-carbazol-4-ol (52602-39-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/chem.201604002

Reference yield: 92.0%

9-(triisopropylsilyl)-9H-carbazol-4-ol → 9H-carbazol-4-ol (52602-39-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2.5h; Inert atmosphere;

DOI:10.1039/d1cc02892h

Reference yield: 90.0%

1,2,3,9-tetrahydro-4H-carbazol-4-one (15128-52-6) → 9H-carbazol-4-ol (52602-39-8)

Guidance literature:

palladium on activated charcoal; In diphenylether; at 250 ℃; for 18h;

DOI:10.1021/jo061270o

upstream raw materials:

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

9H-carbazole

2-(2'-methoxyphenyl)aniline

9-phenylmethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

Downstream raw materials:

4-(2,3-epoxypropoxy)carbazole

(2 S)-1-[(4-Aminophenethyl)amino]-3-(9 H-carbazol-4-yloxy)-2-propanol

tert-butyl 4-aminophenethyl[(2 S)-3-(9 H-carbazol-4-yloxy)-2-hydroxypropyl]carbamate

tert-butyl (2 S)-3-(9 H-carbazol-4-yloxy)-2-hydroxypropyl{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)amino]phenethyl}carbamate

Refernces

• 1、 -. "A 4 - hydroxy-carbazole new synthesis method (by machine translation)". Paragraph 0009-0011. . Retrieved 2019/05/16.
• 2、 Ou, Yang,Jiao, Ning. "Recyclable copper catalyzed nitrogenation of biphenyl halides: A direct approach to carbazoles". supporting information. p. 3473 - 3475. Retrieved 2013/05/22.