2-Bromo-9H-carbazole

Base Information

• Chemical Name: 2-Bromo-9H-carbazole
• CAS No.: 3652-90-2
• Molecular Formula: C12H8BrN
• Molecular Weight: 246.106
• Hs Code.: 2933990090
• European Community (EC) Number: 807-979-0
• ChEMBL ID: CHEMBL5070637
• DSSTox Substance ID: DTXSID20507884
• Nikkaji Number: J1.977.110E
• Wikidata: Q72452262
• Mol file: 3652-90-2.mol

Synonyms:2-Bromo-9H-carbazole;2-Bromocarbazole;3652-90-2;9H-Carbazole, 2-bromo-;MFCD09750430;2-Bromocarbozaole;9H-arbazole, 2-romo-;2-bromanyl-9H-carbazole;SCHEMBL25294;AMY180;CHEMBL5070637;DTXSID20507884;PJRGCJBBXGNEGD-UHFFFAOYSA-N;BCP22062;AKOS015909241;CS-W019847;PS-7525;SB66511;AC-28757;SY036925;B4381;FT-0659086;EN300-322160;A823284;2-Bromo-9H-carbazole pound>>9H-arbazole, 2-romo-;J-508511

Chemical Property of 2-Bromo-9H-carbazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 253.0 to 257.0 °C
• Refractive Index: 1.784
• Boiling Point: 409.228 °C at 760 mmHg
• PKA: 16.17±0.30(Predicted)
• Flash Point: 201.294 °C
• PSA: 15.79000
• Density: 1.617 g/cm³
• LogP: 4.08360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 244.98401
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=C(C=C3)Br
• Uses: Sensitive fluorogenic substrate for urokinase.

Technology Process of 2-Bromo-9H-carbazole

There total 29 articles about 2-Bromo-9H-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: 99.0%

2-bromo-9-(pyrimidin-2-yl)-9H-carbazole → 2-bromo-9H-carbazole (3652-90-2)

Guidance literature:

With N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; copper(l) chloride; sodium t-butanolate; In dimethyl sulfoxide; at 110 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.7b01568

Reference yield: 89.0%

4'-bromo-2-nitrobiphenyl (35450-34-1) → 2-bromo-9H-carbazole (3652-90-2)

Guidance literature:

With triphenylphosphine; In 1,2-dichloro-benzene; at 170 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acschemneuro.8b00291

Reference yield: 83.0%

9H-carbazol-2-yl trifluoromethanesulfonate (870703-52-9) → 2-bromo-9H-carbazole (3652-90-2)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; potassium bromide; In 1,4-dioxane; at 130 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol202098h

upstream raw materials:

7-bromo-2,3,4,9-tetrahydro-1H-carbazole

4-Brom-2-azidobiphenyl

4'-bromo-2-nitrobiphenyl

1,4-dibromo-2-nitrobenzene

Downstream raw materials:

2-methoxy-9H-carbazole

2-bromo-9-(2-ethylhexyl)carbazole

3-(5,10,15-tris(4-methylphenyl)porphyrinato(zinc)(II)-20-yl)-9-hexyl-carbazole

3-(5,10,15-tris(4-methylphenyl)porphyrinato(palladium)(II)-20-yl)-9-hexyl-carbazole

Refernces

• 1、 -. "Preparation of 2 - substituted oxazole compounds". Paragraph 0033; 0034. . Retrieved 2018/02/28.
• 2、 -. "Tetradentate platinum and palladium complex emitters containing phenyl-pyrazole and its analogues". Paragraph 681; 684. . Retrieved 2018/07/29.