9H-Carbazol-3-ylboronic acid

Base Information

• Chemical Name: 9H-Carbazol-3-ylboronic acid
• CAS No.: 851524-97-5
• Molecular Formula: C₁₂H₁₀BNO₂
• Molecular Weight: 211.028
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20586437
• Wikidata: Q72515204
• Mol file: 851524-97-5.mol

Synonyms:851524-97-5;9H-Carbazol-3-ylboronic acid;9H-Carbazol-3ylboronic acid;(9H-CARBAZOL-3-YL)BORONIC ACID;9H-carbazol-3-yl boronic acid;MFCD04113810;9h-carbazole-3-boronic acid;Boronic acid, 9H-carbazol-3-yl-;SCHEMBL802744;AMY184;B-9H-Carbazol-3-ylboronicacid;C12H10BNO2;DTXSID20586437;BCP17710;BJB52497;AKOS002670093;(9H-CARBAZOL-3-YL)BORONICACID;AB17852;DS-9660;SY058598;DB-114238;C76733;EN300-374120

Chemical Property of 9H-Carbazol-3-ylboronic acid

Chemical Property:

• Boiling Point: 509.2±42.0 °C(Predicted)
• PKA: 8.91±0.30(Predicted)
• PSA: 56.25000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 1.00090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 211.0804587
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

(9H-Carbazol-3-yl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)NC3=CC=CC=C32)(O)O

Technology Process of 9H-Carbazol-3-ylboronic acid

There total 4 articles about 9H-Carbazol-3-ylboronic acid 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: 79.0%

3-bromo-9H-carbazole (1592-95-6) + Trimethyl borate (121-43-7,63156-11-6) → (9H-carbazol-3-yl)boronic acid (851524-97-5)

Guidance literature:

3-bromo-9H-carbazole; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

Reference yield:

4-bromo-2-iodo-1-nitrobenzene (343864-78-8) → (9H-carbazol-3-yl)boronic acid (851524-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / Inert atmosphere; Reflux

2.1: triphenylphosphine / 1,2-dichloro-benzene / Inert atmosphere; Reflux

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

3.2: 12 h / -78 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1,2-dichloro-benzene;

Reference yield:

5-bromo-2-nitro-biphenyl (105971-15-1) → (9H-carbazol-3-yl)boronic acid (851524-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / 1,2-dichloro-benzene / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; 1,2-dichloro-benzene;

upstream raw materials:

4-bromo-2-iodo-1-nitrobenzene

5-bromo-2-nitro-biphenyl

3-bromo-9H-carbazole

Trimethyl borate

Refernces

• 1、 -. "NOVEL ORGANIC COMPOUND, MATERIAL COMPRISING THE SAME FOR ORGANIC ELECTROLUMINESCENCE DEVICES, AND ORGANIC ELECTROLUMINESCENCE DEVICE COMPRISING THE MATERIAL". . . Retrieved 2017/05/20.