Dibenzothiophene-3-boronic acid

Base Information

• Chemical Name: Dibenzothiophene-3-boronic acid
• CAS No.: 108847-24-1
• Molecular Formula: C₁₂H₉BO₂S
• Molecular Weight: 228.079
• Mol file: 108847-24-1.mol

Synonyms:Dibenzothiophene-3-boronic acid;2-Dibenzothiopheneboronic acid;dibenzo[b,d]thiophen-3-ylboronic acid

Chemical Property of Dibenzothiophene-3-boronic acid

Chemical Property:

• Melting Point: 277-278℃
• Boiling Point: 480.2±37.0 °C(Predicted)
• PKA: 8.37±0.30(Predicted)
• PSA: 68.70000
• Density: 1.38
• LogP: 1.73430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Dibenzo[b,d]thiophen-3-ylboronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of Dibenzothiophene-3-boronic acid

There total 6 articles about Dibenzothiophene-3-boronic 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: 90.0%

2-bromodibenzo[b,d]thiophene (97511-04-1) + Triisopropyl borate (5419-55-6) → dibenzo[b,d]thiophen-3-ylboronic acid (108847-24-1)

Guidance literature:

2-bromodibenzo[b,d]thiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at 20 ℃; for 8h;

Reference yield: 71.6%

2-bromodibenzo[b,d]thiophene (97511-04-1) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → dibenzo[b,d]thiophen-3-ylboronic acid (108847-24-1)

Guidance literature:

2-bromodibenzo[b,d]thiophene; With n-butyllithium; In tetrahydrofuran; acetone; at -60 - -50 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; acetone; at -45 - 20 ℃; for 20h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; acetone; at 10 - 20 ℃; for 4h; Inert atmosphere;

Reference yield:

3-nitrodibenzothiophenesulfoxide (68925-98-4) → dibenzo[b,d]thiophen-3-ylboronic acid (108847-24-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2625.26 Torr / Autoclave

2.1: hydrogen bromide; sodium nitrite / water

2.2: 5 °C

2.3: 18 h / 0 - 40 °C

3.1: n-butyllithium / tetrahydrofuran; acetone / 1 h / -60 - -50 °C / Inert atmosphere

3.2: 20 h / -45 - 20 °C / Inert atmosphere

3.3: 4 h / 10 - 20 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; hydrogen bromide; hydrogen; sodium nitrite; In tetrahydrofuran; water; ethyl acetate; acetone;

upstream raw materials:

3-nitrodibenzothiophenesulfoxide

3-aminodibenzothiophene

2-bromodibenzo[b,d]thiophene

Trimethyl borate

Downstream raw materials:

12H-benzo[4,5]thieno[2,3-a]carbazole

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