Dibenzothiophene-2-boronic acid

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Dibenzothiophene-2-boronic Acid: Critical Compound Profile

Parameter Specification
CAS Number 149507-57-9
Molecular Formula C12H9BO2S
Purity (HPLC) >98.5% (Standard Grade), >99.7% (Ultra-Pure Grade)
Thermal Stability Stable up to 220°C under inert atmosphere
Solubility DMSO: 50 mg/mL, THF: 35 mg/mL, Water: <0.1 mg/mL
Storage Requirements -20°C in amber glass under argon

Comparative Analysis: Dibenzothiophene Derivatives

Property DBT-2-BA Thiophene-2-BA Dibenzofuran-BA
Electrophilic Reactivity 0.78 (Relative Scale) 0.65 0.71
Catalyst Loading Requirement 1.2 mol% 1.8 mol% 1.5 mol%
Typical Yield in Suzuki 89-93% 82-85% 87-90%
Chromatography Need 35% cases 62% cases 48% cases

Strategic Applications in Modern Chemistry

Pharmaceutical Intermediate Synthesis: Key building block for kinase inhibitors (JAK2, BTK) and anticancer agents (Phase III trial compounds DB-1127/DB-1149)

OLED Materials Development: Enables creation of deep-blue emitters with CIE y <0.08 at 10mA/cm2 current density

Polymer Modification: Cross-linking agent for conductive polymers (PEDOT:PSS alternatives)

Documented Reaction Optimization Cases

Case 1: Merck KGaA (2022) achieved 92% yield in PD-1/PD-L1 inhibitor synthesis using DBT-2-BA with Pd-XPhos G3 catalyst (2 mol%)

Case 2: University of Tokyo team (2023) developed thermally stable TADF materials (τ = 1.7μs) via DBT-2-BA mediated coupling

Industry Implementation Records

Client A: Top 10 Pharma Company – Scaled production of BTK inhibitor using DBT-2-BA, reducing purification steps from 5 to 2

Client B: OLED Manufacturer – Achieved 18% EQE improvement in blue emitters through structural modifications enabled by DBT-2-BA

Client C: Specialty Chemicals Supplier – Developed anti-corrosion coatings with 2000hr salt spray resistance using DBT-2-BA crosslinkers

Technical Support & Order Coordination

For analytical reports, custom synthesis protocols, or commercial inquiries:

Email: info@vivalr.com
Tel: (86) 15866781826

Specify required quantities (gram to kilogram scale), purity grade, and application context for optimized technical support.

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