Description

9,9-Di(p-tolyl)fluorene-2-boronic Acid (contains varying amounts of Anhydride) is a high-purity boronic acid derivative with the molecular formula C₂₇H₂₃BO₂ and CAS number 1193104-83-4. This compound, also known by its IUPAC name [9,9-bis(4-methylphenyl)fluoren-2-yl]boronic acid, is a valuable building block in organic synthesis and materials science. The product may contain varying amounts of anhydride, as noted. It is characterized by its fluorene core functionalized with boronic acid at the 2-position and p-tolyl groups at the 9-position, offering unique steric and electronic properties for cross-coupling reactions. This reagent is particularly useful in Suzuki-Miyaura couplings, where it serves as an efficient partner for the construction of complex conjugated systems. The compound is supplied as a solid and should be stored under inert conditions to maintain stability. Typical purity levels exceed 95%, with detailed certificates of analysis available upon request.

Properties

• CAS Number: 1193104-83-4
• Complexity: 553
• IUPAC Name: [9,9-bis(p-tolyl)fluoren-2-yl]boronic acid
• InChI: InChI=1S/C27H23BO2/c1-18-7-11-20(12-8-18)27(21-13-9-19(2)10-14-21)25-6-4-3-5-23(25)24-16-15-22(28(29)30)17-26(24)27/h3-17,29-30H,1-2H3
• InChI Key: USGCGOMFCOSGCZ-UHFFFAOYSA-N
• Exact Mass: 390.1791101
• Molecular Formula: C27H23BO2
• Molecular Weight: 390.3
• SMILES: B(C1=CC2=C(C=C1)C3=CC=CC=C3C2(C4=CC=C(C=C4)C)C5=CC=C(C=C5)C)(O)O
• Topological: 40.5
• Monoisotopic Mass: 390.1791101
• Synonyms: 9,9-Di(p-tolyl)fluorene-2-boronic Acid (contains varying amounts of Anhydride), 833-596-3, 1193104-83-4, (9,9-Di-p-tolyl-9H-fluoren-2-yl)boronic acid, Boronic acid, B-[9,9-bis(4-methylphenyl)-9H-fluoren-2-yl]-, [9,9-bis(4-methylphenyl)fluoren-2-yl]boronic acid, B-(9,9-Bis(4-methylphenyl)-9H-fluoren-2-yl)boronic acid, B-[9,9-Bis(4-methylphenyl)-9H-fluoren-2-yl]boronic acid, MFCD23115730, 9,9-dip-tolyl-9H-fluoren-2-ylboronic acid, SCHEMBL17142152, DTXSID30856815, AKOS022173134, SB66486, DB-342124, D4642, (9,9-Di-p-tolyl-9H-fluoren-2-yl)boronicacid, D90312, [9,9-BIS(4-METHYLPHENYL)-9H-FLUOREN-2-YL]BORONIC ACID, [9,9-Di(p-tolyl)-fluoren-2-yl]boronic acid (contains varying amounts of Anhydride)

Application

9,9-Di(p-tolyl)fluorene-2-boronic Acid is widely employed in the synthesis of organic electronic materials, including polymers and small molecules for OLEDs and photovoltaic applications. Its sterically hindered structure enhances solubility and processability in organic solvents, making it ideal for solution-processed devices. The compound is also utilized in pharmaceutical research as a key intermediate for the construction of fluorene-based scaffolds. Additionally, it serves as a versatile monomer in the preparation of conjugated polymers with tailored optoelectronic properties.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.