Description

(9,9-Dimethyl-9H-fluoren-2-yl)boronic acid (CAS: 333432-28-3) is a high-purity boronic acid derivative featuring a fluorenyl backbone with two methyl substituents at the 9-position. This compound, with the molecular formula C₁₅H₁₅BO₂, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as an efficient boron-based coupling partner. Its rigid fluorenyl structure enhances stability and reactivity, making it ideal for constructing complex organic frameworks. Suitable for researchers and scientists, this product is rigorously tested to ensure ≥95% purity (HPLC) and is available in various quantities to meet laboratory-scale and industrial needs. Store in a cool, dry place under inert conditions to maintain optimal stability.

Properties

• CAS Number: 333432-28-3
• Complexity: 316
• IUPAC Name: (9,9-dimethylfluoren-2-yl)boronic acid
• InChI: InChI=1S/C15H15BO2/c1-15(2)13-6-4-3-5-11(13)12-8-7-10(16(17)18)9-14(12)15/h3-9,17-18H,1-2H3
• InChI Key: DMDPAJOXRYGXCB-UHFFFAOYSA-N
• Exact Mass: 238.1165099
• Molecular Formula: C15H15BO2
• Molecular Weight: 238.09
• SMILES: B(C1=CC2=C(C=C1)C3=CC=CC=C3C2(C)C)(O)O
• Topological: 40.5
• Monoisotopic Mass: 238.1165099
• Synonyms: 333432-28-3, (9,9-Dimethyl-9H-fluoren-2-yl)boronic acid, DTXSID30625104, DTXCID30575857, 691-490-0, 9,9-dimethyl-9H-fluoren-2-ylboronic acid, 9,9-Dimethyl-9H-fluoren-2-yl-boronic acid, (9,9-dimethylfluoren-2-yl)boronic acid, 9,9-Dimethylfluoren-2-boronic Acid, 9,9-dimethyl-2-fluoreneboronic acid, MFCD08704227, 9,9-dimethylfluorene-2-boronic acid, 9,9-Dimethylfluoren-2-boronic Acid (contains varying amounts of Anhydride), 9,9-Dimethyl-9H-fluoren-2-yl-2-boronic acid, C15H15BO2, 9,9-dimethyl-9H-fluorene-2-ylboronic acid, 9,9-Dimethyl-9H-fluoren-2-yl boronic acid, SCHEMBL24647, DMDPAJOXRYGXCB-UHFFFAOYSA-N, BBL102313, STL556112, AKOS015842140, 9,9-dimethylfluoren-2-yl boronic acid, AC-5000, AS-2472, CS-W003556, SB66468, SY020531, DB-031695, (9,9-Dimethyl-9H-fluoren-2-yl)boronicacid, D3974, EN300-7373242, Z1741971937, 9,9-Dimethyl-9H-fluorene-2-yl-2-boronic acid, AldrichCPR

Application

(9,9-Dimethyl-9H-fluoren-2-yl)boronic acid is widely used in palladium-catalyzed cross-coupling reactions to synthesize biaryl and heteroaryl compounds for pharmaceuticals and materials science. Its fluorenyl core contributes to the development of organic electronic materials, such as OLEDs and OFETs, due to its planar conjugation and stability. Researchers also employ it in the preparation of fluorescent probes and polymer precursors for advanced polymeric materials.

Safety and Hazards

GHS Hazard Statements

• H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (80%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (20%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (20%)
• Acute Tox. 4 (20%)
• Skin Irrit. 2 (60%)
• Eye Irrit. 2 (80%)
• Acute Tox. 4 (20%)
• STOT SE 3 (20%)

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