Description

(3,5-Diphenylphenyl)boronic acid (CAS No. 128388-54-5) is a high-purity boronic acid derivative with the molecular formula C₁₈H₁₅BO₂. This compound features a central phenyl ring substituted with two additional phenyl groups at the 3- and 5-positions, along with a boronic acid functional group, making it a versatile building block in organic synthesis and materials science. Its well-defined structure and reactivity are ideal for Suzuki-Miyaura cross-coupling reactions, a cornerstone in the construction of complex biaryl systems. With a molecular weight of 274.12 g/mol, this white to off-white crystalline powder is rigorously characterized by ¹H NMR, ¹³C NMR, and HPLC to ensure ≥95% purity. Suitable for research and industrial applications, it is packaged under inert conditions to guarantee stability and longevity. Store in a cool, dry place, protected from moisture and light.

Properties

• CAS Number: 128388-54-5
• Complexity: 282
• IUPAC Name: (3,5-diphenylphenyl)boronic acid
• InChI: InChI=1S/C18H15BO2/c20-19(21)18-12-16(14-7-3-1-4-8-14)11-17(13-18)15-9-5-2-6-10-15/h1-13,20-21H
• InChI Key: MRBZYVMZUBUDAX-UHFFFAOYSA-N
• Exact Mass: 274.1165099
• Molecular Formula: C18H15BO2
• Molecular Weight: 274.1
• SMILES: B(C1=CC(=CC(=C1)C2=CC=CC=C2)C3=CC=CC=C3)(O)O
• Topological: 40.5
• Monoisotopic Mass: 274.1165099
• Synonyms: 128388-54-5, (3,5-DIPHENYLPHENYL)BORONIC ACID, [1,1′:3′,1”-Terphenyl]-5′-ylboronic acid, 3,5-diphenylphenylboronic acid, 1,1′:3′,1”-Terphenyl-5′-boronic acid, BORONIC ACID, B-[1,1′:3′,1”-TERPHENYL]-5′-YL-, 5′-m-Terphenylboronic Acid, MFCD09953491, 3,5-Diphenylbenzeneboronic acid, 3,5-DiphenylphenylboronicAcid, Boronic acid, [1,1′:3′,1”-terphenyl]-5′-yl-, 1,1′:3′,1”-Terphenyl-5′-ylboronic acid, SCHEMBL149762, 3,5-BPBA, DTXSID70563455, 5′-m-terphenylboronic acid (contains varying amounts of anhydride), BBL102365, SBB071375, STL556165, AKOS015840543, CS-W000867, SB66383, AC-24449, AS-19006, SY033974, T2792, [1,1′:3′,1”-Terphenyl]-5′-ylboronicacid, [1,1′;3′,1”] terphenyl-5′-boronic acid, I10057, [1,1′:3′,1”-Terphenyl]-5′-ylboronic acid, [1~1~,2~1~:2~3~,3~1~-Terphenyl]-2~5~-ylboronic acid, 1,1′:3′,1”-Terphenyl-5′-boronic acid(Contains varying amounts of anhydride)

Application

(3,5-Diphenylphenyl)boronic acid is widely employed in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds, which are pivotal in pharmaceuticals and advanced materials. Its extended conjugated system makes it valuable in the development of organic electronic materials, such as OLEDs and semiconductors. Researchers also utilize it as a ligand or intermediate in catalytic systems and polymer chemistry.

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]
• H335 (85.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

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

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