Biphenyl-4,4'-diboronic acid, 94%
Biphenyl-4,4'-diboronic acid, 94%
Biphenyl-4,4'-diboronic acid, 94%
Thermo Scientific Chemicals

Biphenyl-4,4'-diboronic acid, 94%

CAS: 4151-80-8 | C12H12B2O4 | 241.84 g/mol
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5 g
Catalog number L13328.03
also known as L13328-03
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222.65
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Quantity:
1 g
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Price (USD)
222.65
Online exclusive
247.00
Save 24.35
Each
Chemical Identifiers
CAS4151-80-8
IUPAC Name[4'-(dihydroxyboranyl)-[1,1'-biphenyl]-4-yl]boronic acid
Molecular FormulaC12H12B2O4
InChI KeySLHKDOGTVUCXKX-UHFFFAOYSA-N
SMILESOB(O)C1=CC=C(C=C1)C1=CC=C(C=C1)B(O)O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to pale cream
FormPowder or granular powder or lumps
Assay (Aqueous acid-base Titration)≥92.0%
Assay (HPLC)≥92.0%
Proton NMRConforms to structure
Biphenyl-4,4'-diboronic acid is used in the preparation of cycloparaphenylenes through Suzuki coupling. It is also employed in the synthesis of 1,3,2-diazaboroine derivatives, which is useful for organic thin-film transistor applications. It plays an important role in the preparation of arylboronates from reactions with catechol, dihydroxynaphthalene and diaminobenzenedithiol, which finds application as organic field-effect transistors and light emitting diodes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Biphenyl-4,4′-diboronic acid is used in the preparation of cycloparaphenylenes through Suzuki coupling. It is also employed in the synthesis of 1,3,2-diazaboroine derivatives, which is useful for organic thin-film transistor applications. It plays an important role in the preparation of arylboronates from reactions with catechol, dihydroxynaphthalene and diaminobenzenedithiol, which finds application as organic field-effect transistors and light emitting diodes.

Solubility
Soluble in water.

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Du, Y.; Mao, K.; Kamakoti, P.; Wooler, B.; Cundy, S.; Li, Q.; Ravikovitch, P.; Calabro, D. The effects of pyridine on the structure of B-COFs and the underlying mechanism. J. Mater. Chem. A 2013, 1 (42), 13171-13178.
  2. Du, Y.; Mao, K.; Kamakoti, P.; Ravikovitch, P.; Paur, C.; Cundy, S.; Li, Q.; Calabro, D. Experimental and computational studies of pyridine-assisted post-synthesis modified air stable covalent-organic frameworks. Chem. Commun. 2012, 48 (38), 4606-4608.