4612-26-4 | 1,4-Phenylenediboronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$13.00	$9.00
10g	98%	in stock	$20.00	$14.00
25g	98%	in stock	$25.00	$17.00
100g	98%	in stock	$95.00	$66.00

Description

• Catalog Number: AB43194
• Chemical Name: 1,4-Phenylenediboronic acid
• CAS Number: 4612-26-4
• Molecular Formula: C6H8B2O4
• Molecular Weight: 165.7473
• MDL Number: MFCD00236018
• SMILES: OB(c1ccc(cc1)B(O)O)O
• NSC Number: 25410

Computed Properties

• Complexity: 118
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 2

Upstream Synthesis Route

1,4-Phenylenediboronic acid is a versatile compound widely used in chemical synthesis as a key building block for the construction of various organic molecules. It serves as a valuable reagent in cross-coupling reactions, particularly in the Suzuki-Miyaura coupling, where it is employed to form carbon-carbon bonds. This compound is known for its ability to facilitate the formation of biaryl compounds, which are essential in medicinal chemistry, material science, and the synthesis of complex natural products. Additionally, 1,4-Phenylenediboronic acid can be utilized in the development of functional polymers, ligands for catalysis, and as a precursor for fluorescent dyes. Its unique structure and reactivity make it an indispensable tool for organic chemists seeking to create diverse and intricate molecules with a wide range of applications in various fields.

Literature

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  ACS nano 20120828

• Covalent organic frameworks: Growing honeycombs on graphene.

  Nature nanotechnology 20110606

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  Science (New York, N.Y.) 20110408

• Lewis acid-catalysed formation of two-dimensional phthalocyanine covalent organic frameworks.

  Nature chemistry 20100801

• Benzene-1,4-diboronic acid-4,4'-bipyridine-water (1/2/2).

  Acta crystallographica. Section C, Crystal structure communications 20100401

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  Chemphyschem : a European journal of chemical physics and physical chemistry 20091005

• Synthesis of bis-amino acid derivatives by Suzuki cross-coupling, Michael addition and substitution reactions.

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  Inorganic chemistry 20080804

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  Journal of the American Chemical Society 20080528

• Differentially protected benzenediboronic acids: divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes.

  Organic letters 20080207

• (2-Meth-oxy-1,3-phenyl-ene)diboronic acid.

  Acta crystallographica. Section E, Structure reports online 20080201

• Interpolyelectrolyte complexes of conjugated copolymers and DNA: platforms for multicolor biosensors.

  Journal of the American Chemical Society 20040225

• A guest-induced assembly of a molecular box from methylcobaloxime and 1, 4-phenylenebisboronic acid.

  Inorganic chemistry 20030127