4-Formylphenylboronic acid, CAS No. 87199-17-5

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87199-17-5

Catalog No. EBD435344

CAS 87199-17-5

Name 4-Formylphenylboronic acid

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Basic Information

Synonyms: 4-Boronobenzaldehyde 4-Formylbenzeneboronicacid (4-formylphenyl)boronicacid rarechemahpb0193 timtec-bbsbb004077 p-formylphenylboronicacid akosbrn-0111 4-(dihydroxyboryl)benzaldehyde 4-Formylphenylboronicacid

Molecular Formula: C7H7BO3

Molecular Weight: 149.94

MDL Number: MFCD00151823

Categories: Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors

Product Description:

4-Formylphenylboronic acid is a bifunctional organic compound featuring both a boronic acid group and an aldehyde group attached to a benzene ring. This structure makes it a highly versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions where the boronic acid moiety enables carbon-carbon bond formation. The compound serves as a critical intermediate in the synthesis of various pharmaceuticals, including kinase inhibitors and other bioactive molecules. Its aldehyde functionality allows for further derivatization through reductive amination, condensation reactions, or as a handle for bioconjugation. In medicinal chemistry, it is frequently employed as a small molecule fragment for drug discovery programs targeting oncology and inflammatory diseases. Additionally, 4-formylphenylboronic acid is utilized in the development of molecular sensors and responsive materials due to its ability to form reversible covalent bonds with diols. It should be stored under inert atmosphere and protected from moisture to maintain stability.

Physical Properties

Melting Point: 237-242 °C(lit.)

Boiling Point: 347.584 °C at 760 mmHg

Flash Point: 164.013 °C

Density: 1.244 g/cm3

Storage: 0-6°C

Safety Information

Packing Level: III

Hazard Category: 8

Transport Codes: 1759

Analytical Data

Appearance: white to light yellow crystal powder