(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)boronic acid, CAS No. 164014-95-3

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164014-95-3

Catalog No. EBD489454

CAS 164014-95-3

Name (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)boronic acid

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Basic Information

Synonyms: (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)boronicacid (1,4-benzodioxan-6-yl)boronicacid 1,4-benzodioxane-6-boronicacid 2,3-dihydrobenzo[b][1,4]dioxin-6-ylboronicacid 2,3-dihydro-1,4-benzodioxin-6-ylboronicacid 3,4-(ethylenedioxy)benzeneboronicacid 1,4-benzodioxan-6-boronicacid 2,3-dihydro-1,4-benzodioxine-6-boronicacid 2,3-dihydro–benzo[b][1.4]dioxin-6-yl-6-boronicacid

Molecular Formula: C8H9BO4

Molecular Weight: 179.97

MDL Number: MFCD01009696

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

Product Description:

Benzo[1,4]dioxin-6-boronic acid is a heterocyclic aromatic boronic acid derivative. Its structure features a benzo-1,4-dioxin core, a fused heterocyclic system containing oxygen atoms, functionalized with a boronic acid group at the 6-position. This compound is a solid and should be handled under inert conditions due to the sensitivity of the boronic acid moiety. This boronic acid is primarily utilized as a key synthetic building block in materials science, particularly in the construction of organic semiconductors and optoelectronic materials. It serves as a crucial monomer or precursor in Suzuki-Miyaura cross-coupling reactions, a fundamental method for creating conjugated organic frameworks. Its main application lies in the synthesis of polymers and small molecules for use in organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), where the benzo[1,4]dioxin unit can contribute to charge transport and modulate electronic properties. As a boronic acid, it also finds use in general organic synthesis for constructing complex molecules. Proper storage at low temperatures (e.g., 2-8°C or under argon) is recommended to maintain its reactivity.

Physical Properties

Melting Point: 187 °C

Boiling Point: 361 °C at 760 mmHg

Flash Point: 172.2 °C

Density: 1.35 g/cm3

Analytical Data

Appearance: White to light yellow crystal powder