4 - (N,N - Dimethylaminocarbonyl) - phenylboronic acid, CAS No. 405520-68-5

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405520-68-5

Catalog No. EBD23769

CAS 405520-68-5

Name 4 - (N,N - Dimethylaminocarbonyl) - phenylboronic acid

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Basic Information

Synonyms: 4-(N,N-Dimethylaminocarbonyl)phenylboronicacid [4-(dimethylcarbamoyl)phenyl]boronicacid 4-(Dimethylcarbamoyl)phenylboronicacid 4-(N,N-Dimethylaminocarbonyl)BenzeneBoronicAcid 4-[(dimethylamino)carbonyl]phenylboronicacid boronicacid,[4-[(dimethylamino)carbonyl]phenyl]- 4-(N,N-Dimethylaminocarbonyl)-phenylboronicacid

Molecular Formula: C9H12BNO3

Molecular Weight: 193.01

MDL Number: MFCD02258943

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:

4-(N,N-Dimethylcarbamoyl)phenylboronic acid is an organoboron compound featuring a phenylboronic acid group substituted with a dimethylcarbamoyl moiety. This structure combines the cross-coupling capability of the boronic acid group with the electron-donating and solubilizing properties of the amide substituent. Its primary application is as a key synthetic building block in the development of organic electronic materials, particularly for organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). The boronic acid group enables efficient Suzuki-Miyaura cross-coupling reactions, a cornerstone method for constructing conjugated organic frameworks. The dimethylcarbamoyl group can serve as a functional handle to tune the solubility, film-forming properties, and electronic characteristics (such as HOMO/LUMO energy levels) of the resulting polymers or small molecules. As a specialized monomer, it is used in the synthesis of conjugated polymers and small-molecule semiconductors that require precise control over side-chain functionality and backbone architecture. Its utility extends to materials research focused on hole-transport layers, emissive layers, and other functional components in optoelectronic devices.

Physical Properties

Melting Point: 141-145 °C

Boiling Point: 407.4 °C at 760 mmHg

Flash Point: 200.2 °C

Density: 1.2 g/cm3

Storage: 2-8°C