3-Trifluoromethylphenylboronic acid, CAS No. 1423-26-3

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1423-26-3

Catalog No. EBD435330

CAS 1423-26-3

Name 3-Trifluoromethylphenylboronic acid

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Basic Information

Synonyms: 3-Trifluoromethylphenylboronicacid [2-(trifluoromethyl)phenyl]boronicacid 3-(Trifluoromethyl)phenylboronicacid 3-(Trifluoromethyl)benzeneboronicacid 3-[(Trifluoromethyl)-Benzene]-BoronicAcid 3-(Trifluoromethyl)benzeneboronicacid/anhydride 3-trifluoromethylboronicacid alpha,alpha,alpha-trifluoro-m-tolylboronicacid alpha,alpha,alpha-trifluoro-m-tolueneboronicacid akosbrn-0023 rarechemahpb0096

Molecular Formula: C7H6BF3O2

Molecular Weight: 189.93

MDL Number: MFCD00151854

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

Product Description:

3-(Trifluoromethyl)phenylboronic acid is an organoboron compound featuring a phenyl ring substituted with a boronic acid group and a trifluoromethyl group at the meta position. It is a white to off-white crystalline powder commonly used as a versatile building block in organic synthesis. Its primary application is in Suzuki-Miyaura cross-coupling reactions, a pivotal method for forming carbon-carbon bonds. The boronic acid group acts as a key coupling partner with aryl or vinyl halides in the presence of a palladium catalyst. The trifluoromethyl group is a highly valuable moiety in medicinal chemistry and materials science due to its strong electron-withdrawing nature, lipophilicity, and metabolic stability. Consequently, this compound is extensively employed in the synthesis of pharmaceuticals, agrochemicals, and particularly in the development of advanced materials such as organic light-emitting diodes (OLEDs), liquid crystals, and organic semiconductors, where the CF3 group can fine-tune electronic properties. The compound should be stored in a cool, dry place and handled with appropriate personal protective equipment as boronic acids can be irritants. It is commercially available from major chemical suppliers for research and development purposes.

Physical Properties

Melting Point: 163-166 °C(lit.)

Boiling Point: 268.2 °C at 760 mmHg

Flash Point: 116 °C

Density: 1.36 g/cm3

Storage: 0-6°C

Analytical Data

Appearance: White to pale yellow powder