4-Trifluoromethoxyphenylboronic acid, CAS No. 139301-27-2

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139301-27-2

Catalog No. EBD435392

CAS 139301-27-2

Name 4-Trifluoromethoxyphenylboronic acid

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Basic Information

Synonyms: 4-Trifluoromethoxyphenylboronicacid p-trifluoromethoxybenzoboricacid p-(trifluoromethoxy)phenylboronicacid 4-(Trifluoromethoxy)phenylboronicacid(containsvaryingamountsofanhydride) 4-(Trifluoromethoxy)phenylboronicaicd 4-[(Trifluoromethoxy)-Phenyl]-BoronicAcid akosbrn-0136 4-(trifluoromethoxy)phenylboronicacid rarechemahpb0078

Molecular Formula: C7H6BF3O3

Molecular Weight: 205.93

MDL Number: MFCD01074648

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

4-Trifluoromethoxyphenylboronic acid is an organoboron compound featuring a phenyl ring substituted with a trifluoromethoxy group at the para position and a boronic acid functional group. It is a white to off-white crystalline powder with a molecular formula of C7H6BF3O3. This compound is a key synthetic building block, primarily utilized in Suzuki-Miyaura cross-coupling reactions, a pivotal method for forming carbon-carbon bonds in organic synthesis. Its primary application lies in pharmaceutical research and development, where it serves as a crucial intermediate for constructing complex molecules. The trifluoromethoxy group is a privileged pharmacophore in medicinal chemistry, known to enhance metabolic stability, lipophilicity, and binding affinity of drug candidates. Consequently, this boronic acid is extensively used in the synthesis of potential active pharmaceutical ingredients (APIs), particularly in the discovery of compounds targeting the central nervous system, anti-inflammatory agents, and agrochemicals. As a versatile reagent, it is commercially available from major chemical suppliers for research purposes. Handling requires standard precautions for boronic acids, including protection from moisture to prevent deboronation. It should be stored in a cool, dry place under an inert atmosphere to maintain stability.

Physical Properties

Melting Point: 123-127 °C(lit.)

Boiling Point: 256.6 °C at 760 mmHg

Flash Point: 109 °C

Density: 1.41 g/cm3

Storage: 0-6°C

Analytical Data

Appearance: white to beige crystalline powder