Phenylboronic acid
SIAL/78181 - purum, ≥97.0% (HPLC)
Synonym: Benzeneboronic acid; Dihydroxyphenylborane; NSC 66487; Phenyl-boric acid; Phenylboric acid; Phenyldihydroxyborane
CAS Number: 98-80-6
Empirical Formula (Hill Notation): C6H7BO2
Molecular Weight: 121.93
EC Number: 202-701-9
MDL Number: MFCD00002103
Linear Formula: C6H5B(OH)2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 78181-50G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 78181-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 78181-1G
| assay | ≥97.0% (HPLC) |
| form | crystals |
| grade | purum |
| InChI | 1S/C6H7BO2/c8-7(9)6-4-2-1 |
| InChI key | HXITXNWTGFUOAU-UHFFFAOYSA |
| mp | 216-219 °C (lit.) |
| 218-222 °C | |
| Quality Level | 200  |
| SMILES string | OB(O)c1ccccc1 |
| Application: | Phenylboronic acid may be employed in the following reactions: • Rhodium-catalyzed intramolecular amination. • Pd-catalyzed direct arylation. • Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles. • Palladium-catalyzed stereoselective Heck-type reaction. • Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water. Phenylboronic acid may be employed as reagent in the preparation of: • Ni(II) pincer complex and Pd(II) pyridoxal hydrazone metallacycles as catalysts for the Suzuki-Miyaura cross-coupling reactions. • N-type polymers for all-polymer solar cells. • Novel series of potent and selective mTOR kinase inhibitors. • Inhibitors of lactate dehydrogenase against cancer cell proliferation. |
| General description: | Phenylboronic acid is a highly stable receptor ligand used in cross-coupling reactions and drug delivery. Phenylboronic acid (PBA) is an organoboronic acid. It behaves as a molecular receptor that can attach to compounds containing cis-diol group. Microwave-assisted Suzuki coupling of aryl chlorides with phenylboronic acid in the presence of Pd/C (catalyst) and water (solvent) has been described. Palladium-catalyzed cross-coupling reaction of phenylboronicacid with haloarenes to afford biaryls has been reported. |
| Other Notes: | Contains varying amounts of phenylboronic anhydride |
| Packaging: | 1 g in glass bottle |
| Packaging: | 10 g in poly bottle |
| Packaging: | 50 g in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264 - P270 - P301 + P312 - P501 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| Safety Statements | 22-24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥97.0% (HPLC) |
| mp | 216-219 °C (lit.); 218-222 °C |
| UNSPSC | 12352103 |