EMAIL THIS PAGE TO A FRIEND
78181 Sigma-Aldrich

Phenylboronic acid

purum, ≥97.0% (HPLC)

Synonym: Benzeneboronic acid, Dihydroxyphenylborane, NSC 66487, Phenyl-boric acid, Phenylboric acid, Phenyldihydroxyborane

  • CAS Number 98-80-6

  • Linear Formula C6H5B(OH)2

  • Molecular Weight 121.93

  •  Beilstein Registry Number 970972

  •  EC Number 202-701-9

  •  MDL number MFCD00002103

  •  PubChem Substance ID 329768124

Purchase

Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents,
InChI Key   HXITXNWTGFUOAU-UHFFFAOYSA-N
grade   purum
assay   ≥97.0% (HPLC)
mp   216-219 °C(lit.)
  218-222 °C

Description

Other Notes

Contains varying amounts of phenylboronic anhydride

Same product — same quality — now Sigma-Aldrich brand

Packaging

1 g in glass bottle

10 g in poly bottle

50 g in glass bottle

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 (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.

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.




Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
CY8575000

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

Set your institution to view full text papers.
Related Products

related product

Product #

Description

Add to Cart

28982 Curcumin solution, ~0.1 % (w/v) (in ethanol with 2M HCl (99:1 v/v)), for TLC derivatization

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?