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P20009

Sigma-Aldrich

Phenylboronic acid

95%

Synonym(s):

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

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About This Item

Linear Formula:
C6H5B(OH)2
CAS Number:
Molecular Weight:
121.93
Beilstein:
970972
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

crystals

mp

216-219 °C (lit.)

SMILES string

OB(O)c1ccccc1

InChI

1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H

InChI key

HXITXNWTGFUOAU-UHFFFAOYSA-N

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Application

Reagent used for
  • 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

Reagent used in 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

Other Notes

Contains varying amounts of phenylboronic anhydride

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of the American Chemical Society, 116, 7449-7449 (1994)
Tetrahedron Letters, 47, 9239-9239 (2006)
Tetrahedron Letters, 35, 3277-3277 (1994)
Tetrahedron Letters, 47, 9267-9267 (2006)
The Journal of Organic Chemistry, 59, 5524-5524 (1994)

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