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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:
98-80-6
Molecular Weight:
121.93
Beilstein/REAXYS Number:
970972
EC Number:
202-701-9
MDL number:
MFCD00002103
UNSPSC Code:
12352103
PubChem Substance ID:
24898261
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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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