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Key Documents

P20009

Sigma-Aldrich

Phenylboronic acid

95%

Synonym(s):

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

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10 G
$76.10
50 G
$183.00
250 G
$654.00

$76.10


Estimated to ship on27 March 2025


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10 G
$76.10
50 G
$183.00
250 G
$654.00

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

$76.10


Estimated to ship on27 March 2025


Request a Bulk Order

Quality Level

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[1]
  • Pd-catalyzed direct arylation[2]
  • Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles[3]
  • Palladium-catalyzed stereoselective Heck-type reaction[4]
  • Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water[5]

Reagent used in Preparation of
  • Ni(II) pincer complex and Pd(II) pyridoxal hydrazone metallacycles as catalysts for the Suzuki-Miyaura cross-coupling reactions[6][7]
  • N-type polymers for all-polymer solar cells[8]
  • Novel series of potent and selective mTOR kinase inhibitors[9]
  • Inhibitors of lactate dehydrogenase against cancer cell proliferation[10]

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

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Certificates of Analysis (COA)

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

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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