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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
78181
Phenylboronic acid
purum, ≥97.0% (HPLC)
Sinônimo(s):
Benzeneboronic acid, Dihydroxyphenylborane, NSC 66487, Phenyl-boric acid, Phenylboric acid, Phenyldihydroxyborane
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About This Item
Produtos recomendados
grau
purum
Nível de qualidade
Ensaio
≥97.0% (HPLC)
Formulário
crystals
pf
216-219 °C (lit.)
218-222 °C
cadeia de caracteres SMILES
OB(O)c1ccccc1
InChI
1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
chave InChI
HXITXNWTGFUOAU-UHFFFAOYSA-N
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Descrição geral
Phenylboronic acid (PBA) is an organoboronic acid.[2] It behaves as a molecular receptor that can attach to compounds containing cis-diol group.[3] Microwave-assisted Suzuki coupling of aryl chlorides with phenylboronic acid in the presence of Pd/C (catalyst) and water (solvent) has been described.[4] Palladium-catalyzed cross-coupling reaction of phenylboronicacid with haloarenes to afford biaryls has been reported.[5]
Aplicação
- Rhodium-catalyzed intramolecular amination.[6]
- Pd-catalyzed direct arylation.[7]
- Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles.[8]
- Palladium-catalyzed stereoselective Heck-type reaction.[9]
- Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water.[10]
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.[11][12]
- N-type polymers for all-polymer solar cells.[13]
- Novel series of potent and selective mTOR kinase inhibitors.[14]
- Inhibitors of lactate dehydrogenase against cancer cell proliferation.[15]
Outras notas
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Acute Tox. 4 Oral
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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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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