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.
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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
Kluczowe dokumenty
78181
Phenylboronic acid
purum, ≥97.0% (HPLC)
Synonim(y):
Benzeneboronic acid, Dihydroxyphenylborane, NSC 66487, Phenyl-boric acid, Phenylboric acid, Phenyldihydroxyborane
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310,00 zł
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About This Item
310,00 zł
Polecane produkty
klasa czystości
purum
Poziom jakości
Próba
≥97.0% (HPLC)
Formularz
crystals
mp
216-219 °C (lit.)
218-222 °C
ciąg SMILES
OB(O)c1ccccc1
InChI
1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
Klucz InChI
HXITXNWTGFUOAU-UHFFFAOYSA-N
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Opis ogólny
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]
Zastosowanie
- 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]
Inne uwagi
Hasło ostrzegawcze
Warning
Zwroty wskazujące rodzaj zagrożenia
Zwroty wskazujące środki ostrożności
Klasyfikacja zagrożeń
Acute Tox. 4 Oral
Kod klasy składowania
11 - Combustible Solids
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
Not applicable
Temperatura zapłonu (°C)
Not applicable
Środki ochrony indywidualnej
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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