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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
456772
4-Carboxyphenylboronic acid
Synonym(s):
4-(Dihydroxyboronyl)benzoic acid, 4-(Dihydroxyboryl)benzoic acid, 4-Boronobenzoic acid, 4-Carboxybenzeneboronic acid, 4-Carboxylphenylboronic acid, 4-Hydroxycarbonylphenyl boronic acid, NSC 221170, p-Boronobenzoic acid, p-Carboxybenzeneboronic acid, p-Carboxyphenylboronic acid
About This Item
Recommended Products
mp
220 °C (dec.) (lit.)
functional group
carboxylic acid
SMILES string
OB(O)c1ccc(cc1)C(O)=O
InChI
1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)
InChI key
SIAVMDKGVRXFAX-UHFFFAOYSA-N
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Application
- Condensation reactions with stabilizer chains at the surface of polystyrene latex
- Suzuki coupling reactions
- Esterification
- Derivatization of polyvinylamine
- Synthesis of isotopically labeled mercury
- Functionalization of poly-SiNW for detection of dopamine
- Suzuki-Miyaura cross-coupling[1]
- Induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes[2]
- Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water[3]
- Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperature[4]
Reagent used in Preparation of
- Isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation[5]
- Amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors[6]
- Phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex[7]
- Glucose sensitive boronic acid-bearing block copolymers[8]
- Trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark[1]
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
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How is shipping temperature determined? And how is it related to the product storage temperature?
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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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