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Sigma-Aldrich

3-Carboxyphenylborsäure

≥95%

Synonym(e):

μ-Carboxyphenylboronic acid, 3-(Dihydroxyborane)benzoic acid, 3-(Dihydroxyboryl)benzoic acid, 3-Boronobenzoic acid, 3-Carboxybenzeneboronic acid

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About This Item

Lineare Formel:
HO2CC6H4B(OH)2
CAS-Nummer:
25487-66-5
Molekulargewicht:
165.94
MDL-Nummer:
MFCD00036833
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24869232
NACRES:
NA.22

Assay

≥95%

mp (Schmelzpunkt)

243-247 °C (lit.)

SMILES String

OB(O)c1cccc(c1)C(O)=O

InChI

1S/C7H7BO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4,11-12H,(H,9,10)

InChIKey

DBVFWZMQJQMJCB-UHFFFAOYSA-N

Anwendung

3-Carboxyphenylboronic acid can be used as a substrate in the preparation of:
  • Biaryl derivatives by reacting with bromoaniline through the Suzuki-Miyaura coupling reaction.
  • Boronic acid-functionalized block copolymer.
  • 1H-Imidazo[1,2-a]quinoxaline derivatives.

Sonstige Hinweise

Contains varying amounts of anhydride

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Synthesis of a phenylboronic acid-functionalized thermosensitive block copolymer and its application in separation and purification of vicinal-diol-containing compounds
Wang Y, et al.
Royal Society of Chemistry Advances, 6(85), 82309-82320 (2016)
Di Wu et al.
Acta biomaterialia, 96, 123-136 (2019-06-28)
Locoregional chemotherapy, especially using implantable hydrogel depots to sustainably deliver chemotherapeutics at tumor site, has shown great potential for improving antitumor efficacy and reducing systemic toxicity. However, the hydrogel applications are limited by some intrinsic constraints, especially the contradiction between
Jumin Yang et al.
Materials science & engineering. C, Materials for biological applications, 116, 111250-111250 (2020-08-19)
Various nanoparticles as drug delivery system provide significant improvements in the cancer treatment. However, their clinical success remains elusive in large part due to their inability to overcome both systemic and tumor tissue barriers. The nanosystems with nanoproperty-transformability (surface, size
Novel rhodamine dyes via Suzuki coupling of xanthone triflates with arylboroxins
Calitree, B. D.; Detty, M. R.
Synlett, 89-92 (2010)
New imidazo [1, 2-a] quinoxaline derivatives: synthesis and in vitro activity against human melanoma
Deleuze-Masquefa C, et al.
European Journal of Medicinal Chemistry, 44(9), 3406-3411 (2009)
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