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Safety Information

456764

Sigma-Aldrich

3-Carboxyphenylboronic acid

≥95%

Synonym(s):

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

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About This Item

Linear Formula:
HO2CC6H4B(OH)2
CAS Number:
25487-66-5
Molecular Weight:
165.94
MDL number:
MFCD00036833
UNSPSC Code:
12352103
PubChem Substance ID:
24869232
NACRES:
NA.22

Quality Level

100

Assay

≥95%

mp

243-247 °C (lit.)

functional group

carboxylic acid

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)

InChI key

DBVFWZMQJQMJCB-UHFFFAOYSA-N

Related Categories

Application

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.

Other Notes

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

JAN Code

456764-BULK:
456764-VAR:
456764-1G:
456764-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV3512V
MKBQ8766V
MKBN4572
MKBJ1221
MKBB5671

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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)
View All Related Papers

Global Trade Item Number

SKUGTIN
456764-10G4061832904573
456764-1G4061832341668

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