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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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€84.90

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1 G
€56.80
10 G
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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

€56.80

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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

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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.[1]
  • Boronic acid-functionalized block copolymer.[2]
  • 1H-Imidazo[1,2-a]quinoxaline derivatives.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4627
MKCV7876
MKCQ4496
MKBV3512V
MKBQ8766V

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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)
Identification and optimization of a novel series of indoleamine 2, 3-dioxygenase inhibitors
Markwalder JA, et al.
Bioorganic & Medicinal Chemistry Letters, 27(3), 582-585 (2017)
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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