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480088

Sigma-Aldrich

3,5-Dimethylphenylboronic acid

≥95.0%

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About This Item

Linear Formula:
(CH3)2C6H3B(OH)2
CAS Number:
172975-69-8
Molecular Weight:
149.98
MDL number:
MFCD00185689
UNSPSC Code:
12352103
PubChem Substance ID:
24871545
NACRES:
NA.22

assay

≥95.0%

mp

261-265 °C (lit.)

SMILES string

Cc1cc(C)cc(c1)B(O)O

InChI

1S/C8H11BO2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5,10-11H,1-2H3

InChI key

DJGHSJBYKIQHIK-UHFFFAOYSA-N

Application

3,5-Dimethylphenylboronic acid (DMPBA) can be used as:
  • A reactant in the palladium-catalyzed Suzuki coupling reactions.[1]
  • A co-extractant in the combination with modified Aliquat 336 for the extraction of xylose, glucose, and fructose from aqueous solutions.[2]
  • A reactant to prepare penultimate methyl ester.[3]

Other Notes

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7380
BCCM2415
BCCL3326
BCCK4574
BCCK2629

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Purification and Concentration of Xylose and Glucose from Neutralized Bagasse Hydrolysates Using 3, 5-Dimethylphenylboronic Acid and Modified Aliquat 336 as Coextractants
Griffin, GJ
Separation Science and Technology, 40(11), 2337-2351 (2005)
SAR studies of novel 5-substituted 2-arylindoles as nonpeptidyl GnRH receptor antagonists
Chu L, et al.
Bioorganic & medicinal chemistry letters, 11(4), 515-517 (2001)
Suzuki reaction of a diarylborinic acid: one-pot preparation and cross-coupling of bis (3, 5-dimethylphenyl) borinic acid
Winkle DD and Schaab KM
Organic Process Research & Development, 5(4), 450-451 (2001)
Guillaume Erbland et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(71), 16328-16339 (2019-10-12)
The design and synthesis of two families of molecular-gear prototypes is reported, with the aim of assembling them into trains of gears on a surface and ultimately achieving controlled intermolecular gearing motion. These piano-stool ruthenium complexes incorporate a hydrotris(indazolyl)borate moiety

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