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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.
  • A co-extractant in the combination with modified Aliquat 336 for the extraction of xylose, glucose, and fructose from aqueous solutions.
  • A reactant to prepare penultimate methyl ester.

Other Notes

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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