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393606

Sigma-Aldrich

o-Tolylboronic acid

≥95.0%

Synonym(s):

(2-Tolyl)boronic acid, 2-Methyl-1-phenylboronic acid, 2-Methylbenzeneboronic acid, 2-Methylphenylboronic acid, 2-Tolueneboronic acid, o-Boronotoluene, o-Methylphenylboronic acid, o-Tolueneboronic acid

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1 MG
CA$334.00

CA$334.00


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1 MG
CA$334.00

About This Item

Linear Formula:
CH3C6H4B(OH)2
CAS Number:
Molecular Weight:
135.96
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

≥95.0%

form

solid

mp

162-164 °C (lit.)

SMILES string

Cc1ccccc1B(O)O

InChI

1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3

InChI key

NSJVYHOPHZMZPN-UHFFFAOYSA-N

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This Item
393614393622445231
assay

≥95.0%

assay

97%

assay

97%

assay

95%

mp

162-164 °C (lit.)

mp

160-162 °C (lit.)

mp

256-263 °C (lit.)

mp

105-110 °C (lit.)

form

solid

form

-

form

-

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

Reagent used for
  • Palladium-catalyzed direct arylation of pyrazoles with phenylboronic acids[1]
  • Pd-catalyzed arylation using Suzuki-Miyaura cross-coupling in water[2]
  • Ruthenium catalyzed direct arylation reactions[3]
  • Ligand-free copper-catalyzed coupling reactions[4]
  • Copper-catalyzed cross-coupling reactions of diaryl diselenides[5]
  • Phosphine-free Suzuki-Miyaura cross-coupling reactions[6]
  • Rhodium-catalyzed asymmetric 1,4-addition reactions[7]

Reagent used in Preparation of
  • Chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction[8]
  • Palladium nanoparticles immobilized by click ionic copolymers as recyclable catalysts for Suzuki-Miyaura cross-coupling reaction in water[9]
  • Human farnesyl pyrophosphate synthase inhibitors as antitumor agents for multiple myeloma cells[10]

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Daniel Muñoz-Espín et al.
EMBO molecular medicine, 10(9) (2018-07-18)
Senescent cells accumulate in multiple aging-associated diseases, and eliminating these cells has recently emerged as a promising therapeutic approach. Here, we take advantage of the high lysosomal β-galactosidase activity of senescent cells to design a drug delivery system based on

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