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Merck
CN

393606

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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About This Item

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

Application

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

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

Other Notes

Contains varying amounts of anhydride


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Related Content


Tetrahedron, 63, 6996-6996 (2007)
Xinwei Tian et al.
Journal of agricultural and food chemistry, 65(43), 9553-9558 (2017-10-11)
A novel near-infrared fluorescence off-on probe, (E)-3,3-dimethyl-1-propyl-2-(2-(6-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyloxy)-2,3-dihydro-1H-xanthen-4-yl)vinyl)-3H-indolium (1), is developed and applied to benzoyl peroxide (BPO) detection in real samples and fluorescence imaging in living cells and zebrafish. When arylboronate as the recognition unit is connected to a stable hemicyanine
Glycerol as a recyclable solvent for copper-catalyzed cross-coupling reactions of diaryl diselenides with aryl boronic acids
Ricordi, V. G.; et al.
Green Chemistry, 14, 1030-1034 (2012)



Global Trade Item Number

SKUGTIN
393606-25G04061832904450
393606-5G04061832904467
393606-1G04061826136249