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
• Linear Formula: CH₃C₆H₄B(OH)₂
• CAS Number: 16419-60-6
• Molecular Weight: 135.96
• NACRES: NA.22
• PubChem Substance ID: 24864527
• UNSPSC Code: 12352103
• MDL number: MFCD00093526

Properties

• Quality Segment: 100
• 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

Description

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[1]
• Ligand-free copper-catalyzed coupling reactions
• Copper-catalyzed cross-coupling reactions of diaryl diselenides
• Phosphine-free Suzuki-Miyaura cross-coupling reactions[2]
• Rhodium-catalyzed asymmetric 1,4-addition reactions

Reagent used in Preparation of

• Chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction[3]
• 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[4]

Other Notes

Contains varying amounts of anhydride

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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