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Merck
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Documenti fondamentali

393606

Sigma-Aldrich

o-Tolylboronic acid

≥95.0%

Sinonimo/i:

(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

Formula condensata:
CH3C6H4B(OH)2
Numero CAS:
Peso molecolare:
135.96
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Saggio

≥95.0%

Stato

solid

Punto di fusione

162-164 °C (lit.)

Stringa SMILE

Cc1ccccc1B(O)O

InChI

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

Applicazioni

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]

Altre note

Contains varying amounts of anhydride

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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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
Yih-Shyan Lin et al.
Journal of medicinal chemistry, 55(7), 3201-3215 (2012-03-07)
Human farnesyl pyrophosphate synthase (hFPPS) controls intracellular levels of FPP and post-translational prenylation of small GTPase proteins, which are essential for cell signaling and cell proliferation. Clinical investigations provide evidence that N-BP inhibitors of hFPPS are disease modifying agents that
Palladium nanoparticles immobilized by click ionic copolymers: Efficient and recyclable catalysts for Suzuki-Miyaura cross-coupling reaction in water
Zhang, D.; Zhou, C.; Wang, R.
Catalysis Communications, 22, 83-88 (2012)
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)

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