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Documenti

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:
16419-60-6
Peso molecolare:
135.96
Numero MDL:
MFCD00093526
Codice UNSPSC:
12352103
ID PubChem:
24864527
NACRES:
NA.22

Saggio

≥95.0%

Forma fisica

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
  • 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

Altre note

Contains varying amounts of anhydride

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Tetrahedron, 63, 6996-6996 (2007)
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
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Organic letters, 14(9), 2258-2261 (2012-04-14)
A series of novel P-chiral monophosphorus ligands exhibit efficiency in asymmetric Suzuki-Miyaura coupling reactions, enabling the construction of an array of chiral biaryl products in high yields and excellent enantioselectivities (up to 96% ee) under mild conditions. The carbonyl-benzooxazolidinone moiety
Xinwei Tian et al.
Journal of agricultural and food chemistry, 65(43), 9553-9558 (2017-10-11)
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Green Chemistry, 14, 1030-1034 (2012)
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