393622
p-Tolylboronic acid
97%
Synonym(s):
(p-Methylphenyl)boronic acid, 4-Methylbenzeneboronic acid, 4-Methylphenylboronic acid, 4-Tolueneboronic acid, 4-Tolylboronic acid, p-Tolueneboronic acid, NSC 62870, p-Methylbenzeneboronic acid
About This Item
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Quality Level
Assay
97%
mp
256-263 °C (lit.)
SMILES string
Cc1ccc(cc1)B(O)O
InChI
1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3
InChI key
BIWQNIMLAISTBV-UHFFFAOYSA-N
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Application
- Palladium (Pd)-catalyzed direct arylation
- Direct Palladium(II)-Catalyzed Synthesis
- Palladium-catalyzed arylation by Suzuki-Miyaura cross-coupling in water
- Cyclopalladation
- Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence
- Ruthenium catalyzed direct arylation
- Rhodium-catalyzed asymmetric conjugate addition
- Ligand-free copper-catalyzed cross-coupling reactions
- Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions
- Ligand-free Suzuki, Sonogashira, and Heck cross-coupling reactions
Reagent used in Preparation of
- Catalysts for Suzuki-Miyaura cross-coupling of aryl bromides
- Recyclable Palladium nanoparticle catalysts immobilized by click ionic copolymers as for Suzuki-Miyaura cross-coupling reactions in water
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
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MIDA-protected boronate esters offer stability, chromatography compatibility, and reactivity in anhydrous cross-coupling conditions.
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