Skip to Content
Merck
CN

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
CH3C6H4B(OH)2
CAS Number:
5720-05-8
Molecular Weight:
135.96
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24864529
MDL number:
MFCD00039138
Beilstein/REAXYS Number:
2935970

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

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

SMILES string

Cc1ccc(cc1)B(O)O

InChI key

BIWQNIMLAISTBV-UHFFFAOYSA-N

assay

97%

mp

256-263 °C (lit.)

Quality Level

100

Related Categories

Application

Reagent used for
  • 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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF7671V
WXBF6052V
WXBF2973V
MKCS3694
WXBD8292V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

ACS Symp. Ser., 642, 194-205 (1996)
Jiajia Tan et al.
Biomaterials, 178, 608-619 (2018-04-02)
Inflammation serves as a natural defense mechanism to protect living organisms from infectious diseases. Nonsteroidal anti-inflammatory drugs (NSAIDs) can help relieve inflammatory reactions and are clinically used to treat pain, fever, and inflammation, whereas long-term use of NSAIDs may lead
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)
Regioselective Arylation and Alkynylation of 2,3-Dibromo-1H-inden-1-one by Suzuki-Miyaura and Sonogashira Cross-Coupling Reactions
Khera, R. A.; et al.
Helvetica Chimica Acta, 95, 469-482 (2012)
Jonas Sävmarker et al.
Organic letters, 14(9), 2394-2397 (2012-04-19)
A fast and convenient synthesis of arylamidines starting from readily available potassium aryltrifluoroborates and cyanamides is reported. The coupling was achieved by Pd(II)-catalysis in a one step 20 min microwave protocol using Pd(O(2)CCF(3)), 6-methyl-2,2'-bipyridyl, TFA, and MeOH, providing the corresponding
View All Related Papers

Articles

MIDA Boronates

MIDA-protected boronate esters offer stability, chromatography compatibility, and reactivity in anhydrous cross-coupling conditions.

Related Content

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service