p-Tolylboronic acid (Contains varying amounts of anhydride) - ≥97% , CAS No.5720-05-8

CAS: 5720-05-8 Cat. No.: T111324 Molecular Weight: 135.96 Beilstein Registry Number: 2935970 EC Number: 611-480-1 PubChem CID: 79799

GRADE & PURITY ≥97%

Synonyms

NSC 62870 | 4-methylbenzenboronic acid | para-tolylboronic acid | 4-Methylbenzeneboronicacid | 4-Tolylboronic acid | 4-tolyl-boronic acid | MFCD00005987 | TAUREMIZINE | NCGC00092015-02 | p-Methylborophenylic acid | (Benzyloxymethyl)oxirane | NCIOpen2_0002

Storage

Room temperature

Shipped In

Normal

Overview

A commonly used chemical in Suzuki coupling reactions.

4-Methylbenzeneboronic acid, is a commonly used chemical in Suzuki coupling reactions. It is also used as an intermediate in pharmaceutical industry

Specifications

Synonyms

NSC 62870 | 4-methylbenzenboronic acid | para-tolylboronic acid | 4-Methylbenzeneboronicacid | 4-Tolylboronic acid | 4-tolyl-boronic acid | MFCD00005987 | TAUREMIZINE | NCGC00092015-02 | p-Methylborophenylic acid | (Benzyloxymethyl)oxirane | NCIOpen2_0002

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488185775
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185775
• Canonical Smiles: B(C1=CC=C(C=C1)C)(O)O
• IUPAC Name: (4-methylphenyl)boronic acid
• InChIKey: BIWQNIMLAISTBV-UHFFFAOYSA-N
• INCHI: 1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3
• Isomeric SMILES: B(C1=CC=C(C=C1)C)(O)O
• WGK Germany: 3
• RTECS: XS7400000
• PubChem CID: 79799
• Molecular Weight: 135.96
• Beilstein: 2935970
• Reaxy-Rn: 2935970

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Toluenes
• Alternative Parents: Boronic acids Organic metalloid salts Organoboron compounds Organic oxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Toluene - Boronic acid - Boronic acid derivative - Organic metalloid salt - Organic oxygen compound - Hydrocarbon derivative - Organic salt - Organoboron compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as toluenes. These are compounds containing a benzene ring which bears a methane group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LPL Tchem Lipoprotein lipase (101 Activities)

Discover Target: LPL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LIPG Tchem Endothelial lipase (1021 Activities)

Discover Target: LIPG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Carbonic anhydrase (69 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: It is soluble in water.Soluble in ethanol, ether, methanol, benzene
• Melt Point(°C): 256-263°C
• Molecular Weight: 135.960 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.07 Da
• Monoisotopic Mass: 136.07 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 97.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Qi Wei, Luo Kexin, Su Qing, Sun Xiaoman, Li Xiaodong, Liu Ziqian, Wu Qiaolin.  (2022)  The Photoactive Hydrazone-Linked Covalent Organic Frameworks for Photocyclization Approach to Phenanthridine Derivatives.  CATALYSIS LETTERS,  153  (8): (2331-2340).  [PMID:] [10.1007/s10562-022-04162-5]

2. Shufang Liu, Ziqian Liu, Qing Su, Qiaolin Wu.  (2022)  Multifunctional covalent organic frameworks for photocatalytic oxidative hydroxylation of arylboronic acids and fluorescence sensing for Cu2+.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2022.111737]

3. Wenjun Wu, Biaowen Wei, Jun Feng, Bin Chi, Shijun Liao, Xiuhua Li, Yigang Yu.  (2017)  Synthesis and Properties of Symmetric Side-Chain Quaternized Poly(Arylene Ether Sulfone)s for Anion Exchange Membrane Fuel Cells.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  219  (3): (1700416).  [PMID:] [10.1002/macp.201700416]

4. Xiuhua Li, Guanghui Nie, Jinxiong Tao, Wenjun Wu, Liuchan Wang, Shijun Liao.  (2014)  Assessing the Influence of Side-Chain and Main-Chain Aromatic Benzyltrimethyl Ammonium on Anion Exchange Membranes.  ACS Applied Materials & Interfaces,      [PMID:24773421] [10.1021/am500915w]

5. Jiayin Gao, Yaoyao Wang, Yuqing Yu, Mengxiang Zhu, Wen Kong, Genyan Liu, Xiaogang Luo.  (2024)  Carbonized cellulose microspheres loaded with Pd NPs as catalyst in p-nitrophenol reduction and Suzuki-Miyaura coupling reaction.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38688337] [10.1016/j.ijbiomac.2024.131904]