4-(Trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride) - ≥98% , CAS No.128796-39-4

CAS: 128796-39-4 Cat. No.: T113621 Molecular Weight: 189.93 Beilstein Registry Number: 3544189 EC Number: 603-301-0 PubChem CID: 2734389

GRADE & PURITY ≥98%

Synonyms

4-(trifluoromethylphenyl)boronic acid | 4-trifluormethylphenylboronic acid | AB04009 | SCHEMBL4179 | (4-trifluoromethyl-phenyl)boronic acid | PD181920 | HY-77738 | J-501488 | 4-(trifluoromethyl)benzene boronic acid | MFCD00151855 | para-trifluoromethylphe

Storage

Room temperature

Shipped In

Normal

Overview

4-(Trifluoromethyl)phenylboronic acid can be used as a reactant in:

• Site-selective Suzuki-Miyaura cross-coupling reactions.

• Palladium-catalyzed direct arylation reactions.

• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.

• Ruthenium catalyzed direct arylation.

• Ligand-free copper-catalyzed coupling reactions.

• Amination and conjugate addition reactions.

• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.

• Rhodium-catalyzed asymmetric 1,4-addition reactions.

• Copper-catalyzed nitration reactions.

• Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation.

• Palladium catalyzed allylation reaction with allyl alcohols.

• N-Arylation of imidazoles and amines in the presence of copper-exchanged fluorapatite as a catalyst.

It can also be used as a reactant to prepare:

• Thiazole derivatives for printable electronics.

• Terphenyl benzimidazoles as tubulin polymerization inhibitors.

• Aryl ketones by cross-coupling reaction with acid chlorides

Specifications

Synonyms

4-(trifluoromethylphenyl)boronic acid | 4-trifluormethylphenylboronic acid | AB04009 | SCHEMBL4179 | (4-trifluoromethyl-phenyl)boronic acid | PD181920 | HY-77738 | J-501488 | 4-(trifluoromethyl)benzene boronic acid | MFCD00151855 | para-trifluoromethylphe

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488192571
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192571
• Canonical Smiles: B(C1=CC=C(C=C1)C(F)(F)F)(O)O
• IUPAC Name: [4-(trifluoromethyl)phenyl]boronic acid
• InChIKey: ALMFIOZYDASRRC-UHFFFAOYSA-N
• INCHI: 1S/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H
• Isomeric SMILES: B(C1=CC=C(C=C1)C(F)(F)F)(O)O
• WGK Germany: 3
• PubChem CID: 2734389
• Molecular Weight: 189.93
• Beilstein: 3544189
• Reaxy-Rn: 3544189

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Trifluoromethylbenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Trifluoromethylbenzenes
• Alternative Parents: Boronic acids Organic metalloid salts Organofluorides Organoboron compounds Organic oxygen compounds Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Trifluoromethylbenzene - Boronic acid - Boronic acid derivative - Organic metalloid salt - Organic oxygen compound - Hydrocarbon derivative - Organic salt - Organofluoride - Organoboron compound - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
• 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)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

SH-SY5Y (11521 Activities)

Explore this target

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

Faah Anandamide amidohydrolase (3907 Activities)

Discover Target: Faah

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Methanol；Soluble in DMSO, not in water
• Melt Point(°C): 245-250°C
• Molecular Weight: 189.930 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.041 Da
• Monoisotopic Mass: 190.041 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 164.000
• 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. Shuyan Yang, Biao Liu, Zhimeng Liu, Yuanqi Jiao.  (2016)  Synthesis of borate ester-grafted carboxylated acrylonitrile butadiene rubber and its use as electron acceptor to dissolve lithium perchlorate.  POLYMER INTERNATIONAL,  65  (4): (446-452).  [PMID:] [10.1002/pi.5075]