4-Pyrazoleboronic acid pinacol ester - ≥98% , CAS No.269410-08-4

CAS: 269410-08-4 Cat. No.: P123983 Molecular Weight: 194.04 EC Number: 629-131-7

GRADE & PURITY ≥98%

Synonyms

AB15498 | 1h-pyrazole-4-boronic acid, pinacol ester | (1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER | 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | 4-Pyrazoleboronic acid pinacol ester, 97% | AM20090332 | DTXSID40378836 | TVOJIBGZFYMWDT-UHFFFAOYSA-N

Storage

Room temperature

Shipped In

Normal

Overview

1H-Pyrazole-4-boronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. It is also used as reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors as well as other biologically active compounds.

Specifications

Synonyms

AB15498 | 1h-pyrazole-4-boronic acid, pinacol ester | (1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER | 4-(tetramethyl-1, 3, 2-dioxaborolan-2-yl)-1H-pyrazole | 4-Pyrazoleboronic acid pinacol ester, 97% | AM20090332 | DTXSID40378836 | TVOJIBGZFYMWDT-UHFFFAOYSA-N

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488193563
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488193563
• Canonical Smiles: B1(OC(C(O1)(C)C)(C)C)C2=CNN=C2
• IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• InChIKey: TVOJIBGZFYMWDT-UHFFFAOYSA-N
• INCHI: 1S/C9H15BN2O2/c1-8(2)9(3,4)14-10(13-8)7-5-11-12-6-7/h5-6H,1-4H3,(H,11,12)
• Isomeric SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CNN=C2
• WGK Germany: 3
• Molecular Weight: 194.04
• Reaxy-Rn: 11072822
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11072822&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Boronic acid derivatives
      • Subclass Boronic acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Boronic acid derivatives
• Subclass: Boronic acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Boronic acid esters
• Alternative Parents: Pyrazoles Heteroaromatic compounds Dioxaborolanes Oxacyclic compounds Organic metalloid salts Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organoboron compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Azole - Boronic acid ester - 1,3,2-dioxaborolane - Pyrazole - Heteroaromatic compound - Organoheterocyclic compound - Organic metalloid salt - Azacycle - Oxacycle - Organic salt - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organoboron compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as boronic acid esters. These are compounds comprising the boronic acid ester functional group RN(X)OR' (R,R'=alkyl, aryl; X= any O, N, Hal residue).
• 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

Chemical and Physical Properties

• Solubility: Insoluble in water, soluble in methanol
• Melt Point(°C): 145-149°C
• Molecular Weight: 194.040 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.123 Da
• Monoisotopic Mass: 194.123 Da
• Topological Polar Surface Area: 47.100 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 217.000
• 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