2-phenylethynylboronic Acid

Base Information

• Chemical Name: 2-phenylethynylboronic Acid
• CAS No.: 918487-96-4
• Molecular Formula: C₈H₇BO₂
• Molecular Weight: 145.953
• DSSTox Substance ID: DTXSID30449105
• Nikkaji Number: J3.083.824F
• Wikidata: Q82268450
• Mol file: 918487-96-4.mol

Synonyms:2-phenylethynylboronic Acid;phenylethyneboronic acid;(Phenylethynyl)boronic acid;918487-96-4;(2-phenylethynyl)boronic acid;SCHEMBL3575342;DTXSID30449105;CXOBYLLDELSMPA-UHFFFAOYSA-N;EN300-212624

Chemical Property of 2-phenylethynylboronic Acid

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 146.0539096
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B(C#CC1=CC=CC=C1)(O)O

Technology Process of 2-phenylethynylboronic Acid

There total 3 articles about 2-phenylethynylboronic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

iodobenzene (591-50-4) + ethynyl boronic acid → 2-phenyl-1-ethynylboronic acid (918487-96-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; isosorbide dimethyl ether; at 25 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1055/s-0037-1611054

Reference yield:

potassium (2-phenylethynyl)trifluoroborate → 2-phenyl-1-ethynylboronic acid (918487-96-4) + phenylacetylene (536-74-3)

Guidance literature:

With water; In tetrahydrofuran; at 55 ℃; Reagent/catalyst; Kinetics;

DOI:10.1021/ja300236k

Reference yield:

water (7732-18-5) + potassium (2-phenylethynyl)trifluoroborate → 2-phenyl-1-ethynylboronic acid (918487-96-4)

Guidance literature:

With glass or DBU or Cs₂CO₃; In tetrahydrofuran; water; hydrolysis at 55°C in THF/H2O in the presence of glass powder or DBU or Cs2CO3; not isolated; Kinetics;

DOI:10.1021/ja300236k

upstream raw materials:

water

iodobenzene

Downstream raw materials:

(S)-methyl 2-((3R,4S)-4-hydroxy-1,5-diphenylpent-1-yn-3-ylamino)-3-phenylpropanoate

diethyl (phenylethynyl)boronate

phenylacetylene

phenyl(phenylethynyl)tellane