2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate

Base Information

• Chemical Name: 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate
• CAS No.: 480424-68-8
• Molecular Formula: C14H19BO4
• Molecular Weight: 262.113
• Hs Code.: 2934999090
• European Community (EC) Number: 690-827-9
• DSSTox Substance ID: DTXSID50378827
• Wikidata: Q82168408
• Mol file: 480424-68-8.mol

Synonyms:480424-68-8;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate;2-Acetoxyphenylboronic acid pinacol ester;2-ACETOXYPHENYLBORONIC ACID, PINACOL ESTER;[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl] Acetate;MFCD03453062;2-Acetoxybenzeneboronic acid pinacol ester;SCHEMBL521227;2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate;DTXSID50378827;KFBOKXXUJHAZIH-UHFFFAOYSA-N;AC6209;Acetic acid 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl ester;AKOS015894395;AB15495;BS-22390;SY025006;CS-0173989;FT-0644723

Chemical Property of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate

Chemical Property:

• Vapor Pressure: 2.46E-05mmHg at 25°C
• Melting Point: 47-51 °C(lit.)
• Refractive Index: 1.498
• Boiling Point: 358.9°Cat760mmHg
• Flash Point: 170.9°C
• PSA: 44.76000
• Density: 1.08g/cm³
• LogP: 1.91110
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 262.1376392
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

97% ^*data from raw suppliers

2-Acetoxyphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 40-51/53
• Safety Statements: 61

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2OC(=O)C

Technology Process of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate

There total 6 articles about 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate 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: 80.0%

Phenyl acetate (122-79-2,34474-31-2) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate (480424-68-8)

Guidance literature:

bis(pinacol)diborane; With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere; Glovebox;

Phenyl acetate; In tetrahydrofuran; at 100 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c13415

Reference yield: 68.0%

Phenyl acetate (122-79-2,34474-31-2) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate (480424-68-8) + 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-97-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2-(dimethyl(phenyl)silyl)-1-(6-methoxypyridin-2-yl)-2,3-dihydro-1H-naphtho[1,8-de]-[1,3,2]diazaborinine; In hexane; at 80 ℃; for 20h;

DOI:10.1021/jacs.6b11867

Reference yield: 58.0%

2-(fluorocarbonyl)phenyl acetate + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate (480424-68-8)

Guidance literature:

With C₄₂H₇₁FNiP₂; In toluene; at 115 ℃; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b08961

upstream raw materials:

Phenyl acetate

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

aspirin