(2,4,6-Triisopropylphenyl)boronic acid

Base Information

• Chemical Name: (2,4,6-Triisopropylphenyl)boronic acid
• CAS No.: 154549-38-9
• Molecular Formula: C15H25 B O2
• Molecular Weight: 248.173
• Hs Code.: 2931900090
• European Community (EC) Number: 672-618-4
• DSSTox Substance ID: DTXSID90569191
• Nikkaji Number: J2.869.608F
• Wikidata: Q72513638
• Mol file: 154549-38-9.mol

Synonyms:154549-38-9;(2,4,6-Triisopropylphenyl)boronic acid;2,4,6-triisopropylphenylboronic acid;2,4,6-Triisopropylbenzeneboronic Acid;[2,4,6-Tri(propan-2-yl)phenyl]boronic acid;C15H25BO2;[2,4,6-tris(propan-2-yl)phenyl]boronic acid;MFCD02683099;(2,4,6-Triisopropylphenyl)boronicacid;SCHEMBL367053;AMY953;DTXSID90569191;2,4,6-triisopropylphenyiboronic acid;AKOS015838458;CS-W005586;GS-5590;SY049261;T2654;A883716;2,4,6-Triisopropylbenzeneboronic Acid (contains varying amounts of Anhydride)

Chemical Property of (2,4,6-Triisopropylphenyl)boronic acid

Chemical Property:

• Vapor Pressure: 2.12E-05mmHg at 25°C
• Melting Point: 165°C
• Refractive Index: 1.498
• Boiling Point: 346.8°Cat760mmHg
• PKA: 9.04±0.58(Predicted)
• Flash Point: 163.5°C
• PSA: 40.46000
• Density: 0.97g/cm³
• LogP: 2.73660
• Storage Temp.: 2-8°C
• Solubility.: soluble in Acetone
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 248.1947602
• Heavy Atom Count: 18
• Complexity: 233

Purity/Quality:

98% ^*data from raw suppliers

2,4,6-TriisopropylbenzeneboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1C(C)C)C(C)C)C(C)C)(O)O
• Uses: 2,4,6-TRIISOPROPYLBENZENEBORONIC ACID is a useful research chemical.

Technology Process of (2,4,6-Triisopropylphenyl)boronic acid

There total 2 articles about (2,4,6-Triisopropylphenyl)boronic 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: 57.0%

2,4,6-triisopropyl-1-bromobenzene (21524-34-5) → 2,4,6-triisopropylphenylboronic acid (154549-38-9)

Guidance literature:

2,4,6-triisopropyl-1-bromobenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at -5 ℃; for 0.333333h;

With Trimethyl borate; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; for 16h;

With hydrogenchloride; pH=5 - 6;

DOI:10.1016/S0040-4020(00)00928-5

Reference yield:

→ 2,4,6-triisopropylphenylboronic acid (154549-38-9)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; water; at 25 - 30 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

Reference yield: 99.0%

2,4,6-triisopropylphenylboronic acid (154549-38-9) → 1,3,5-triisopropyl benzene (717-74-8)

Guidance literature:

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water; In toluene; at 90 ℃; for 3h; Microwave irradiation; Green chemistry;

DOI:10.1021/acs.joc.5b01041

upstream raw materials:

2,4,6-triisopropyl-1-bromobenzene

Downstream raw materials:

dibutyl 2,4,6-triisopropylphenylboronate

3-(2,4,6-triisopropylphenyl)pyridine

(C₅H₄N)N(CH₃)(CH₂)6(C₆H₃O₂B)(2,4,6-C₆H₂iPr₃)

2-(2,4,6-triisopropylphenyl)-1,3,2-benzodioxaborole

Refernces

• 1、 Chaumeil,Signorella,Le Drian. "Suzuki cross-coupling reaction of sterically hindered aryl boronates with 3-iodo-4-methoxybenzoic acid methylester". . p. 9655 - 9662. Retrieved 2007/10/03.