2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 401797-00-0
• Molecular Formula: C14H21BO2
• Molecular Weight: 250.14
• Hs Code.: 2934999090
• European Community (EC) Number: 833-601-9
• DSSTox Substance ID: DTXSID40579280
• Nikkaji Number: J1.683.544G
• Wikidata: Q82469766
• Mol file: 401797-00-0.mol

Synonyms:401797-00-0;2-(3,4-DIMETHYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;3,4-Dimethylphenylboronic acid pinacol ester;MFCD12405519;3,4-Dimethylbenzeneboronic acid pinacol ester;(3,4-Dimethylphenyl)boronic acid pinacol ester;1,3,2-Dioxaborolane, 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-;SCHEMBL14217299;DTXSID40579280;BRA79700;AKOS015842010;AS-3183;CS-W000925;SY051415;D5085;EN300-1425725;A904714;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-o-xylene

Chemical Property of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 325.4 °C at 760 mmHg
• Flash Point: 150.6 °C
• PSA: 18.46000
• Density: 0.97 g/cm³
• LogP: 2.60260
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 232.1634601
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dimethylphenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 28 articles about 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 96.8%

o-xylene (95-47-6) + bis(pinacol)diborane (73183-34-3) → 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (401797-00-0)

Guidance literature:

With Ir⁽¹⁺⁾*C₈H₁₂*CH₃O^(1-)*6C₁₂H₆N₂O₄^(2-)*4Zr⁽⁴⁺⁾*4HO^(1-)*4O^(2-); In neat (no solvent); at 100 ℃; for 9h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/ja5018267

Reference yield: 94.0%

o-xylene (95-47-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (401797-00-0)

Guidance literature:

(η4-1,5-cyclooctadiene)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)iridium(I) trifluoroacetate; In o-xylene; byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)2(CF3CO2) in o-xylene; stirring and heating at 40°C for 12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;

DOI:10.1016/j.jorganchem.2006.08.099

Reference yield: 90.0%

4-chloro-1,2-dimethylbenzene (615-60-1) + bis(pinacol)diborane (73183-34-3) → 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (401797-00-0)

Guidance literature:

With C₈H₈NO^(1-)*C₃₀H₄₅P*C₇H₇O₃S^(1-)*Pd⁽²⁺⁾; potassium acetate; In tetrahydrofuran; at 20 ℃; Glovebox; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.01.042

upstream raw materials:

o-xylene

bis(pinacol)diborane

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

3,4-Dimethylphenol

Refernces

• 1、 Du, Linlin,Sun, Li,Zhang, Hua. "Photochemical and electrochemical C-N borylation of arylhydrazines". supporting information. p. 1716 - 1719. Retrieved 2022/02/21.
• 2、 -. "Metal-organic frameworks containing nitrogen-donor ligands for efficient catalytic organic transformations". Page/Page column 28; 31-33; 51-53; 86-88; 99-100. . Retrieved 2020/06/03.