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

Base Information

• Chemical Name: 2-(3,5-Diisopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1025719-26-9
• Molecular Formula: C₁₈H₂₉BO₂
• Molecular Weight: 288.238
• DSSTox Substance ID: DTXSID20700030
• Wikidata: Q82631191
• Mol file: 1025719-26-9.mol

Synonyms:1025719-26-9;2-(3,5-DIISOPROPYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;3,5-Diisopropylphenylboronic Acid Pinacol Ester;2-[3,5-di(propan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD12405517;DTXSID20700030;FPHIZLUIWBQZFA-UHFFFAOYSA-N;AC1388;AKOS025296321;CS-12837;SY226281;3,5-DiisopropylphenylboronicAcidPinacolEster;CS-0176933;1,3,2-Dioxaborolane, 2-[3,5-bis(1-methylethyl)phenyl]-4,4,5,5-tetramethyl-

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

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 288.2260603
• Heavy Atom Count: 21
• Complexity: 330

Purity/Quality:

97% ^*data from raw suppliers

2-(3,5-DIISOPROPYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 5 articles about 2-(3,5-Diisopropylphenyl)-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: 86.0%

1-bromo-3,5-bis(propan-2-yl)benzene (23058-81-3) + bis(pinacol)diborane (73183-34-3) → 1,3-diisopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborlan-2-yl)benzene (1025719-26-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 85 ℃; for 12h; Inert atmosphere;

Reference yield: 83.0%

1,3-diisopropylbenzene (99-62-7) + bis(pinacol)diborane (73183-34-3) → 1,3-diisopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborlan-2-yl)benzene (1025719-26-9)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; Glovebox; Inert atmosphere;

DOI:10.1021/ja400295v

Reference yield: 78.4%

1,3-diisopropylbenzene (99-62-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1,3-diisopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborlan-2-yl)benzene (1025719-26-9)

Guidance literature:

With Ir(indenyl)(cyclooctadiene); bis(dimethylphosphino)ethane; In neat (no solvent); (N2); stirring a mixt. of 1,3-diisopropylbenzene, Ir complex, diphosphine and boron compd. at room temp. for 20 min, heating at 130°C for28 h, cooling to room temp.; pouring into CH2Cl2, filtration through silica pad, washing with CH2Cl2,concn. in vac., distillation of diisopropylbenzene in vac., crystn. (et her, 0°C); elem. anal.;

DOI:10.1021/om800650v

upstream raw materials:

1,3-diisopropylbenzene

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

bis(pinacol)diborane

1-bromo-3,5-bis(propan-2-yl)benzene

Downstream raw materials:

(3,5-diisopropylphenyl)boronic acid

1,3-diisopropyl-5-nitrosobenzene