4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane
• CAS No.: 331958-90-8
• Molecular Formula: C10H21BO4
• Molecular Weight: 198.07
• Hs Code.: 2934999090
• European Community (EC) Number: 691-342-5
• DSSTox Substance ID: DTXSID60456903
• Nikkaji Number: J1.466.750D
• Mol file: 331958-90-8.mol

Synonyms:331958-90-8;4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane;TETRAHYDROFURAN-3-BORONIC ACID PINACOL ESTER;4,4,5,5-tetramethyl-2-(oxolan-3-yl)-1,3,2-dioxaborolane;MFCD09878900;(TETRAHYDROFURAN-3-YL)BORONIC ACID PINACOL ESTER;DTXSID60456903;4,4,5,5-tetramethyl-2-(tetrahydro-3-furanyl)-1,3,2-Dioxaborolane;BBL102004;STL555803;AKOS006311410;CS-W005405;SB36648;DS-17026;SY023844;FT-0743799;Tetrahydrofuran-3-ylboronic acid pinacol ester;EN300-226596;A875384;Z1198235668;2-(tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)tetrahydrofuran

Chemical Property of 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 230.6±33.0 °C(Predicted)
• PSA: 27.69000
• Density: 0.99±0.1 g/cm3(Predicted)
• LogP: 1.86910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 198.1427246
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane ^*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)C2CCOC2
• Uses: 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane is a useful chemical for research.

Technology Process of 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane

There total 13 articles about 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-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: 97.0%

3-furylboronic acid pinacol ester (248924-59-6) → 2-(Tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331958-90-8)

Guidance literature:

With Rh-CAAC; hydrogen; In dichloromethane; at 25 ℃; for 24h; under 37503.8 Torr; Autoclave; Molecular sieve;

DOI:10.1002/anie.201810714

Reference yield: 88.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 2-(Tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331958-90-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; potassium tert-butylate; at 110 ℃; for 20h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1039/c4cc01262c

Reference yield: 83.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + bis(pinacol)diborane (73183-34-3) → 2-(Tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331958-90-8)

Guidance literature:

With catalyst: ((CH₃)3C₆H₃)Ir(BO₂C₂(CH₃)4)3/C₁₆H₁₆N₂; In neat (no solvent); at 120°C for 14 h; chromy. (silica gel);

DOI:10.1021/ja305596v

upstream raw materials:

2,3-dihydro-2H-furan

2,3-dimethyl-2,3-butane diol

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

dimethyl sulfide borane