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

Base Information

• Chemical Name: 2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 374790-93-9
• Molecular Formula: C10H15BO3
• Molecular Weight: 194.038
• Hs Code.: 29321900
• European Community (EC) Number: 833-139-8
• DSSTox Substance ID: DTXSID90463327
• Nikkaji Number: J1.677.689K
• Wikidata: Q72479624
• Mol file: 374790-93-9.mol

Synonyms:374790-93-9;2-Furanboronic acid pinacol ester;2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Furan-2-boronic acid pinacol ester;2-(furan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Furan-2-Boronic Acid Pinacol Cyclic Ester;2'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan;2-(2-furyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD02094008;FURAN-2-BORONIC ACID, PINACOL ESTER;1,3,2-Dioxaborolane,2-(2-furanyl)-4,4,5,5-tetramethyl-;1,3,2-DIOXABOROLANE, 2-(2-FURANYL)-4,4,5,5-TETRAMETHYL-;AKOS BRN-1103;SCHEMBL824193;DTXSID90463327;GWEWQKZABZXLJH-UHFFFAOYSA-N;AKOS004115093;AB10875;CS-W015756;DS-13700;SY011756;AM20090602;FT-0626570;FURAN-2-YLBORONIC ACID PINACOL ESTER;A22716;EN300-365465;furan-2-boronic acid pinacol cyclic ester, AldrichCPR;Z1255403300;2-FURYLBORONIC ACID PINACOLESTER~2-(2-FURYL)-4,4,5,5-TETRA

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

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.0268mmHg at 25°C
• Refractive Index: 1.473-1.475
• Boiling Point: 254.999 °C at 760 mmHg
• Flash Point: 108.02 °C
• PSA: 31.60000
• Density: 1.035 g/cm³
• LogP: 1.57880
• Storage Temp.: Refrigerator (+4°C)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.1114245
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

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

2-(Furan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 22-36/37/38-25
• Safety Statements: 24/25-37/39-26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CO2

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

There total 18 articles about 2-(2-Furanyl)-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: 98.0%

furan (110-00-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-furan-2-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (374790-93-9)

Guidance literature:

With IrH₂(Bpin){κ³-P,O,P-[9,9-dimethyl-4,5-bis(diisopropylphosphino)xanthene]}; cyclohexene; at 110 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1002/chem.202001838

Reference yield: 92.0%

fur-2-ylboronic acid (13331-23-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-furan-2-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (374790-93-9)

Guidance literature:

With sodium sulfate; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1039/c9cc06446j

Reference yield: 86.0%

2-iodofuran (54829-48-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-furan-2-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (374790-93-9)

Guidance literature:

With triethylamine; bis(diphosphaferrocene)PdCl₂ dimer; In 1,4-dioxane; at 80 ℃; for 144h;

DOI:10.1016/S0022-328X(01)01146-9

upstream raw materials:

2-iodofuran

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

furan

bis(pinacol)diborane

Downstream raw materials:

N-[5-(furan-2-yl)-6-[4-(phenylmethoxy)phenyl]-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indazol-3-yl]butanamide

1-hexyl-2-[4-(2-furanyl)phenyl]acetylene

1-(4-n-octylphenyl)-2-[4-(2-furanyl)phenyl]acetylene

2-phenylfuran

Refernces

• 1、 Esteruelas, Miguel A.,Martínez, Antonio,Oliván, Montserrat,O?ate, Enrique. "Direct C?H Borylation of Arenes Catalyzed by Saturated Hydride-Boryl-Iridium-POP Complexes: Kinetic Analysis of the Elemental Steps". supporting information. p. 12632 - 12644. Retrieved 2020/09/09.
• 2、 Britton, Luke,Docherty, Jamie H.,Dominey, Andrew P.,Thomas, Stephen P.. "Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation". supporting information. . Retrieved 2020/02/22.