2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 248924-59-6
• Molecular Formula: C10H15BO3
• Molecular Weight: 194.038
• Hs Code.: 2934999090
• European Community (EC) Number: 692-049-5
• DSSTox Substance ID: DTXSID50378822
• Nikkaji Number: J2.530.979K
• Wikidata: Q72479619
• Mol file: 248924-59-6.mol

Synonyms:248924-59-6;3-Furanboronic acid pinacol ester;2-(furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Furan-3-boronic acid pinacol ester;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan;2-(3-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Furan-3-boronic acid, pinacol ester;2-(3-furyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD03453669;SCHEMBL1015902;DTXSID50378822;KTBLRYUFNBABGO-UHFFFAOYSA-N;3-furan boronic acid pinacol ester;1,3,2-DIOXABOROLANE, 2-(3-FURANYL)-4,4,5,5-TETRAMETHYL-;AKOS015950767;AB15533;AS-2374;3-Furanboronic acid pinacol ester, 98%;SY025011;AM20090282;CS-0094362;FT-0644117;A25320;EN300-221391;F20433;J-015718;J-521398;Z1255489332;2-furan-3-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-furan;2-(furan-3-yl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane;3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-furan;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furane

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

Chemical Property:

• Vapor Pressure: 0.0268mmHg at 25°C
• Melting Point: 62-65 °C(lit.)
• Refractive Index: 1.465
• 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.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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:

≥99% ^*data from raw suppliers

3-Furanboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=COC=C2
• Uses: 2-(furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a useful research chemical.

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

There total 7 articles about 2-(Furan-3-yl)-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: 93.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + furan-3-boronic acid (55552-70-0) → 3-furylboronic acid pinacol ester (248924-59-6)

Guidance literature:

In benzene; at 110 ℃; for 12h; Dean-Stark; Inert atmosphere;

DOI:10.1021/ja512022r

Reference yield: 65.0%

3-bromofurane (22037-28-1) + bis(pinacol)diborane (73183-34-3) → 3-furylboronic acid pinacol ester (248924-59-6)

Guidance literature:

With potassium methanolate; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; zinc dibromide; In tert-butyl methyl ether; at 20 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Green chemistry;

DOI:10.1021/ol502120q

Reference yield: 42.0%

(E)-1-(furan-3-yl)butan-1-one O-perfluorobenzoyl oxime + bis(pinacol)diborane (73183-34-3) → 3-furylboronic acid pinacol ester (248924-59-6)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; palladium dichloride; In 1,2-dichloro-ethane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202006740

upstream raw materials:

furan

bis(pinacol)diborane

3-bromofurane

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

Downstream raw materials:

C₃₄H₄₈O₃Si₂

tert-butyl N-[4-(furan-3-yl)benzyl]-carbamate

Boc-ΔAla[β,β-bis-(fur-3-yl)]-OMe

(R)-2-[1-(furan-3-yl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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