5-Methylfuran-2-boronic acid

Base Information

• Chemical Name: 5-Methylfuran-2-boronic acid
• CAS No.: 62306-79-0
• Molecular Formula: C5H7BO3
• Molecular Weight: 125.92
• Hs Code.: 2932190090
• European Community (EC) Number: 640-202-1
• DSSTox Substance ID: DTXSID70370262
• Wikidata: Q72490996
• Mol file: 62306-79-0.mol

Synonyms:5-Methylfuran-2-boronic acid;62306-79-0;(5-methylfuran-2-yl)boronic acid;5-methylfuran-2-ylboronic acid;5-methyl-2-furanboronic acid;MFCD01114644;5-methyl-2-furylboronic acid;(5-methyl-2-furanyl)boronic acid;5-Methyl-2-furanboronic Acid (contains varying amounts of Anhydride);(5-methyl-2-furyl)boronic Acid;Boronic acid, (5-methyl-2-furanyl)-;SCHEMBL316086;(5-methylfuran-2-yl)boranediol;(5-methylfuran-2-yl)boronicacid;DTXSID70370262;LMJIDBVSSSPRII-UHFFFAOYSA-N;STK398239;AKOS005454012;AB08313;AM87100;CS-W001234;PS-9479;BP-10754;SY025273;5-Methyl-2-furanboronic acid, AldrichCPR;FT-0604821;M2775;EN300-122703;A833706;J-517808

Chemical Property of 5-Methylfuran-2-boronic acid

Chemical Property:

• Appearance/Colour: white to yellow powder
• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 72-77 °C(lit. )
• Refractive Index: 1.489
• Boiling Point: 264.365 °C at 760 mmHg
• PKA: 8.61±0.53(Predicted)
• Flash Point: 113.684 °C
• PSA: 53.60000
• Density: 1.197 g/cm³
• LogP: -0.73220
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 126.0488242
• Heavy Atom Count: 9
• Complexity: 96.2

Purity/Quality:

98% ^*data from raw suppliers

5-Methylfuran-2-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(O1)C)(O)O

Technology Process of 5-Methylfuran-2-boronic acid

There total 6 articles about 5-Methylfuran-2-boronic acid 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: 70.0%

2-methylfuran (534-22-5) + Trimethyl borate (121-43-7,63156-11-6) → 5-methylfuran-2-boronic acid (62306-79-0)

Guidance literature:

2-methylfuran; With n-butyllithium;

Trimethyl borate;

Reference yield:

4,4,5,5-tetramethyl-2-(5-methylfuran-2-yl)-1,3,2-dioxaborolane (338998-93-9) → 2-methylfuran (534-22-5) + 5-methylfuran-2-boronic acid (62306-79-0)

Guidance literature:

With sodium carbonate; In 1,2,3-trimethoxybenzene; water; at 20 ℃; for 5h;

DOI:10.1021/ol301570t

Reference yield:

2-methylfuran (534-22-5) → 5-methylfuran-2-boronic acid (62306-79-0)

Guidance literature:

2-methylfuran; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexanes; at -78 - 22 ℃; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; hexanes; at -78 - 22 ℃;

With water; In tetrahydrofuran; methanol; hexanes; for 0.25h;

upstream raw materials:

Triisopropyl borate

2-lithio-5-methylfuran

2-methylfuran

Trimethyl borate

Downstream raw materials:

3-fluoro-4-(5-methyl-2-furanyl)-N-[2-(methyloxy)-5-nitrophenyl]benzenesulfonamide

N-[5-(3,3-dimethyl-2-oxo-1-piperazinyl)-2-(methyloxy)phenyl]-3-fluoro-4-(5-methyl-2-furanyl)benzenesulfonamide hydrochloride

C₂₂H₂₅FN₄O₃S

N-(2-[cis-3,5-Dimethyl-1-piperazinyl]-4-pyrimidinyl)-3-fluoro-4-(5-methyl-2-furanyl)benzenesulfonamide

Refernces

• 1、 -. "Metallocene complex and olefin polymerization method (by machine translation)". Paragraph 0139. . Retrieved 2017/05/16.
• 2、 Robbins, Daniel W.,Hartwig, John F.. "A C-H borylation approach to suzuki-miyaura coupling of typically unstable 2-heteroaryl and polyfluorophenyl boronates". supporting information; experimental part. p. 4266 - 4269. Retrieved 2012/10/08.