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

Base Information

• Chemical Name: 2-(4-(Furan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 868755-79-7
• Molecular Formula: C16H19 B O3
• Molecular Weight: 270.136
• Hs Code.: 2932190090
• ChEMBL ID: CHEMBL1952309
• DSSTox Substance ID: DTXSID50594484
• Wikidata: Q82489317
• Mol file: 868755-79-7.mol

Synonyms:868755-79-7;2-(4-(Furan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[4-(Fur-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[4-(furan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[4-(2-Furyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;CHEMBL1952309;4-(Fur-2-yl)benzeneboronic acid pinacol ester;SCHEMBL2056064;DTXSID50594484;BDBM50364297;MFCD08435855;AKOS025295853;SB60880;BS-50635;CS-0187812;C91194;4-(Furan-2-yl)phenylboronic acid, pinacol ester;J-507651

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

Chemical Property:

• Vapor Pressure: 2.73E-05mmHg at 25°C
• Melting Point: 61 °C
• Boiling Point: 368.3°C at 760 mmHg
• Flash Point: 176.5°C
• PSA: 31.60000
• Density: 1.09g/cm³
• LogP: 3.24580
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 270.1427246
• Heavy Atom Count: 20
• Complexity: 332

Purity/Quality:

97% ^*data from raw suppliers

4-(Fur-2-yl)benzeneboronic acid, pinacol ester, tech tech% ^*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)C2=CC=C(C=C2)C3=CC=CO3

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

There total 5 articles about 2-(4-(Furan-2-yl)phenyl)-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: 71.0%

4-(furan-2-yl)iodobenzene + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-(furan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868755-79-7)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine; In 1,4-dioxane; at 80 ℃;

DOI:10.1016/j.bmcl.2011.12.043

Reference yield:

4-(furan-2-yl)aniline (59147-02-3) + bis(pinacol)diborane (73183-34-3) → 2-(4-(furan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868755-79-7)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 60 ℃; for 2h;

DOI:10.1021/acsmedchemlett.8b00287

Reference yield:

4-bromo-aniline (106-40-1) → 2-(4-(furan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868755-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; ethanol; water / 90 °C / Inert atmosphere; Sealed tube

2: tert.-butylnitrite / acetonitrile / 2 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; acetonitrile;

DOI:10.1021/acsmedchemlett.8b00287

upstream raw materials:

4-(furan-2-yl)aniline

2-(4-nitrophenyl)furan

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

4-bromo-aniline