2-Pinacolateborylpyrrole

Base Information

• Chemical Name: 2-Pinacolateborylpyrrole
• CAS No.: 476004-79-2
• Molecular Formula: C₁₀H₁₆BNO₂
• Molecular Weight: 193.054
• Hs Code.: 2934999090
• Mol file: 476004-79-2.mol

Synonyms:2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole;

Chemical Property of 2-Pinacolateborylpyrrole

Chemical Property:

• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 310.9 °C at 760 mmHg
• PKA: 16.51±0.50(Predicted)
• Flash Point: 141.9 °C
• PSA: 34.25000
• Density: 1.04 g/cm³
• LogP: 1.31390
• Storage Temp.: 2-8°C

Purity/Quality:

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

2-Pinacolateborylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Pinacolateborylpyrrole is a useful reagent for organic reactions.

Technology Process of 2-Pinacolateborylpyrrole

There total 4 articles about 2-Pinacolateborylpyrrole 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: 84.0%

pyrrole (109-97-7,30604-81-0) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole (476004-79-2)

Guidance literature:

With C₉₃H₆₉IrN₃₀O; In n-heptane; at 90 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.jcat.2019.01.030

Reference yield: 70.0%

→ 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole (476004-79-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 153 ℃; for 12h; Inert atmosphere;

Reference yield: 42.0%

pyrrole (109-97-7,30604-81-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole (476004-79-2)

Guidance literature:

With catalyst: [Ir(COD)Cl]2/2bpy; In further solvent(s); under Ar; pyrrole (60 mmol) added to pinacolborane (2 mmol) + 1.5 mol% (Ir(COD)Cl)2 + 1.5 mol% bpy; stirred (80°C, 6 h); solvent removed (vac., room temp.); residue chromd. (silica gel, CH2Cl2); elem. anal.;

DOI:10.1016/S1381-1169(03)00470-9

upstream raw materials:

pyrrole

bis(pinacol)diborane

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

Downstream raw materials:

1-(3-cyano-4-(1H-pyrrol-2-yl)phenyl)-3-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)urea

2-(4′-nitrophenyl)pyrrole

Refernces

• 1、 Tahir, Norini,Muniz-Miranda, Francesco,Everaert, Jonas,Tack, Pieter,Heugebaert, Thomas,Leus, Karen,Vincze, Laszlo,Stevens, Christian V.,Van Speybroeck, Veronique,Van Der Voort, Pascal. "Immobilization of Ir(I) complex on covalent triazine frameworks for C–H borylation reactions: A combined experimental and computational study". . p. 135 - 143. Retrieved 2019/02/12.
• 2、 -. "ORGANIC LIGHT-EMITTING COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME". Paragraph 0123-0124; 0144-0147. . Retrieved 2016/10/27.