1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole

Base Information

• Chemical Name: 1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole
• CAS No.: 1218791-17-3
• Molecular Formula: C₁₇H₂₉B₂NO₄
• Molecular Weight: 333.044
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID60682225
• Wikidata: Q82606532
• Mol file: 1218791-17-3.mol

Synonyms:1218791-17-3;1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole;1-methylpyrrole-2,5-diboronoic acid, pinacol ester;1-methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole;1-methylpyrrole-2,5-diboronoic acid pinacol ester;DTXSID60682225;OCVGYKJQPDKDJK-UHFFFAOYSA-N;MFCD13195753;AKOS016001062;SB63952;BS-21208;CS-0175586;1-Methylpyrrole-2,5-diboronoic acid,pinacol ester

Chemical Property of 1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole

Chemical Property:

• Boiling Point: 442.4±30.0 °C(Predicted)
• PKA: -3.98±0.70(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 333.2282687
• Heavy Atom Count: 24
• Complexity: 433

Purity/Quality:

97% ^*data from raw suppliers

1-Methylpyrrole-2,5-diboronoicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(N2C)B3OC(C(O3)(C)C)(C)C

Technology Process of 1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole

There total 2 articles about 1-Methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole 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:

N-Methylpyrrole (96-54-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrole (953040-54-5) + 1-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole and 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole (850567-47-4) + 1-methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole (1218791-17-3)

Guidance literature:

With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine; In chloroform; at 80 ℃; for 16h; Reagent/catalyst; Overall yield = 93 %; Glovebox; Inert atmosphere;

DOI:10.1039/c6cc01267a

Reference yield:

N-Methylpyrrole (96-54-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole and 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole (850567-47-4) + 1-methyl-2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole (1218791-17-3)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With C₂₆H₅₀CoN₄O₂; at 20 ℃; for 0.0833333h; Inert atmosphere; Glovebox;

N-Methylpyrrole; at 80 ℃; for 48h; Overall yield = 88 %; Overall yield = 0.211 g; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.8b00144

upstream raw materials:

N-Methylpyrrole

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