Tetrabromopyrrole

Base Information

• Chemical Name: Tetrabromopyrrole
• CAS No.: 54705-14-5
• Molecular Formula: C4HBr4N
• Molecular Weight: 382.675
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10404797
• Nikkaji Number: J133.854D
• Wikidata: Q82209129
• Mol file: 54705-14-5.mol

Synonyms:tetrabromopyrrole

Chemical Property of Tetrabromopyrrole

Chemical Property:

• Boiling Point: 389.8±37.0 °C(Predicted)
• PKA: 11.69±0.50(Predicted)
• PSA: 15.79000
• Density: 2.888±0.06 g/cm3(Predicted)
• LogP: 4.06470
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 382.68015
• Heavy Atom Count: 9
• Complexity: 96.7

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,5-TETRABROMO-1H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(NC(=C1Br)Br)Br)Br

Technology Process of Tetrabromopyrrole

There total 5 articles about Tetrabromopyrrole 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: 86.0%

pyrrole (109-97-7,30604-81-0) → 2,3,4,5-tetrabromopyrrole (54705-14-5) + 2,5-dibromo-1H-pyrrole (56454-25-2) + 2,3,5-tribromopyrrole (77124-07-3)

Guidance literature:

With bromine; In ethanol; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c5ta06751k

Reference yield:

2-(Pyrrol-2-ylcarbonyl)benzoic Acid (26019-65-8) + bromine (7726-95-6) → 2,3,4,5-tetrabromopyrrole (54705-14-5) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

Reference yield:

pyrrole (109-97-7,30604-81-0) → 2,3,4,5-tetrabromopyrrole (54705-14-5) + 2-bromo-1H-pyrrole (38480-28-3) + 2,5-dibromo-1H-pyrrole (56454-25-2) + 2,3,5-tribromopyrrole (77124-07-3)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at -10 ℃; Product distribution; diff. pyrrol/NBS ratio; chlorination with N-chlorosuccinimide was also investigated;

DOI:10.1021/jo00324a005

upstream raw materials:

pyrrole

ethanol

bromine

2-(Pyrrol-2-ylcarbonyl)benzoic Acid

Downstream raw materials:

2,3,4,5-tetraiodo-1H-pyrrole

2,3-dibromomaleimide

Refernces

• 1、 Gilow, H. M.,Burton, D. Edward. "Bromination and Chlorination of Pyrrole and Some Reactive 1-Substituted Pyrroles". . p. 2221 - 2225. Retrieved 2007/10/02.