1-(4-bromophenyl)-1H-pyrrole

Base Information

• Chemical Name: 1-(4-bromophenyl)-1H-pyrrole
• CAS No.: 5044-39-3
• Molecular Formula: C10H8 Br N
• Molecular Weight: 222.084
• Hs Code.: 2933990090
• NSC Number: 116809
• DSSTox Substance ID: DTXSID70297607
• Nikkaji Number: J1.286.270I
• Wikidata: Q82038792
• Mol file: 5044-39-3.mol

Synonyms:1-(4-bromophenyl)-1H-pyrrole;5044-39-3;1-(4-bromophenyl)pyrrole;1-(4-Bromo-phenyl)-1H-pyrrole;NSC116809;AO-080/15276001;1H-pyrrole, 1-(4-bromophenyl)-;Bionet2_001161;SCHEMBL636960;1-(4-bromo phenyl)-1h-pyrrole;DTXSID70297607;IBRSPNWMMJNYMR-UHFFFAOYSA-N;HMS1367E17;BBL022436;MFCD00128296;STK197428;ZINC00177191;AKOS000126850;NSC-116809;SB62090;CS-0042018;FT-0682150;SR-01000470787;10R-0614;SR-01000470787-1;InChI=1/C10H8BrN/c11-9-3-5-10(6-4-9)12-7-1-2-8-12/h1-8

Chemical Property of 1-(4-bromophenyl)-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.00556mmHg at 25°C
• Melting Point: 91-92 °C
• Boiling Point: 283°C at 760 mmHg
• PKA: -5.87±0.70(Predicted)
• Flash Point: 124.9°C
• PSA: 4.93000
• Density: 1.38g/cm³
• LogP: 3.23980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 220.98401
• Heavy Atom Count: 12
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromo-phenyl)-1H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=C1)C2=CC=C(C=C2)Br

Technology Process of 1-(4-bromophenyl)-1H-pyrrole

There total 9 articles about 1-(4-bromophenyl)-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: 95.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 4-bromo-aniline (106-40-1) → 1-(4-bromophenyl)-1H-pyrrole (5044-39-3)

Guidance literature:

With iron(III) chloride heptahydrate; In water; at 60 ℃;

DOI:10.1055/s-0029-1217799

Reference yield: 90.0%

pyrrole (109-97-7,30604-81-0) + 1,4-bromoiodobenzene (589-87-7) → 1-(4-bromophenyl)-1H-pyrrole (5044-39-3)

Guidance literature:

With sodium hydroxide; copper(l) iodide; tetrabutylammomium bromide; In toluene; for 22h; Heating;

DOI:10.1016/j.tetlet.2006.11.050

Reference yield: 83.0%

N,N-diallyl-4-bromobenzenamine (30438-95-0) → 1-(4-bromophenyl)-1H-pyrrole (5044-39-3)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(II) choride dihydrate; oxygen; In 1,2-dichloro-ethane; at 60 ℃; for 24h;

DOI:10.1021/om400046r

upstream raw materials:

cis,trans-2,5-dimethoxytetrahydrofuran

4-bromo-aniline

pyrrole

1,4-bromoiodobenzene

Downstream raw materials:

C₁₂H₇BrCl₃NO

1-(4-(thiophen-2-yl)phenyl)-1H-pyrrole

1-(4-(thiophen-2-yl)phenyl)-1H-pyrrole-2-carbaldehyde

1,3-diethyl-dihydro-5-(((1-(4-thiophen-2-yl)phenyl)-1H-pyrrol-2-yl)methylene)-2-thioxopyrimidine-4,6(1H,5H)-dione

Refernces

• 1、 Ouyang, Mi,Wang, Genghao,Zhang, Cheng. "A novel electrochromic polymer containing triphenylamine derivative and pyrrole". . p. 4645 - 4649. Retrieved 2011.
• 2、 -. "AIE compound, preparation method and application in detection of organic amine". Paragraph 0100-0105. . Retrieved 2021/06/23.
• 3、 Gullapelli, Kumaraswamy,Brahmeshwari,Ravichander. "A facile synthesis of 1-aryl pyrroles by clauson-Kaas reaction using oxone as a catalyst under microwave irradiation". . p. 143 - 148. Retrieved 2019/03/21.