1-(Cyclopenten-1-yl)-2-bromobenzene

Base Information

• Chemical Name: 1-(Cyclopenten-1-yl)-2-bromobenzene
• CAS No.: 171512-95-1
• Molecular Formula: C11H11Br
• Molecular Weight: 223.112
• DSSTox Substance ID: DTXSID40456941
• Nikkaji Number: J1.592.075K
• Wikidata: Q82279577
• Mol file: 171512-95-1.mol

Synonyms:1-(cyclopenten-1-yl)-2-bromobenzene;171512-95-1;1-bromo-2-(cyclopenten-1-yl)benzene;1-bromo-2-(1-cyclopentenyl)benzene;SCHEMBL5863208;DTXSID40456941;MDVIFZVIOKGMFE-UHFFFAOYSA-N

Chemical Property of 1-(Cyclopenten-1-yl)-2-bromobenzene

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 222.00441
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(C1)C2=CC=CC=C2Br

Technology Process of 1-(Cyclopenten-1-yl)-2-bromobenzene

There total 5 articles about 1-(Cyclopenten-1-yl)-2-bromobenzene 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: 61.0%

1-Bromo-2-iodobenzene (583-55-1) + 1-iodocyclopentene (17497-52-8) → 2-(cyclopent-1-enyl)bromobenzene (171512-95-1)

Guidance literature:

1-iodocyclopentene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1h;

With zinc dibromide; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

1-Bromo-2-iodobenzene; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 12h;

Reference yield: 11.0%

bromobenzene (108-86-1,52753-63-6) + cyclopent-1-enyl[4-(trifluoromethyl)phenyl](tetrafluoroborato)-λ(3)-bromane → 2-(cyclopent-1-enyl)-4-(trifluoromethyl)bromobenzene (1204206-16-5) + cyclopent-1-enyl(phenyl)(tetrafluoroborato)-λ(3)-bromane + 1-fluorocyclopent-1-ene (27415-42-5) + 1-bromo-4-(cyclopent-1-en-1-yl)benzene (6725-74-2) + 3-(cyclopent-1-enyl)bromobenzene (19920-77-5) + 2-(cyclopent-1-enyl)bromobenzene (171512-95-1)

Guidance literature:

at 50 ℃; Inert atmosphere;

DOI:10.1002/anie.200903368

Reference yield:

cyclopenten-1-ylboronic acid (850036-28-1) + 2,3-dibromobenzene (583-53-9) → 2-(cyclopent-1-enyl)bromobenzene (171512-95-1)

Guidance literature:

With palladium;

DOI:10.1002/anie.200903368

upstream raw materials:

1,4-dibromo-butane

2-bromobenzoic acid methyl ester

1-Bromo-2-iodobenzene

1-iodocyclopentene

Downstream raw materials:

4-(4-methoxyphenyl)-1,2,3,4-tetrahydrocyclopenta[b]indole

Refernces

• 1、 -. "Cycloaliphatic/aromatic diphosphines and use thereof in catalysis". Page 5; 9. . Retrieved 2010/11/30.