Bromoferrocene

Base Information

• Chemical Name: Bromoferrocene
• CAS No.: 1273-73-0
• Molecular Formula: C10H9BrFe
• Molecular Weight: 264.932
• Hs Code.: 2931900090
• Mol file: 1273-73-0.mol

Synonyms:Iron,(bromocyclopentadienyl)cyclopentadienyl- (6CI,7CI);1-Bromoferrocene;Ferrocenyl bromide;NSC 176253;(2-Bromocyclopenta-2,4-dien-1-yl)-cyclopenta-2,4-dien-1-yl-iron;(Bromocyclopentadienyl)cyclopentadienyl-iron;

Chemical Property of Bromoferrocene

Chemical Property:

• Melting Point: 31-33 °C
• Flash Point: >110℃
• PSA: 0.00000
• LogP: 2.47670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

Bromoferrocene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Bromoferrocene is used as pharmaceutical intermediates.

Technology Process of Bromoferrocene

There total 6 articles about Bromoferrocene 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%

1,1'-dibromoferrocene (1293-65-8) + water (7732-18-5) → ferrocene (102-54-5,55404-68-7) + bromoferrocene (1273-73-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; under N2; n-BuLi in THF added dropwise at -35°C to soln. of Fe complex in THF; stirred at -35°C for 1 h; H2O added dropwise; warmed to room temp. over 1 h; extd. with Et2O; org. layer collected; washed with H2O; dried (Na2SO4); solvent removed under reduced pressure; bromoferrocene contaminated withferrocene (10%);

DOI:10.1021/om9004109

Reference yield: 66.4%

lithiumferrocene (1271-15-4) + bromine (7726-95-6) → ferrocene (102-54-5,55404-68-7) + bromoferrocene (1273-73-0) + 1,1''-biferrocene

Guidance literature:

In tetrahydrofuran; Ar-atmosphere; addn. of soln. of Br2 to suspension of lithioferrocene at-80°C, warming to room temp.; addn. of ether, washing (aq. Na2S2O3, H2O), drying (Na2SO4), evapn., filtration (Al2O3, hexane); NMR-spectroscopy;

DOI:10.1021/om990377h

Reference yield: 9.0%

bis(ferrocenyl)mercury (1274-09-5) → bromoferrocene (1273-73-0) + fc-HgBr + {fc-HgBr}Br2

Guidance literature:

With Br₂; In tetrachloromethane; dichloromethane; -35°C;

upstream raw materials:

lithiumferrocene

bromine

bis(ferrocenyl)mercury

N-bromoacetamide

Downstream raw materials:

ferrocene

N₃P₃F₄{(C₅H₄)Fe(C₅H₅)}2

N₄P₄F₆{(C₅H₄)Fe(C₅H₅)}2

lithiumferrocene

Refernces

• 1、 Bildstein, Benno,Malaun, Michael,Kopacka, Holger,Wurst, Klaus,Mitterb?ck, Martin,Ongania, Karl-Hans,Opromolla, Giuliana,Zanello, Piero. "N,N'-diferrocenyl-N-heterocyclic carbenes and their derivatives". . p. 4325 - 4336. Retrieved 2008/10/08.