Chlorobutyl ferrocene

Base Information

• Chemical Name: Chlorobutyl ferrocene
• CAS No.: 141719-29-1
• Molecular Formula: C14H17ClFe
• Molecular Weight: 268.51900
• Mol file: 141719-29-1.mol

Synonyms:chlorobutyl ferrocene

Chemical Property of Chlorobutyl ferrocene

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Boiling Point: 130℃ at 4hPa
• PSA: 0.00000
• LogP: 2.70700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 276.036814
• Heavy Atom Count: 16
• Complexity: 129

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: [CH-]1C=CC=C1.C1=C[C-](C=C1)CCCCCl.[Fe+2]

Technology Process of Chlorobutyl ferrocene

There total 3 articles about Chlorobutyl ferrocene 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: 90.0%

4‐chlorobutyroylferrocene → 4-chlorobutylferrocene (141719-29-1)

Guidance literature:

With sodium tetrahydroborate; In further solvent(s); slow addn. of AlCl3 to soln. of (C5H5)Fe(C5H4COC6H4Cl) in preheated 1-butyl-3-methylimidazolium tetrafluoroborate with stirring about 30 min at 20°C; slow addn. NaBH4; stirring at 35°C for 35 min; quenching with cold water; sepn.; extn. with Et2O; drying over MgSO4; filtration, removal of solvent under reduced pressure; chromy. on silica (eluent: hexane/Et2O=9:1); as oil;

DOI:10.1016/j.jorganchem.2007.10.016

Reference yield:

5-chloro-2-pentanone (5891-21-4) + ferrocene (102-54-5,55404-68-7) → 4-chlorobutylferrocene (141719-29-1)

Guidance literature:

With sulfuric acid; In methanol;

DOI:10.1002/aoc.4701

Reference yield:

ferrocene (102-54-5,55404-68-7) + 4-Chlorobutanoyl chloride (4635-59-0) → 4-chlorobutylferrocene (141719-29-1)

Guidance literature:

ferrocene; 4-Chlorobutanoyl chloride; With aluminum (III) chloride; In dichloromethane;

With sodium tetrahydroborate; In diethylene glycol dimethyl ether;

DOI:10.1002/aoc.5633

upstream raw materials:

5-chloro-2-pentanone

ferrocene

4-Chlorobutanoyl chloride

Refernces

• 1、 Rahimpour, Keshvar,Shafagh-Azar, Ali,Abbasi, Hassan,Mohammad-Gholizadeh, Amir,Hezarkhani, Zeinab,Teimuri-Mofrad, Reza. "2-[(4-Aminobutyl)ferrocenylmethylidene]-5,6-dimethoxy-1-indanone derivatives: Synthesis, characterization, and investigation of electro-optical properties". . . Retrieved 2020.
• 2、 Gholamhosseini-Nazari, Mahdi,Esmati, Somayeh,Safa, Kazem D.,Khataee, Alireza,Teimuri-Mofrad, Reza. "Synthesis and application of novel 1,2,3-triazolylferrocene-containing ionic liquid supported on Fe3O4 nanocatalyst in the synthesis of new pyran-substituted Betti bases". . . Retrieved 2019.
• 3、 Jamali, Hajar,Teimuri-Mofrad, Reza. "Synthesis of ferrocene-based esters by alkylation of carboxylate ions and investigation of their electrochemical and optical behaviors". . . Retrieved 2021/12/27.