1-ferrocene-2-(4-nitro-phenyl)acetylene

Base Information

• Chemical Name: 1-ferrocene-2-(4-nitro-phenyl)acetylene
• CAS No.: 123711-71-7
• Molecular Formula: C₁₈H₁₃FeNO₂
• Molecular Weight: 331.154
• Mol file: 123711-71-7.mol

Synonyms:1-ferrocene-2-(4-nitro-phenyl)acetylene

Chemical Property of 1-ferrocene-2-(4-nitro-phenyl)acetylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ferrocene-2-(4-nitro-phenyl)acetylene

There total 3 articles about 1-ferrocene-2-(4-nitro-phenyl)acetylene 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%

ferroceneacetylene (1271-47-2) + para-nitrophenyl triflate (17763-80-3) → 1-ferrocene-2-(4-nitro-phenyl)acetylene (123711-71-7)

Guidance literature:

With CuI; Et₃N; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; sequentially addn. of FcCCH (1 equiv.) and then Et3N to stirred soln. ofO2NC6H4OTf (1 equiv.), Pd(PPh3)4, CuI in DMF deoxygenated with Ar; stir ring at room temp. for 12 h under Ar; addn. of second portion of FcCCH (0.5 equiv.); stirring for 12 h; removal of solvent under reduced pressure, chromy. on silica (eluent: 2%NEt3 in hexane-ethyl acetate, 10:1);

DOI:10.1039/b300191a

Reference yield: 72.0%

p-nitrobenzene iodide (636-98-6) + 1-ethylferrocene → 1-ferrocene-2-(4-nitro-phenyl)acetylene (123711-71-7)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.201405004

Reference yield:

iodoferrocene (1273-76-3) + 4-O2NC6H4C.tplbond.CCu → 1-ferrocene-2-(4-nitro-phenyl)acetylene (123711-71-7)

Guidance literature:

In N,N-dimethyl-formamide; equimolar amts.; refluxing under N2; chromy. (SiO2, hexane);

DOI:10.1016/S0022-328X(99)00110-2

upstream raw materials:

iodoferrocene

ferroceneacetylene

para-nitrophenyl triflate

p-nitrobenzene iodide

Downstream raw materials:

(C₅H₅)Fe(C₅H₄C(OCOCH₃)C(C₆H₄NO₂)HgOCOCH₃)

Refernces

• 1、 Coutouli-Argyropoulou, Evdoxiq,Tsitabani, Maria,Petrantonakis, Georgios,Terzis, Aris,Raptopoulou, Catherine. "Labeling of organic biomolecules with ethynylferrocene". . p. 1382 - 1388. Retrieved 2003.