Iodoferrocene

Base Information

• Chemical Name: Iodoferrocene
• CAS No.: 1273-76-3
• Molecular Formula: C10H9 Fe I
• Molecular Weight: 311.933
• Mol file: 1273-76-3.mol

Synonyms:Iron,cyclopentadienyl(iodocyclopentadienyl)- (6CI,7CI); 1-Iodoferrocene; Ferrocenyliodide; Iodoferrocene; Iron(II), cyclopentadienyl(iodocyclopentadienyl)-; NSC113978

Chemical Property of Iodoferrocene

Chemical Property:

• Melting Point: 44-45℃
• PSA: 0.00000
• LogP: 1.69040
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 311.90983
• Heavy Atom Count: 12
• Complexity: 91.8

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1I.[Fe+2]

Technology Process of Iodoferrocene

There total 26 articles about Iodoferrocene 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: 86.0%

ferrocene (102-54-5,55404-68-7) + iodine (7553-56-2,12190-71-5,8031-47-8) → 1,1'-diiodoferrocene (12145-93-6) + iodoferrocene (1273-76-3)

Guidance literature:

With (2,2,6,6-tetramethylpiperidino)CdLi; In pentane; 1 equiv. of (TMP)3CdLi added, refluxed for 3 h, I2 added;

DOI:10.1039/b924939g

Reference yield: 86.0%

lithiumferrocene (1271-15-4) + iodine (7553-56-2,12190-71-5,8031-47-8) → iodoferrocene (1273-76-3)

Guidance literature:

In tetrahydrofuran; Ar-atmosphere; addn. of I2 to suspension of lithioferrocene at -80°C, warming to room temp.; addn. of ether, washing (aq. Na2S2O3, H2O), drying (Na2SO4), evapn.;

DOI:10.1021/om990377h

Reference yield: 85.0%

ferrocene (102-54-5,55404-68-7) → iodoferrocene (1273-76-3)

Guidance literature:

ferrocene; With potassium tert-butylate; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.33333h;

With iodine; In tetrahydrofuran; pentane; at 20 ℃;

DOI:10.1039/c6nj02018f

upstream raw materials:

lithiumferrocene

iodine

ferrocene

N-iodo-succinimide

Downstream raw materials:

ferrocene

lithiumferrocene

chloroferrocene

acetylferrocene

Refernces

• 1、 Magdzinski, Eleanor,Gobbo, Pierangelo,Martin, Caleb D.,Workentin, Mark S.,Ragogna, Paul J.. "The syntheses and electrochemical studies of a ferrocene substituted diiminopyridine ligand and its P, S, Se, and Te complexes". . p. 8425 - 8432. Retrieved 2012.
• 2、 Srinivas, Palabindela,Prabhakar, Sunchu,Chevallier, Floris,Nassar, Ekhlass,Erb, William,Dorcet, Vincent,Jouikov, Viatcheslav,Radha Krishna, Palakodety,Mongin, Florence. "Synthesis of ferrocene amides and esters from aminoferrocene and 2-substituted ferrocenecarboxylic acid and properties thereof". . p. 9441 - 9447. Retrieved 2016.
• 3、 Chen, Hao,Luan, Yu-Xin,Wang, Yin-Xia,Ye, Mengchun. "Enantioselective Twofold C?H Annulation of Formamides and Alkynes without Built-in Chelating Groups". . p. 9428 - 9432. Retrieved 2020.
• 4、 Gong, Zhong-Liang,Zhong, Yu-Wu. "Urea-bridged diferrocene: Structural, electrochemical, and spectroelectrochemical studies". . p. 1444 - 1450. Retrieved 2015.
• 5、 Leonidova, Anna,Joshi, Tanmaya,Nipkow, David,Frei, Angelo,Penner, Johanna-Elena,Konatschnig, Sandro,Patra, Malay,Gasser, Gilles. "An environmentally benign and cost-effective synthesis of aminoferrocene and aminoruthenocene". . p. 2037 - 2040. Retrieved 2013.
• 6、 González-Cabello, Ana,Vázquez, Purificación,Torres, Tomás. "A new phthalocyanine-ferrocene conjugated dyad". . p. 751 - 756. Retrieved 2001.
• 7、 Rausch, M. D.. "". . p. 3579 - 3580. Retrieved 1961.