(S_S)-(p-tolylsulfinyl)ferrocene

Base Information

• Chemical Name: (S_S)-(p-tolylsulfinyl)ferrocene
• CAS No.: 238753-24-7
• Molecular Formula: C₁₇H₁₆FeOS
• Molecular Weight: 324.226
• Mol file: 238753-24-7.mol

Synonyms:

Chemical Property of (S_S)-(p-tolylsulfinyl)ferrocene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_S)-(p-tolylsulfinyl)ferrocene

There total 5 articles about (S_S)-(p-tolylsulfinyl)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: 74.0%

ferrocenyl p-tolyl sulphide → (SS)-ferrocenyl(para-tolyl)sulfoxide (238753-24-7,164297-25-0,130225-27-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; a soln. of acid in CH2Cl2 was added dropwise to a soln. of complex in CH2Cl2 at 0°C; the organic layer was washed with satd. soln. of NaHCO3, dried, concd. in vac., chromd. with light petroleum-ethyl acetate;

DOI:10.1016/S0022-328X(01)00944-5

Reference yield: 67.0%

bromoferrocene (1273-73-0) + (-)-menthyl p-toluenesulfinate (1517-82-4) → (SS)-ferrocenyl(para-tolyl)sulfoxide (238753-24-7,164297-25-0,130225-27-3)

Guidance literature:

bromoferrocene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.333333h; Inert atmosphere;

(-)-menthyl p-toluenesulfinate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1134/S1070428013080150

Reference yield: 67.0%

ferrocene (102-54-5,55404-68-7) + (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) → (SS)-ferrocenyl(para-tolyl)sulfoxide (238753-24-7,164297-25-0,130225-27-3)

Guidance literature:

ferrocene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 1h; Inert atmosphere;

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/om500570d

upstream raw materials:

bromoferrocene

(-)-menthyl p-toluenesulfinate

ferrocene

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

Downstream raw materials:

(S_Fc,S)-[2-(quinolin-2-yl)ferrocen-1-yl]-p-tolylsulfoxide

(pR,pR,S_S,S_S)-2,2″-bis(p-tolylsulfinyl)-1,1″-biferrocene

(S,S)-2-(diphenylphosphino)-1-(p-tolylsulfinyl)ferrocene

[(((CH₃)3C₆H₂)2BC₅H₃S(O)C₆H₄CH₃)Fe(C₅H₅)]