[(1S)-1-(Dimethylamino)ethyl]ferrocene

Base Information

• Chemical Name: [(1S)-1-(Dimethylamino)ethyl]ferrocene
• CAS No.: 31886-57-4
• Molecular Formula: C₁₄H₁₉FeN
• Molecular Weight: 257.159
• Hs Code.: 29319090
• Mol file: 31886-57-4.mol

Synonyms:(S)-(-)-[1-(Dimethylamino)ethyl]ferrocene;[(1S)-1-(Dimethylamino)ethyl]ferrocene;D2529

Chemical Property of [(1S)-1-(Dimethylamino)ethyl]ferrocene

Chemical Property:

• Appearance/Colour: dark brown
• Refractive Index: 1.5890
• Boiling Point: 95ºC (0.2 torr)
• Flash Point: >230 °F
• PSA: 3.24000
• Density: 1.222
• LogP: 2.36080
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 257.086685
• Heavy Atom Count: 16
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

(S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C[CH-]1)N(C)C.[CH-]1C=CC=C1.[Fe+2]
• Isomeric SMILES: C[C@@H](C1=CC=C[CH-]1)N(C)C.[CH-]1C=CC=C1.[Fe+2]
• Uses: (S)-(?)-N,N-Dimethyl-1-ferrocenylethylamine can be used:As a starting material in the synthesis of chiral diferrocenylphosphine-diamines applicable in catalysis.As a model chiral probe in the study of enantiodiscrimination ability of chiral ionic liquids using cyclic voltammetry.

Technology Process of [(1S)-1-(Dimethylamino)ethyl]ferrocene

There total 20 articles about [(1S)-1-(Dimethylamino)ethyl]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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (R)-α-ferrocenylethylamine → N,N-dimethyl-1-ferrocenylethylamine (31904-34-4,31886-58-5,31886-57-4)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 3h; Reagent/catalyst; Reflux;

Reference yield: 95.0%

fc-CHCl(CH3) + dimethyl amine (124-40-3) → N,N-dimethyl-1-ferrocenylethylamine (31904-34-4,31886-58-5,31886-57-4)

Guidance literature:

In diethyl ether;

DOI:10.1021/ja00721a017

Reference yield: 95.0%

S-(1-ferrocenylethyl)thioglycolic acid + dimethyl amine (124-40-3) → N,N-dimethyl-1-ferrocenylethylamine (31904-34-4,31886-58-5,31886-57-4)

Guidance literature:

With ammonium chloride; mercury dichloride; In water; acetone;

upstream raw materials:

dimethyl amine

sodium tetrahydroborate

1-ferrocenylethylamine

1-ferrocenylethanol

Downstream raw materials:

vinyl ferrocene

1-(dicyclohexylphosphino)-2-[1-(dimethylamino)ethyl]ferrocene

acetylferrocene

N,N-dimethyl-(1',2-bis(diphenylphosphino)ferrocenyl)-1-(methyl-1-methylamine)

Refernces

• 1、 Marquarding, D.,Klusacek, H.,Gokel, G.,Hoffmann, P.,Ugi, I.. "". . p. 5389 - 5393. Retrieved 1970.
• 2、 Allenmark, S.. "". . . Retrieved 1974.
• 3、 -. "Synthetic method of Ugi's amines and derivatives of Ugi's amines". Paragraph 0083-0092. . Retrieved 2019/05/16.
• 4、 -. "Process for preparing (S)-1-ferrocene ethyl dimethylamine". Paragraph 0050; 0053. . Retrieved 2018/09/11.