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(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE

Product Name
(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE
CAS No.
31886-57-4
Chemical Name
(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE
Synonyms
(S)-Ugi-Amine;(1S)-1-(Dimethylamino)ethyl]ferrocene;(S)-(-)-N,N-Dimethyl-1-ferrocenylamine;Ferrocene, (1S)-1-(dimethylamino)ethyl-;(S)-(-)-N N-DIMETHYL-1-FERROCENYL- &;(S)-(-)-N,N-Dimethyl-1-ferrocenylethylae;(S)-(-)-[1-(DIMETHYLAMINO)ETHYL]FERROCENE;(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE;(1S)-1-(Dimethylamino)ethyl]ferrocene (ACI);(S)-alpha-(N,N-Dimethylamino)ethylferrocene,
CBNumber
CB7707793
Molecular Formula
C14H19FeN10*
Formula Weight
257.15
MOL File
31886-57-4.mol
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(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE Property

Boiling point:
120-121 °C/0.7 mmHg (lit.)
Density 
1.222 g/mL at 20 °C (lit.)
refractive index 
1.5890
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
clear liquid to cloudy liquid
color 
dark brown
optical activity
[α]20/D 14±1°, c = 1.5% in ethanol
InChI
InChI=1/C9H14N.C5H5.Fe/c1-8(10(2)3)9-6-4-5-7-9;1-2-4-5-3-1;/h4-8H,1-3H3;1-5H;/t8-;;/s3
InChIKey
ISOLNZQTVMCEOI-FGWUPGIONA-N
SMILES
[C]1([CH][CH][CH][CH]1)[C@H](C)N(C)C.[CH]1[CH][CH][CH][CH]1.[Fe] |&1:5,r,^1:0,1,2,3,4,10,11,12,13,14|
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26-36
WGK Germany 
3
10
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
40241
Product name
(S)-(?)-N,N-Dimethyl-1-ferrocenylethylamine
Purity
≥98.0% (T)
Packaging
1ml
Price
$309.4
Updated
2025/07/31
TCI Chemical
Product number
D2529
Product name
(S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine
Purity
>97.0%(GC)
Packaging
200mg
Price
$66
Updated
2025/07/31
TCI Chemical
Product number
D2529
Product name
(S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine
Purity
>97.0%(GC)
Packaging
1g
Price
$222
Updated
2025/07/31
TRC
Product number
D460758
Product name
(S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine
Packaging
25mg
Price
$75
Updated
2021/12/16
ChemScene
Product number
CS-M1201
Product name
(S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine
Purity
>97.0%
Packaging
1g
Price
$78
Updated
2021/12/16
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(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE Chemical Properties,Usage,Production

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.

Synthesis

1277-49-2

124-40-3

31904-34-4

General procedure for the synthesis of N,N-dimethylamino-1-ferrocenylethylamine from 1-(2-hydroxyethyl)ferrocene and dimethylamine: (3) (S)-1-ferrocenylethanol (1.03 kg, 4.47 mol), dichloromethane (3.0 L), and triethylamine (902.9 g, 8.94 mol) prepared above were added to the reaction vessel sequentially. Acetic anhydride (683.4 g, 6.70 mol) was slowly added dropwise at room temperature and the reaction was stirred for 3 hours. Subsequently, 33% aqueous dimethylamine solution (4.31 kg) was slowly added and stirring was continued for 5 hours. Upon completion of the reaction, the layers were left to separate and the organic phase was concentrated to recover the dichloromethane. The residue was purified by reduced pressure distillation and the fraction at 110 °C (0.07 kPa) was collected to give (S)-N,N-dimethyl-1-ferrocenylethylamine (1.02 kg) as a dark red oily liquid in 89% yield, 98% HPLC purity and 96% ee value.

References

[1] Patent: CN108409802, 2018, A. Location in patent: Paragraph 0050; 0053
[2] Canadian Journal of Chemistry, 1983, vol. 61, p. 2354 - 2358
[3] Bulletin de la Societe Chimique de France, 1972, p. 2847 - 2854
[4] Tetrahedron Letters, 1971, p. 1561 - 1563
[5] , Gmelin Handbook: Fe: Org.Verb.A4, 5.1.4.1.3.3, page 52 - 55,

(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from (S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE manufacturers

Shanghai UCHEM Inc.
Product
S-[1-(Dimethylamino)ethyl]ferrocene 31886-57-4
Price
US $132.00-513.00/g
Min. Order
25g
Purity
0.97
Supply Ability
25kg
Release date
2023-12-25
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE 31886-57-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
500kg
Release date
2021-11-29
Zhengzhou HQ Material CO.,LTD.
Product
(S)-N,N-Dimethyl-1-ferrocenylethylamine 31886-57-4
Price
US $0.00-0.00/KG
Min. Order
100g
Purity
99%
Supply Ability
10
Release date
2021-09-18

31886-57-4, (S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINERelated Search:


  • (S)-(-)-[1-(DIMETHYLAMINO)ETHYL]FERROCENE
  • (S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE
  • (S)-(-)-N,N-Dimethyl-1-ferroceneylethylamine
  • (S)-alpha-(N,N-Dimethylamino)ethylferrocene,
  • (S)-(-)-N N-DIMETHYL-1-FERROCENYL- &
  • Ferrocene, (1S)-1-(dimethylamino)ethyl-
  • (S)-N,N-Dimethyl-1-ferrocenylethylamine,99%e.e.
  • (<i>S</i>)-(-)-<i>N</i>,<i>N</i>-Dimethyl-1-ferrocenylethylamine
  • (S)-Ugi-Amine
  • (S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine&gt
  • (S)-(-)-N,N-Dimethyl-1-ferrocenylethylamine, 98%,
  • (S)-(-)-N,N-Dimethyl-1-ferrocenylethylae
  • (1S)-1-(Dimethylamino)ethyl]ferrocene (ACI)
  • (S)-(-)-N,N-Dimethyl-1-ferrocenylamine
  • (1S)-1-(Dimethylamino)ethyl]ferrocene
  • 31886-57-4
  • C14H19FeN
  • Chiral Catalysts, Ligands, and Reagents
  • Asymmetric Synthesis
  • Other Chiral Ligands
  • Classes of Metal Compounds
  • Fe (Iron) Compounds
  • Ferrocenes
  • Metallocenes
  • Transition Metal Compounds
  • Chiral Nitrogen
  • Metallocenes
  • Transition Metal Compounds
  • Classes of Metal Compounds
  • Fe (Iron) Compounds
  • Ferrocenes