(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
F: 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

Biosynth Carbosynth

Product number: FD141804
Product name: S-[1-(Dimethylamino)ethyl]ferrocene
Packaging: 50mg
Price: $60
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

Americas 1 China 134 Europe 1 France 1 Germany 2 India 3 Japan 2 Russia 1 Switzerland 1 United Kingdom 4 United States 8 Global 158

Xinxiang Runyu Material Co., Ltd.

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Energy Chemical

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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)-N,N-DIMETHYL-1-[(R)-1',2-BIS(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE (S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE (n)-n,n-dimethyl-1-ferrocenylethylamine,(+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE (R)-(-)-N,N-Dimethyl-1-ferrocenylethylamine (L)-tartrate Ethylferrocene (S)-(+)-[(R)-2-DIPHENYLPHOSPHINOFERROCENYL](N,N-DIMETHYLAMINO)(2-DIPHENYLPHOSPHINOPHENYL)METHANE (S)-(+)-[(R)-2-DICYCLOHEXYLPHOSPHINOFERROCENYL](N,N-DIMETHYLAMINO)(2-DICYCLOHEXYLPHOSPHINOPHENYL)METHANE DICHLORO[(S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPINO)FERROCENYL]ETHYL-AMINE]PALLADIUM(II) (ALPHAS,ALPHAS)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]FERROCENE (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE (S)-(-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE (ALPHAS,ALPHAS)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2'-BIS[BIS(2-METHYLPHENYL)PHOSPHINO]FERROCENE (S)-(+)-N,N-Dimethyl-1-ferrocenylethylamine (L)-tartrate (ALPHAS,ALPHAS)-1,1'-BIS-[ALPHA-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2'-BIS[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENE (ALPHAS,ALPHAS)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)FERROCENE (ALPHAS,ALPHAS)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2'-BIS(DIPHENYLPHOSPHINO)FERROCENE

(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.

(S)-(-)-N,N-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