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(R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine

CAS 55700-44-2C26H28FeNPCatalysis & Inorganic

(R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine (CAS: 55700-44-2) is a chiral phosphine ligand with a molecular weight of 441.33 g/mol. This compound is a valuable reagent primarily employed in asymmetric synthesis, particularly for enantioselective vinylation reactions of aldehydes. Its specific stereochemistry and ferrocenyl backbone make it instrumental in catalytic processes requiring high levels of stereocontrol, facilitating the production of chiral molecules.

Synonyms
C26H28FeNP(R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine
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(R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine (C26H28FeNP) — chemical structure, CAS 55700-44-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisBasic Phosphine LigandsChemical SynthesisChiral CatalystsLigandsand ReagentsCross-CouplingOther Chiral LigandsPhosphine CompoundsPhosphine Ligands More...
01 /Applications

Asymmetric Synthesis

This chiral phosphine ligand is extensively used in asymmetric synthesis to achieve high enantioselectivity in various catalytic transformations. It is particularly noted for its application in the enantioselective vinylation of aldehydes, a key step in constructing chiral building blocks.

Catalysis

As a specialised ligand, it plays a crucial role in homogeneous catalysis, enabling metal-catalyzed reactions with precise stereochemical outcomes. Its structure facilitates coordination with metal centres, promoting enantioselective bond formation.

Chiral Ligand Development

The compound represents a class of advanced chiral ligands used in research and development for new catalytic systems. Its unique ferrocenyl and phosphine functionalities are designed for specific catalytic challenges in organic chemistry.

02 /Properties
Molecular weight441.33
Empirical formulaC26H28FeNP
Assay95%
Optical activity[α]20/D −355°, c = 0.6 in ethanol
ApplicationLigand used in the enantioselective vinylation of aldehydes.1
Melting point141-143 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H302Harmful if swallowed
  • H312Harmful in contact with skin
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H332Harmful if inhaled
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P280Wear protective gloves, clothing and eye/face protection
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)20/21/22-36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
55700-44-2
MDL number
MFCD00075286
PubChem substance
24861224
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine used for?

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This compound is used as a chiral phosphine ligand, particularly in the enantioselective vinylation of aldehydes.

What is the CAS number and formula for this chemical?

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The CAS number is 55700-44-2 and its empirical formula is C26H28FeNP.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of 95%. This product is not represented as USP, BP, EP, or other pharmacopoeia grades. For research or technical applications, this purity is typically suitable. Please contact us for specific grade inquiries.

How should (R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine be handled?

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This compound is a Warning substance and may cause respiratory irritation (H335), harm if inhaled (H332), cause skin irritation (H315), and harm in contact with skin (H312). It may also cause eye irritation (H319) and harm if swallowed (H302). Always use with appropriate personal protective equipment including a dust mask type N95 (US), eyeshields, and gloves. Ensure good ventilation.

How is this chemical packed, shipped, and exported?

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Tech Serve Solutions is an experienced global supplier and exporter of fine chemicals, ensuring appropriate packaging and handling for international shipment. Specific details regarding packing and shipping can be provided upon request.

How can I request a sample or quote?

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To request a sample or a quote for (R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine, please visit the Tech Serve Solutions website or contact our sales team directly with your inquiry.

Need (R)-(−)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine in a specific grade or volume?