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

CAS 74311-56-1C38H37FeNP2Chemical Synthesis

(−)-(R)-N,N-Dimethyl-1-[(S)-1′,2-bis(diphenylphosphino)ferrocenyl]ethylamine (CAS 74311-56-1) is a chiral ferrocenyl phosphine ligand with the molecular formula C38H37FeNP2 and a molecular weight of 625.50. This compound is primarily utilised in asymmetric synthesis, serving as a key ligand in enantioselective reactions. Its specific stereochemistry makes it valuable for creating chiral products with high enantiomeric purity.

IUPAC
[R,R]-1-[1-Dimethylaminoethyl]-1′,2-bis[diphenylphosphino]ferrocene
Synonyms
74311-56-1
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(−)-(R)-N,N-Dimethyl-1-[(S)-1′,2-bis(diphenylphosphino)ferrocenyl]ethylamine (C38H37FeNP2) — chemical structure, CAS 74311-56-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands
01 /Applications

Enantioselective Silylation

This ligand is employed in the enantioselective silylation of allylic chlorides. It facilitates the stereospecific introduction of a silyl group, leading to chiral intermediates.

Asymmetric Catalysis

As a chiral ferrocenyl phosphine ligand, it is integral to various asymmetric catalytic processes. It promotes the formation of specific enantiomers in chemical transformations.

Chiral Ligand Synthesis

The compound itself represents a sophisticated chiral ligand, useful in the development and synthesis of new catalytic systems for enantioselective chemistry.

02 /Properties
Molecular weight625.50
Empirical formulaC38H37FeNP2
Assay95%
Optical activity[α]20/D −350°, c = 0.5 in chloroform
ApplicationLigand used in the enantioselective silylation of allylic chlorides.1
Melting point143-144 °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
74311-56-1
MDL number
MFCD00075284
PubChem substance
24861223
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)-1′,2-bis(diphenylphosphino)ferrocenyl]ethylamine primarily used for?

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This compound is primarily used as a chiral ligand in asymmetric synthesis, notably for the enantioselective silylation of allylic chlorides.

What are the CAS number and molecular formula for this chemical?

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The CAS number is 74311-56-1 and the empirical formula (Hill notation) is C38H37FeNP2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with an assay of 95%. This product is not classified as USP, BP, or EP grade.

What are the key safety considerations when handling this compound?

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This compound is classified with a Warning signal word. It is harmful if swallowed, in contact with skin, or if inhaled, and causes skin and serious eye irritation, as well as respiratory irritation. Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used. Handle in a well-ventilated area.

Is this product available for export?

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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, pharmaceutical intermediates and laboratory reagents.

How can I request a sample or quote?

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Please contact our sales team directly through our website or by phone to request a sample or a quotation for this product.

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