(S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine
(S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine (CAS: 274674-23-6, Formula: C17H18FN, MW: 255.33 g/mol) is a chiral fluorinated heterocyclic building block. This compound is primarily utilised as a catalyst in asymmetric synthesis, particularly for enantioselective epoxidation reactions. Its unique structure facilitates highly selective transformations, making it a valuable reagent in organic chemistry research and development for creating enantiomerically pure compounds.
Asymmetric Epoxidation
This pyrrolidine derivative serves as an effective catalyst for the enantioselective Weitz-Scheffer epoxidation of α,β-unsaturated aldehydes. It facilitates highly selective reactions, yielding enantiomerically enriched epoxides.
Chiral Building Block
As a chiral fluorinated heterocyclic compound, it is employed as a valuable building block in the synthesis of complex organic molecules. Its structure allows for the introduction of specific stereochemistry and fluorine atoms into target compounds.
Organic Synthesis Reagent
It is used in general organic synthesis to promote specific chemical transformations. The compound's ability to form β-fluoroiminium species enables controlled reactions with aldehydes.
| Molecular weight | 255.33 |
|---|---|
| Empirical formula | C17H18FN |
| Assay | 97% |
| Density | 1.096 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.576(lit.) |
| Optical activity | [α]/D -27°, c = 1 in chloroform |
| Optical purity | ee: 98% (HPLC) |
| Application | Features:• Highly efficient• Excellent enantioselectivities• Available in both enantiomers• Operationally simple transformationsCatalyst for the enantioselective Weitz-Scheffer epoxidation of α,β-unsaturated aldehydes.1Condensation of this secondary amine with an aldehyde reversibly generates a β-fluoroiminium species where the fluorine atom is positioned gauche to the electropositive nitrogen centre.2Consequently, the phenyl substituents on the fluorine bearing carbon are placed in a predictable region of space. One of the groups effectively shields the upper face of the pendant iminium chain.S)-(-)-2-(Fluorodiphenylmethyl)pyrrolidine Scheme 1\" title=\"(S)-(-)-2-(Fluorodiphenylmethyl)pyrrolidine Scheme 1\">Addition of hydrogen peroxide occurs in a highly selective manner t |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 63 °C / 145.4 °F |
| Transport (UN / ADR) | NA 1993 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 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.
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.
What is (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine used for?
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(S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine is used as a catalyst in asymmetric synthesis, notably for the enantioselective epoxidation of α,β-unsaturated aldehydes, and as a chiral building block in organic synthesis.
What is the CAS number and formula for (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine?
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The CAS number is 274674-23-6, and the empirical formula is C17H18FN.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine with an assay of 97% and an optical purity of ee: 98% (HPLC). TSS does not represent this product as USP/BP/EP grade.
How should (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine be handled?
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This compound is a Warning substance (GHS07) and is classified with hazard statements H315, H319, and H335. Handle with appropriate personal protective equipment including eyeshields, gloves, and a suitable respirator. Avoid breathing dust/fume/gas/mist/vapours/spray. Ensure adequate ventilation.
Is (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine available for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine.
How can I request a sample or quote for (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine?
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Please contact our sales team directly via the website to request a sample or obtain a quotation for (S)-(−)-2-(Fluorodiphenylmethyl)pyrrolidine.
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