(2R,2′R)-2,2′-Bipyrrolidine
(2R,2′R)-2,2′-Bipyrrolidine (CAS: 137037-20-8) is a chiral organic compound with the molecular formula C8H16N2 and a molecular weight of 140.23 g/mol. This enantiomerically pure diamine is primarily utilised as a chiral ligand in asymmetric synthesis and catalysis. Its well-defined stereochemistry makes it valuable for inducing enantioselectivity in various chemical transformations, contributing to the efficient production of chiral molecules.
- IUPAC
- (R,R)-2,2′-Bipyrrolidine,(R,R)-2,2′-Bipyrrolidinyl
- Synonyms
- 137037-20-8C8H16N2(R,R)-2,2′-Bipyrrolidine(R,R)-2,2′-Bipyrrolidinyl
Chiral Ligand in Asymmetric Catalysis
(2R,2′R)-2,2′-Bipyrrolidine serves as a crucial chiral ligand in metal-catalyzed asymmetric reactions. Its structure facilitates the induction of high enantioselectivity in processes such as asymmetric hydrogenation, allylic alkylation, and cyclopropanation.
Building Block for Chiral Auxiliaries
This compound can be employed as a foundational element in the synthesis of more complex chiral auxiliaries and catalysts. Its defined stereocentres provide a reliable starting point for constructing sophisticated stereoselective reagents.
Reagent in Organocatalysis
As a chiral diamine, (2R,2′R)-2,2′-Bipyrrolidine can function as an organocatalyst or a precursor to organocatalysts. It is particularly useful in reactions requiring a basic, chiral environment to promote stereoselective transformations.
| Molecular weight | 140.23 |
|---|---|
| Empirical formula | C8H16N2 |
| Assay | ≥99.0% (GC) |
| Optical purity | enantiomeric excess: ≥99.5% (GC) |
| Storage temperature | 2-8°C |
Hazard statements
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Transport (UN / ADR) | UN 3259PSN1 8 / PGII |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 22-34 |
| Safety statements (S) | 26-36/37/39-45 |
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 (2R,2′R)-2,2′-Bipyrrolidine primarily used for?
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(2R,2′R)-2,2′-Bipyrrolidine is predominantly used as a chiral ligand in asymmetric synthesis and catalysis, enabling the stereoselective production of chiral molecules.
What is the CAS number and chemical formula for (2R,2′R)-2,2′-Bipyrrolidine?
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The CAS number for (2R,2′R)-2,2′-Bipyrrolidine is 137037-20-8, and its empirical formula is C8H16N2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (2R,2′R)-2,2′-Bipyrrolidine with an assay of ≥99.0% (GC) and an enantiomeric excess of ≥99.5% (GC). We do not represent this product as USP, BP, or EP grade.
What are the safety considerations when handling (2R,2′R)-2,2′-Bipyrrolidine?
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This compound is classified as Danger, with hazards including H302 (Harmful if swallowed) and H314 (Causes severe skin burns and eye damage). Handle with appropriate personal protective equipment in a well-ventilated area, following precautionary statements P280, P305 + P351 + P338, and P310.
How is (2R,2′R)-2,2′-Bipyrrolidine typically packaged and shipped?
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Our products are carefully packaged and exported in compliance with international shipping regulations, including UN 3259 PSN1 8 / PGII for transport.
How can I request a sample or quote for (2R,2′R)-2,2′-Bipyrrolidine?
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To request a sample or obtain a quote, please contact our sales team through the website or via direct inquiry, referencing the product name and CAS number.
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