(2S,2′S)-2,2′-Bipyrrolidine
(2S,2′S)-2,2′-Bipyrrolidine (CAS 124779-66-4) is a chiral diamine with a molecular weight of 140.23 g/mol. This compound is extensively used as a chiral ligand and auxiliary in asymmetric synthesis, particularly in metal-catalyzed reactions. Its defined stereochemistry allows for high enantioselectivity in various organic transformations, making it a valuable tool for creating complex chiral molecules.
- IUPAC
- (S,S)-2,2′-Bipyrrolidine,(S,S)-2,2′-Bipyrrolidinyl
- Synonyms
- (S,S)-2,2′-Bipyrrolidine(S,S)-2,2′-Bipyrrolidinyl
Asymmetric Catalysis
(2S,2′S)-2,2′-Bipyrrolidine serves as a highly effective chiral ligand in transition metal catalysis, facilitating enantioselective transformations such as hydrogenations, cyclopropanations, and Michael additions. Its rigid structure and two nitrogen atoms provide excellent coordination properties.
Chiral Auxiliary
In organic synthesis, it can function as a chiral auxiliary to induce stereoselectivity in reactions involving prochiral substrates. The auxiliary can be attached, direct a stereoselective reaction, and then be cleaved, leaving behind a chiral product.
Organocatalysis
This diamine can also be employed in organocatalytic systems, acting as a Brønsted base or hydrogen bond donor to promote asymmetric reactions without the need for metal catalysts.
| 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 (2S,2′S)-2,2′-Bipyrrolidine used for?
+
(2S,2′S)-2,2′-Bipyrrolidine is primarily used as a chiral ligand and auxiliary in asymmetric synthesis and catalysis to achieve high enantioselectivity in chemical reactions.
What is the CAS number and formula for (2S,2′S)-2,2′-Bipyrrolidine?
+
The CAS number is 124779-66-4, and its empirical formula is C8H16N2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies (2S,2′S)-2,2′-Bipyrrolidine with an assay of ≥99.0% (GC) and an enantiomeric excess of ≥99.5% (GC). This is a technical grade for research and synthesis; we do not represent it as USP, BP, or EP.
How should (2S,2′S)-2,2′-Bipyrrolidine be handled safely?
+
Handle with care. This compound is corrosive and harmful if swallowed (H314, H302). Wear appropriate personal protective equipment, including gloves, eye protection, and protective clothing. Ensure adequate ventilation. In case of contact, rinse immediately with plenty of water and seek medical advice (P305 + P351 + P338, P310).
How is (2S,2′S)-2,2′-Bipyrrolidine packed and shipped?
+
It is typically packed in compliance with UN 3259 PSN1 8 / PGII regulations for transport and is exported globally by Tech Serve Solutions.
How can I request a sample or quote for (2S,2′S)-2,2′-Bipyrrolidine?
+
Please contact our sales team via the website or direct email to request a sample or a competitive quote for (2S,2′S)-2,2′-Bipyrrolidine.
▶ Related products
Benzeneruthenium(II) chloride dimer
Ru2(C6H6)2Cl4
Catalysis & Inorganic
Benzoylferrocene
C17H14FeO
Catalysis & Inorganic
Benzyldiphenylphosphine
C6H5CH2P(C6H5)2
Catalysis & Inorganic
Beryllium
Be
Catalysis & Inorganic
Beryllium oxide
BeO
Catalysis & Inorganic![Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer — chemical structure, CAS 12257-42-0; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F12257-42-0.png&w=3840&q=75)
Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer
Catalysis & Inorganic
![Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo — chemical structure, CAS 1228149-03-8; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1228149-03-8.png&w=3840&q=75)
Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo
1-d:1′
Catalysis & Inorganic![Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride (C16H20ClN3Ni) — chemical structure, CAS 1033772-47-2; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1033772-47-2.png&w=3840&q=75)
Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride
C16H20ClN3Ni
Catalysis & Inorganic▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis