(S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine
(S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine (CAS: 3685-05-0), a chiral diamine with the molecular formula C14H16N2 and a molecular weight of 212.29 g/mol, is a valuable building block in asymmetric synthesis. It is primarily utilized as a chiral ligand or precursor for catalysts in various enantioselective reactions, contributing to the efficient production of optically pure compounds crucial in pharmaceuticals and fine chemicals. This compound is supplied with an assay of ≥98%.
- IUPAC
- (S)-2,2′-Diamino-6,6′-dimethylbiphenyl,(S)-6,6′-Dimethyl-2,2′-diaminobiphenyl,(S)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diamine,(S)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diyldiamine
- Synonyms
- 3685-05-0C14H16N2(S)-2,2′-Diamino-6,6′-dimethylbiphenyl(S)-6,6′-Dimethyl-2,2′-diaminobiphenyl(S)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diamine(S)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diyldiamine
Chiral Ligand in Asymmetric Catalysis
This diamine serves as a key chiral ligand in asymmetric catalysis. It can be incorporated into metal complexes to facilitate enantioselective transformations, enabling the synthesis of specific stereoisomers with high optical purity.
Precursor for Chiral Catalysts
It acts as a crucial precursor for the synthesis of more complex chiral catalysts. These catalysts are vital in various organic reactions where stereochemical control is paramount, such as asymmetric hydrogenation or cyclopropanation.
Building Block in Organic Synthesis
As a chiral amine, it is employed as a building block in the construction of complex organic molecules. Its inherent chirality can be transferred to target molecules, making it useful in multi-step synthetic routes.
| Molecular weight | 212.29 |
|---|---|
| Empirical formula | C14H16N2 |
| Assay | ≥98% |
| Optical activity | [α]/D -120±5°, c = 1 in pyridine |
| Optical purity | enantiomeric excess: ≥99.0% (HPLC) |
| Storage temperature | 2-8°C |
| Melting point | 156-160 °C |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
- H400Very toxic to aquatic life
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P273Avoid release to the environment
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 3077 9 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn,N |
| Risk statements (R) | 22-36/37/38-50 |
| Safety statements (S) | 26-61 |
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)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine primarily used for?
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(S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine is primarily used as a chiral ligand and precursor for catalysts in asymmetric synthesis, crucial for producing optically pure compounds.
What are the CAS number and formula for this compound?
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The CAS number is 3685-05-0, and its empirical formula is C14H16N2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine with an assay of ≥98%. We do not represent this product as USP, BP, or EP grade.
How should (S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Avoid breathing dust and ensure good ventilation due to potential irritation to the respiratory tract. It is classified as harmful if swallowed and irritating to skin and eyes.
Is this chemical packed and shipped internationally?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including (S)-(−)-6,6′-Dimethyl-2,2′-biphenyldiamine, and adheres to international shipping regulations, such as UN 3077 for transport.
How can I request a sample or quote for this product?
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To request a sample or a quote, please contact our sales department through the website or by phone, providing the product name and CAS number (3685-05-0).
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