Lot numbers can be found on the outside label of a product:
(S)-N,N'-Dimethyl-1,1'-binaphthyldiamine
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CAS No. 666175-40-2
- Cat. No. CS-W009338
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 666175-40-2
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General Information
- CAS No. 666175-40-2
- Cat. No. CS-W009338
- Purity ≥97%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₂H₂₀N₂
- Molecular Weight 312.41
- Synonym(s) (S)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-biphthyl, (S)-N,Nμ-Dimethyl-1,1μ-biphthalene-2,2μ--diamine
- SMILES CNC1=[C@]([C@]2=C(C=CC=C3)C3=CC=C2NC)C4=CC=CC=C4C=C1
Description
(S)-N,N'-Dimethyl-1,1'-binaphthyldiamine features a chiral binaphthyl backbone with methylated amine groups, delivering high enantioselectivity in asymmetric catalysis. The sterically constrained structure enhances diastereoselective control, while the electron-rich aromatic system supports robust ligand-metal interactions. This bench-stable diamine serves as a privileged scaffold for transition metal complexes in stereoselective synthesis.
Application
(S)-N,N'-Dimethyl-1,1'-binaphthyldiamine serves as a chiral ligand in asymmetric catalysis, enabling high enantioselective transformations such as allylation and hydrogenation. Its rigid binaphthyl backbone provides excellent stereocontrol, while the N-methyl groups enhance solubility and reduce catalyst deactivation. The compound exhibits robust bench stability and facilitates straightforward purification, making it well-suited for scalable synthetic applications in pharmaceutical process development.
Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335-H413
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Precautionary Statements : P261-P264-P271-P273-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 24.06
- LogP 5.7434
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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