(S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine

Name: (S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine
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CAS No. 229177-78-0
Cat. No. CS-0090893
Purity≥97%
MDL No.MFCD19443506

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine|CS-0090893

Structure of 229177-78-0

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General Information

CAS No. 229177-78-0
Cat. No. CS-0090893
Purity ≥97%
MDL No. MFCD19443506
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₄N₂
Molecular Weight 292.42
Synonym(s) (1S)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-Binaphthalene]-2,2'-diamine
SMILES NC(C=C1)=[C@]([C@]2=C(CCCC3)C3=CC=C2N)C4=C1CCCC4

Description

(S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine is a chiral diamine scaffold featuring two amine groups on a fully saturated binaphthyl backbone. This bench-stable, moisture-tolerant ligand integrates readily into asymmetric catalysis, where its rigid, electron-rich framework enables precise stereocontrol in transition metal complexes.

Application

(S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine serves as a chiral diamine scaffold for asymmetric catalysis and ligand development. Its rigid binaphthyl backbone provides well-defined stereochemistry, while the secondary amine functionalities enable coordination to transition metals. The compound exhibits excellent bench stability and facilitates enantioselective transformations in established protocols, including hydrogenation and C–C bond formation reactions.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 52.04
LogP 4.2756
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Catalysts and Ligands Ligands Diamine Ligands BINAM Ligands

Catalysis Nitrogen-Donor Ligands Amine Ligands

Material Science Material Building Blocks Covalent Organic Frameworks (COFs) Linkers Amine Linkers

Material Science Polymer/Macromolecule Reagents Covalent Organic Frameworks (COFs) Linkers Amine Linkers

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(S)-5,5',6,6',7,7',8,8'-Octahydro-[1,1'-binaphthalene]-2,2'-diamine

CAS No. 229177-78-0

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