(R)-N,N'-Dimethyl-1,1'-binaphthyldiamine

Name: (R)-N,N'-Dimethyl-1,1'-binaphthyldiamine
Brand: ChemScene
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CAS No. 93713-30-5
Cat. No. CS-0085817
Purity≥98%
MDL No.MFCD25372910

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(R)-N,N'-Dimethyl-1,1'-binaphthyldiamine|CS-0085817

Structure of 93713-30-5

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General Information

CAS No. 93713-30-5
Cat. No. CS-0085817
Purity ≥98%
MDL No. MFCD25372910
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,N'-Dimethyl-1,1'-binaphthyldiamine
SMILES CNC1=C(C2=C(C=CC=C3)C3=CC=C2NC)C4=CC=CC=C4C=C1

Description

(R)-N,N'-Dimethyl-1,1'-binaphthyldiamine is a chiral diamine featuring two naphthyl rings linked by a biaryl axis, bearing methyl groups on the nitrogen atoms. This sterically hindered, bench-stable ligand integrates readily into asymmetric catalysis systems, where its rigid, electron-rich scaffold enables high enantioselectivity in transition metal-catalyzed transformations.

Application

(R)-N,N'-Dimethyl-1,1'-binaphthyldiamine serves as a privileged chiral ligand in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed reactions. Its rigid binaphthyl backbone and sterically tuned dimethylamino groups provide excellent stereocontrol in processes such as allylic alkylation and hydrogenation. The compound exhibits robust bench stability, ease of handling, and compatibility with diverse reaction conditions, making it a reliable choice for scalable asymmetric synthesis.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H303-H315-H319-H335-H413
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 24.06
LogP 5.7434
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Key Words

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(R)-N,N'-Dimethyl-1,1'-binaphthyldiamine

CAS No. 93713-30-5

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