(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine

Name: (11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine
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CAS No. 181139-49-1
Cat. No. CS-W014667
Purity≥97%
MDL No.None

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(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine|CS-W014667

Structure of 181139-49-1

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General Information

CAS No. 181139-49-1
Cat. No. CS-W014667
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₆N₂
Molecular Weight 236.31
Synonym(s) (R,R)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
SMILES N[C@H]1[C@H](N)C2C3=C(C=CC=C3)C1C4=CC=CC=C24

Description

This dihydroethanoanthracene diamine features a rigid, planar aromatic core with two amine groups positioned at the 11 and 12 positions, enabling precise spatial control in molecular design. The stereochemistry at the 11R,12R centers ensures consistent chiral geometry, ideal for asymmetric synthesis. Bench-stable and moisture-tolerant, it integrates readily into complex architectures without decomposition.

Application

(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine serves as a chiral diamine scaffold for asymmetric catalysis and functionalized polycyclic building blocks. Its rigid, fused-ring structure provides defined stereochemistry and enhanced stability, enabling consistent performance in transition-metal-catalyzed transformations. The diamine functionality facilitates coordination to metals and supports efficient ligand design, while the bench-stable nature simplifies handling and purification in synthetic workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H315-H319-H335-H410
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P391-P405-P501

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Computational Chemistry Data

TPSA 52.04
LogP 1.932
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Chiral Ligands (Other)

Key Words

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(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine

CAS No. 181139-49-1

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