3,6 DBPQ

Name: 3,6 DBPQ
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 53348-05-3
Cat. No. CS-0080728
Molecule weight366.01
Purity≥95%
MDL No.MFCD00451676

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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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Structure of 53348-05-3

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General Information

CAS No. 53348-05-3
Cat. No. CS-0080728
Purity ≥95%
MDL No. MFCD00451676
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₆Br₂O₂
Molecular Weight 366.01
Synonym(s) 6-Dibromo-phenanthrenequinone
SMILES O=C1C(=O)C=2C=CC(Br)=CC2C3=CC(Br)=CC=C13

Description

3,6-Dibromophenanthrene-9,10-dione features two bromine substituents at the 3 and 6 positions of a phenanthrene core, flanking a quinone moiety. This electron-deficient architecture enables efficient coupling in transition metal-catalyzed reactions, offering high reactivity in cross-coupling and functionalization processes. The molecule exhibits excellent stability under standard bench conditions and integrates readily into complex molecular frameworks.

Application

3,6-Dibromophenanthrene-9,10-dione serves as a versatile building block for the synthesis of polycyclic aromatic systems and functionalized heterocycles. The dibromo substitution pattern enables selective cross-coupling reactions, while the quinone functionality supports redox-active transformations and Diels-Alder cycloadditions. Its bench-stable crystalline form facilitates handling and purification, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  84-11-7
- ~97%
- In-stock
  
  53348-05-3
References
- Brunner, Klemens; Van Dijken, Addy; Boerner, Herbert; Bastiaansen, Jolanda J. A. M.; Kiggen, Nicole M. M.; Langeveld, Bea M. W. Journal of the American Chemical Society, 2004 , vol. 126, # 19 p. 6035 - 6042
Route2
- In-stock
  
  85-01-8
- ~%
- In-stock
  
  53348-05-3
References
- Arkivoc, , vol. 2011, # 9 p. 15 - 37

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 34.14
LogP 4.2576
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Phenanthrenes

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3,6 DBPQ

CAS No. 53348-05-3

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