2,7-Dibromophenanthrene-9,10-dione

Name: 2,7-Dibromophenanthrene-9,10-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 84405-44-7
Cat. No. CS-W005487
Purity≥95%
MDL No.MFCD03931078

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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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2,7-Dibromophenanthrene-9,10-dione|CS-W005487

Structure of 84405-44-7

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General Information

CAS No. 84405-44-7
Cat. No. CS-W005487
Purity ≥95%
MDL No. MFCD03931078
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₆Br₂O₂
Molecular Weight 366.00
Synonym(s) 9,10-phenanthrenedione, 2,7-dibromo-
SMILES O=C1C2=C(C=CC(Br)=C2)C3=CC=C(Br)C=C3C1=O

Description

2,7-Dibromophenanthrene-9,10-dione features two bromine atoms positioned at the 2 and 7 ring junctions of a phenanthrene core bearing quinone functionality. This electron-deficient scaffold enables direct incorporation into π-conjugated systems, facilitating applications in organic semiconductors and photoredox catalysis under standard bench conditions.

Application

2,7-Dibromophenanthrene-9,10-dione serves as a versatile building block for the synthesis of polycyclic aromatic scaffolds and functionalized heterocycles. Its brominated positions enable palladium-catalyzed cross-coupling reactions, while the quinone moiety offers redox activity and electrophilic reactivity. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  84-11-7
- ~99%
- In-stock
  
  84405-44-7
References
- Vo, Timothy H.; Shekhirev, Mikhail; Kunkel, Donna A.; Orange, Francois; Guinel, Maxime J.-F.; Enders, Axel; Sinitskii, Alexander Chemical Communications, 2014 , vol. 50, # 32 p. 4172 - 4174
Route2
- 62325-30-8
- ~72%
- In-stock
  
  84405-44-7
References
- He, Bo; Tian, Hongkun; Geng, Yanhou; Wang, Fosong; Mllen, Klaus Organic Letters, 2008 , vol. 10, # 5 p. 773 - 776
Route3
- 61650-86-0
- ~70%
- In-stock
  
  84405-44-7
References
- Gautrot, Julien E.; Hodge, Philip; Helliwell, Madeleine; Raftery, James; Cupertino, Domenico Journal of Materials Chemistry, 2009 , vol. 19, # 24 p. 4148 - 4156

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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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

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2,7-Dibromophenanthrene-9,10-dione

CAS No. 84405-44-7

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