2-Bromoanthracene-9,10-dione

Name: 2-Bromoanthracene-9,10-dione
Brand: ChemScene
Availability: InStock
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CAS No. 572-83-8
Cat. No. CS-W012215
Purity≥98%
MDL No.MFCD00474541

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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 572-83-8

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Description

2-Bromoanthracene-9,10-dione features a brominated anthraquinone core with two carbonyl groups at the 9 and 10 positions, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into conjugated systems for organic semiconductors and photoredox catalysts. The bromine atom provides a site for palladium-mediated transformations under standard conditions.

Application

2-Bromoanthracene-9,10-dione serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The anthraquinone core provides inherent stability and facilitates subsequent functionalization for advanced heterocycle synthesis. Its crystalline nature and bench stability support reliable handling and purification, making it suitable for iterative synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 572-83-8
Cat. No. CS-W012215
Purity ≥98%
MDL No. MFCD00474541
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₇BrO₂
Molecular Weight 287.11
Synonym(s) BROMOANTHRAQUINONE
SMILES O=C1C2=C(C=CC=C2)C(C3=CC=C(Br)C=C13)=O

Computational Chemistry Data

TPSA 34.14
LogP 3.2245
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Bromide

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 Anthracenes, Anthraquinones

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2-Bromoanthracene-9,10-dione

CAS No. 572-83-8

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