1,5-Dichloroanthracene-9,10-dione

Name: 1,5-Dichloroanthracene-9,10-dione
Brand: ChemScene
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CAS No. 82-46-2
Cat. No. CS-W012310
Molecule weight277.10
Purity≥96%
MDL No.MFCD00001190

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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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1,5-Dichloroanthracene-9,10-dione|CS-W012310

Structure of 82-46-2

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General Information

CAS No. 82-46-2
Cat. No. CS-W012310
Purity ≥96%
MDL No. MFCD00001190
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₆Cl₂O₂
Molecular Weight 277.10
Synonym(s) 1,5-Dichloroanthraquinone
SMILES O=C(C1=C2C=CC=C1Cl)C3=CC=CC(Cl)=C3C2=O

Description

1,5-Dichloroanthracene-9,10-dione features a planar polycyclic core with two chlorine substituents at the 1 and 5 positions, enhancing electron deficiency. The quinone functionality at C9,C10 enables strong π-acceptor behavior, making this compound valuable in organic synthesis for constructing electron-deficient frameworks. Its stability under standard conditions supports reliable use in reaction development.

Application

1,5-Dichloroanthracene-9,10-dione serves as a versatile electrophilic building block in synthetic organic chemistry, enabling efficient construction of polycyclic scaffolds through Diels-Alder and nucleophilic aromatic substitution reactions. Its dichloro substitution pattern enhances reactivity at the quinone core while maintaining bench stability and ease of purification. Functions effectively in the synthesis of advanced intermediates for pharmaceutical and materials applications.

Synthesis

Route1
- 117-14-6
- ~%
- In-stock
  
  82-46-2
References
- Grundlegende Operationen der Farbenchemie, 5. Aufl. <Wien 1943>, S. 225 Helvetica Chimica Acta, , vol. 10, p. 199 Journal fuer Praktische Chemie (Leipzig), , vol. <2>131, p. 374
Route2
- 82-35-9
- ~%
- In-stock
  
  82-46-2
References
- DE252578 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 11, p. 545
Route3
- 36003-92-6
- ~%
- In-stock
  
  82-46-2
References
- Helvetica Chimica Acta, , vol. 10, p. 199 Journal fuer Praktische Chemie (Leipzig), , vol. <2>131, p. 374

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-P302+P352-P304+P340

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Computational Chemistry Data

TPSA 34.14
LogP 3.7688
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1,5-Dichloroanthracene-9,10-dione

CAS No. 82-46-2

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