Pyrene-4,5,9,10-tetraone

Name: Pyrene-4,5,9,10-tetraone
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CAS No. 14727-71-0
Cat. No. CS-0111096
Purity≥95%
MDL No.MFCD11502676

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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 14727-71-0

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General Information

CAS No. 14727-71-0
Cat. No. CS-0111096
Purity ≥95%
MDL No. MFCD11502676
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₆O₄
Molecular Weight 262.22
Synonym(s) pyrene-4,5,9,10-tetrone
SMILES O=C1C(C2=CC=CC(C3=O)=C2C4=C1C=CC=C4C3=O)=O

Description

Pyrene-4,5,9,10-tetraone features four ketone groups positioned at the peri-positions of the pyrene core, creating a highly electron-deficient aromatic framework. This configuration enhances its utility in charge-transfer systems and as a building block for advanced organic semiconductors. The molecule exhibits exceptional stability under standard conditions and integrates readily into conjugated architectures.

Application

Pyrene-4,5,9,10-tetraone serves as a robust polycyclic aromatic scaffold for constructing advanced organic semiconductors and fluorescent materials. Its four ketone functionalities enable versatile derivatization via nucleophilic addition, condensation, and transition-metal-catalyzed coupling reactions. The molecule exhibits excellent thermal stability and facilitates efficient charge transport in optoelectronic applications.

Synthesis

Route1
- In-stock
  
  6217-22-7
- ~35%
- In-stock
  
  14727-71-0
References
- Hu, Jie; Zhang, Dong; Harris, Frank W. Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 707 - 708
Route2
- In-stock
  
  129-00-0
- ~29%
- In-stock
  
  14727-71-0
References
- Li, Qing; Li, Jiuyan; Ren, Huicai; Gao, Zhanxian; Liu, Di Synthetic Communications, 2011 , vol. 41, # 22 p. 3325 - 3333

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 68.28
LogP 0.852
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Material Science Covalent Organic Frameworks Other COFs Linkers

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Pyrenes

Material Science Material Building Blocks Covalent Organic Frameworks (COFs) Linkers Linkers (Others)

Material Science Polymer/Macromolecule Reagents Covalent Organic Frameworks (COFs) Linkers Linkers (Others)

Key Words

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Pyrene-4,5,9,10-tetraone

CAS No. 14727-71-0

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