2-Bromo-9H-xanthen-9-one

Name: 2-Bromo-9H-xanthen-9-one
Brand: ChemScene
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CAS No. 56341-31-2
Cat. No. CS-0141437
Purity≥98%
MDL No.MFCD00089598

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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 56341-31-2

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General Information

CAS No. 56341-31-2
Cat. No. CS-0141437
Purity ≥98%
MDL No. MFCD00089598
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₇BrO₂
Molecular Weight None
Synonym(s) SBB010036
SMILES O=C1C2=C(OC3=C1C=CC=C3)C=CC(Br)=C2

Description

2-Bromo-9H-xanthen-9-one features a brominated xanthene core with a ketone at the 9-position, offering enhanced reactivity for functionalization. This bench-stable compound integrates readily into synthetic routes requiring electrophilic halogenation or coupling reactions, enabling efficient access to complex fluorophores and dye intermediates under standard conditions.

Application

2-Bromo-9H-xanthen-9-one serves as a versatile building block for the synthesis of xanthene-based scaffolds, enabling efficient access to fluorescent dyes and bioactive heterocycles. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the xanthone core offers excellent bench stability and compatibility with standard purification methods. This compound functions reliably in multi-step syntheses requiring robust functional group tolerance and predictable reactivity.

Synthesis

Route1
- In-stock
  
  88284-48-4
- In-stock
  
  146328-85-0
- ~78%
- In-stock
  
  56341-31-2
References
- Dubrovskiy, Anton V.; Larock, Richard C. Tetrahedron, 2013 , vol. 69, # 13 p. 2789 - 2798
Route2
- In-stock
  
  4068-76-2
- In-stock
  
  88284-48-4
- ~72%
- In-stock
  
  56341-31-2
References
- Zhao, Jian; Larock, Richard C. Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 583 - 588
Route3
- 106-41-2
- In-stock
  
  552-89-6
- ~57%
- In-stock
  
  56341-31-2
References
- Hu, Jun; Adogla, Enoch A.; Ju, Yong; Fan, Daping; Wang, Qian Chemical Communications, 2012 , vol. 48, # 91 p. 11256 - 11258

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P301+P310-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 30.21
LogP 3.7087
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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2-Bromo-9H-xanthen-9-one

CAS No. 56341-31-2

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