5-Bromo-1H-indene-1,3(2H)-dione

Name: 5-Bromo-1H-indene-1,3(2H)-dione
Brand: ChemScene
Availability: InStock
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CAS No. 27611-39-8
Cat. No. CS-0541846
Purity≥98%
MDL No.MFCD00625054

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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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5-Bromo-1H-indene-1,3(2H)-dione|CS-0541846

Structure of 27611-39-8

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General Information

CAS No. 27611-39-8
Cat. No. CS-0541846
Purity ≥98%
MDL No. MFCD00625054
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrO₂
Molecular Weight 225.04
Synonym(s) 5-bromoindene-1,3-dione
SMILES O=C1CC(C2=C1C=CC(Br)=C2)=O

Description

5-Bromo-1H-indene-1,3(2H)-dione features a brominated indenone core with enhanced reactivity at the carbonyl positions. This electron-deficient scaffold integrates readily into cycloaddition and cross-coupling transformations. The bromine substituent enables further functionalization via palladium-catalyzed reactions, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical process development.

Application

5-Bromo-1H-indene-1,3(2H)-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocyclic scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the diketone moiety supports enolization and condensation processes. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it valuable for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

Route1
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References
- Beecham Group Limited Patent: US3936504 A1, 1976 ;
Route2
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  86-90-8
- ~%
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References
- Hark, Richard R.; Hauze, Diane B.; Petrovskaia, Olga; Joullie, Madeleine M.; Jaouhari, Rabih; McComiskey, Patrick Tetrahedron Letters, 1994 , vol. 35, # 42 p. 7719 - 7722

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

Quality Control

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Computational Chemistry Data

TPSA 34.14
LogP 2.2182
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-1H-indene-1,3(2H)-dione

CAS No. 27611-39-8

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