4-Bromo-5-ethoxyfuran-2(5H)-one

Name: 4-Bromo-5-ethoxyfuran-2(5H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 32978-38-4
Cat. No. CS-0151432
Purity≥96%
MDL No.MFCD09953779

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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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4-Bromo-5-ethoxyfuran-2(5H)-one|CS-0151432

Structure of 32978-38-4

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General Information

CAS No. 32978-38-4
Cat. No. CS-0151432
Purity ≥96%
MDL No. MFCD09953779
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrO₃
Molecular Weight 207.02
Synonym(s) 4-Bromo-5-Ethoxy-2(5H)-Furanone
SMILES CCOC1C(=CC(=O)O1)Br

Description

4-Bromo-5-ethoxyfuran-2(5H)-one features a brominated furanone scaffold with enhanced solubility and stability under standard conditions. The ethoxy substituent improves reactivity in transition-metal-catalyzed couplings, while the electrophilic carbonyl facilitates nucleophilic addition. This compound serves as a key intermediate in heterocyclic synthesis.

Application

4-Bromo-5-ethoxyfuran-2(5H)-one serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted furan derivatives via palladium-catalyzed cross-coupling reactions. The bromine and ethoxy groups provide orthogonal functional handles for sequential transformations, while the α,β-unsaturated γ-lactone framework exhibits bench stability and compatibility with diverse reaction conditions. Its predictable reactivity facilitates integration into complex molecular architectures relevant to medicinal chemistry and agrochemical research.

Synthesis

Route1
- 2833-30-9
- ~81%
- In-stock
  
  32978-38-4
References
- VERTEX PHARMACEUTICALS INCORPORATED? Patent: WO2005/90334 A2, 2005 ; Location in patent: Page/Page column 66-67 ; WO 2005/090334 A2
Route2
- 2833-30-9
- 7440-18-8
- ~79%
- In-stock
  
  32978-38-4
References
- Wannamaker, Marion W.; Forster, Cornelia Patent: US2003/119899 A1, 2003 ;

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 35.53
LogP 1.1846
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Furan compounds

Key Words

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4-Bromo-5-ethoxyfuran-2(5H)-one

CAS No. 32978-38-4

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