6-Bromobenzo[d]isoxazol-3(2H)-one

Name: 6-Bromobenzo[d]isoxazol-3(2H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 65685-51-0
Cat. No. CS-0085269
Purity≥97%
MDL No.MFCD13193078

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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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6-Bromobenzo[d]isoxazol-3(2H)-one|CS-0085269

Structure of 65685-51-0

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General Information

CAS No. 65685-51-0
Cat. No. CS-0085269
Purity ≥97%
MDL No. MFCD13193078
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO₂
Molecular Weight 214.02
Synonym(s) 1,2-BENZISOXAZOL-3(2H)-ONE, 6-BROMO-
SMILES O=C1C2=C(C=C(Br)C=C2)ON1

Description

6-Bromobenzo[d]isoxazol-3(2H)-one features a brominated benzoisoxazole core with a lactone-like structure, offering a stable, electron-deficient heterocyclic scaffold. This moiety integrates readily into synthetic sequences requiring halogenation for downstream coupling or functionalization, particularly in medicinal chemistry and materials science applications.

Application

6-Bromobenzo[d]isoxazol-3(2H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization at the bromine site via palladium-catalyzed cross-coupling reactions. Its stable isoxazolone core exhibits excellent bench stability and tolerates a range of functional groups, facilitating efficient access to substituted benzisoxazoles. This compound functions as a key intermediate in the construction of pharmaceutical scaffolds and agrochemical candidates.

Synthesis

Route1
- In-stock
  
  546-88-3
- 179232-29-2
- ~30%
- In-stock
  
  65685-51-0
References
- Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark Patent: US2007/49603 A1, 2007 ; Location in patent: Page/Page column 62 ; US 20070049603 A1
Route2
- 61799-79-9
- ~%
- In-stock
  
  65685-51-0
References
- WO2004/10995 A1, ; Page/Page column 37 ; WO 2004/010995 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS03,GHS05
Signal Word : Danger	UN#: 1479
Class : 5.1	Packing Group : Ⅲ
Hazard Statements : H272-H314
Precautionary Statements : P210-P220-P260-P264-P280-P301+P330+P331-P304+P340-P363-P370+P378-P405-P501

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Computational Chemistry Data

TPSA 46
LogP 1.8836
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisoxazole compounds

Key Words

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6-Bromobenzo[d]isoxazol-3(2H)-one

CAS No. 65685-51-0

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