5-Bromo-2,3-dihydrobenzo[b][1,4]dioxine

Name: 5-Bromo-2,3-dihydrobenzo[b][1,4]dioxine
Brand: ChemScene
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CAS No. 58328-39-5
Cat. No. CS-0114016
Purity≥95%
MDL No.MFCD03095029

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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-2,3-dihydrobenzo[b][1,4]dioxine|CS-0114016

Structure of 58328-39-5

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General Information

CAS No. 58328-39-5
Cat. No. CS-0114016
Purity ≥95%
MDL No. MFCD03095029
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₂
Molecular Weight 215.04
Synonym(s) 5-Bromo-2,3-dihydro-1,4-benzodioxine
SMILES BrC1=C2OCCOC2=CC=C1

Description

5-Bromo-2,3-dihydrobenzo[b][1,4]dioxine is a brominated dihydrobenzodioxine scaffold featuring a reactive bromine at the 5-position. This moiety enables direct coupling in palladium-catalyzed cross-coupling reactions, serving as a key intermediate in the synthesis of functionalized aromatic systems. The molecule combines enhanced stability with high reactivity, facilitating efficient integration into complex molecular architectures under standard conditions.

Application

5-Bromo-2,3-dihydrobenzo[b][1,4]dioxine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The dihydrodioxine core provides rigidity and favorable electronic properties, enhancing metabolic stability in bioactive molecules. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex heterocyclic scaffolds.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319
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 18.46
LogP 2.2203
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzodioxane compounds

Key Words

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5-Bromo-2,3-dihydrobenzo[b][1,4]dioxine

CAS No. 58328-39-5

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