1,2-Dibromo-4,5-methylenedioxybenzene

Name: 1,2-Dibromo-4,5-methylenedioxybenzene
Brand: ChemScene
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CAS No. 5279-32-3
Cat. No. CS-0106405
Molecule weight279.91
Purity≥97%
MDL No.MFCD00094476

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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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1,2-Dibromo-4,5-methylenedioxybenzene|CS-0106405

Structure of 5279-32-3

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General Information

CAS No. 5279-32-3
Cat. No. CS-0106405
Purity ≥97%
MDL No. MFCD00094476
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Br₂O₂
Molecular Weight 279.91
Synonym(s) None
SMILES BrC1=C(Br)C=C2OCOC2=C1

Description

1,2-Dibromo-4,5-methylenedioxybenzene features a rigid, electron-rich aromatic core stabilized by a methylenedioxy bridge. This dibrominated scaffold enables efficient coupling reactions in synthetic routes to bioactive molecules and functional materials. The compound exhibits enhanced stability under standard bench conditions and facilitates selective transformations in complex molecular architectures.

Application

1,2-Dibromo-4,5-methylenedioxybenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The methylenedioxy group enhances solubility and stabilizes the aromatic core, while the geminal dibromo substitution enables sequential functionalization via Suzuki, Stille, or Negishi couplings. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted benzodioxole scaffolds relevant to medicinal chemistry and materials science.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 18.46
LogP 2.9403
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzodioxolane compounds

Chemical Synthesis Synthetic Reagents Aryne Precursors, Heteroaryne Precursors Benzyne Precursors

Key Words

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1,2-Dibromo-4,5-methylenedioxybenzene

CAS No. 5279-32-3

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