6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine

Name: 6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 25812-80-0
Cat. No. CS-0155205
Purity≥98%
MDL No.MFCD00463506

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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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6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine|CS-0155205

Structure of 25812-80-0

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General Information

CAS No. 25812-80-0
Cat. No. CS-0155205
Purity ≥98%
MDL No. MFCD00463506
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆Br₂O₂
Molecular Weight None
Synonym(s) 6,7-Dibromobenzo(1,4)dioxan
SMILES C1COC2=C(C=C(C(=C2)Br)Br)O1

Description

6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine features a rigid, electron-deficient dioxine core with bromine substituents at the 6 and 7 positions, enhancing its utility in cross-coupling reactions. This bench-stable compound serves as a valuable building block for synthesizing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine serves as a versatile dibrominated building block for the synthesis of complex heterocyclic scaffolds and functionalized aromatic systems. Its stable dihydrodioxin core exhibits excellent functional group tolerance and facilitates palladium-catalyzed cross-coupling reactions. The ortho-bromine substituents enable sequential transformations, making it a practical reagent for medicinal chemistry and materials science applications requiring precise regiocontrol.

Synthesis

Route1
- In-stock
  
  493-09-4
- ~91%
- In-stock
  
  25812-80-0
References
- Hellberg, Jonas; Dahlstedt, Emma; Pelcman, Margit E. Tetrahedron, 2004 , vol. 60, # 40 p. 8899 - 8912
Route2
- 120-80-9
- ~%
- In-stock
  
  25812-80-0
References
- Journal of the Chemical Society, , vol. 107, p. 1595

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 18.46
LogP 2.9828
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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6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine

CAS No. 25812-80-0

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