5-Bromo-2,2-difluorobenzodioxole

Name: 5-Bromo-2,2-difluorobenzodioxole
Brand: ChemScene
Availability: InStock
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CAS No. 33070-32-5
Cat. No. CS-W001170
Purity≥96%
MDL No.MFCD00236212

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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+
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5-Bromo-2,2-difluorobenzodioxole|CS-W001170

Structure of 33070-32-5

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General Information

CAS No. 33070-32-5
Cat. No. CS-W001170
Purity ≥96%
MDL No. MFCD00236212
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₂O₂
Molecular Weight 237.00
Synonym(s) 5-bromo-2,2-difluorobenzo[d][1,3]dioxole
SMILES Brc1ccc2c(c1)OC(O2)(F)F

Description

5-Bromo-2,2-difluorobenzodioxole delivers a uniquely electron-deficient aromatic scaffold featuring a bromo substituent and two geminal fluorines. This configuration enhances stability and enables selective coupling in cross-coupling reactions. The molecule integrates efficiently into complex heterocyclic systems under standard conditions.

Application

5-Bromo-2,2-difluorobenzodioxole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The 2,2-difluoro group enhances metabolic stability and modulates electronic properties, while the benzodioxole core provides a rigid, bioactive scaffold. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of complex heterocyclic architectures and API intermediates.

Synthesis

Route1
- 663934-09-6
- ~77%
- In-stock
  
  33070-32-5
References
- Gorecka, Joanna; Leroux, Frederick; Schlosser, Manfred European Journal of Organic Chemistry, 2004 , # 1 p. 64 - 68
Route2
- In-stock
  
  1583-59-1
- 7439-89-6
- ~%
- In-stock
  
  33070-32-5
References
- US5633218 A1, ;
Route3
- In-stock
  
  1583-59-1
- ~63%
- In-stock
  
  33070-32-5
References
- LANXESS Deutschland GmbH Patent: EP1595877 A1, 2005 ; Location in patent: Page/Page column 4 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H303-H411
Precautionary Statements : P273-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 18.46
LogP 2.7706
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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5-Bromo-2,2-difluorobenzodioxole

CAS No. 33070-32-5

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