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CS-W001157 4
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6-Bromo-2,2-difluorobenzo[d][1,3]dioxol-5-amine

  • CAS No. 887267-84-7

  • Cat. No. CS-0041435
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

6-Bromo-2,2-difluorobenzo[d][1,3]dioxol-5-amine|CS-0041435

Structure of 887267-84-7

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General Information

  • CAS No. 887267-84-7
  • Cat. No. CS-0041435
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₂NO₂
  • Molecular Weight 252.01
  • Synonym(s) 5-AMINO-6-BROMO-2,2-DIFLUOROBENZODIOXOLE
  • SMILES NC1=C(Br)C=C(OC(F)(F)O2)C2=C1

Description

6-Bromo-2,2-difluorobenzo[d][1,3]dioxol-5-amine features a brominated benzo[d][1,3]dioxole core with a strategically positioned amine group. The electron-withdrawing difluoro substitution enhances stability and modulates reactivity, while the bromine facilitates downstream cross-coupling. This compound serves as a versatile scaffold for medicinal chemistry and materials synthesis under standard conditions.

Application

6-Bromo-2,2-difluorobenzo[d][1,3]dioxol-5-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its bromo functionality. The 2,2-difluoro substitution enhances metabolic stability and modulates electronic properties, while the aniline group facilitates further functionalization. This compound exhibits excellent bench stability and is well-suited for applications in medicinal chemistry and process development.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   2.3528
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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