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Diethyl ((4-bromophenyl)difluoromethyl)phosphonate

  • CAS No. 177284-56-9

  • Cat. No. CS-0531526
  • Purity≥97%
  • MDL No.None

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

Diethyl ((4-bromophenyl)difluoromethyl)phosphonate|CS-0531526

Structure of 177284-56-9

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General Information

  • CAS No. 177284-56-9
  • Cat. No. CS-0531526
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄BrF₂O₃P
  • Molecular Weight 343.10
  • Synonym(s) Phosphonic acid, P-[(4-bromophenyl)difluoromethyl]-, diethyl ester
  • SMILES O=P(OCC)(C(F)(C1=CC=C(C=C1)Br)F)OCC

Description

Diethyl ((4-bromophenyl)difluoromethyl)phosphonate features a brominated phenyl group conjugated to a difluoromethylphosphonate moiety, enabling direct functionalization in cross-coupling reactions. This bench-stable reagent integrates readily into synthetic sequences requiring electrophilic phosphonate transfer or palladium-catalyzed transformations.

Application

Diethyl ((4-bromophenyl)difluoromethyl)phosphonate serves as a versatile building block for the synthesis of fluorinated aryl phosphonates, enabling efficient access to biologically relevant scaffolds. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromo substituent facilitates subsequent cross-coupling reactions. This reagent exhibits excellent bench stability, tolerates diverse functional groups, and is compatible with standard coupling protocols, making it ideal for medicinal chemistry and process development workflows.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   4.7645
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   6

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