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CS-W001157 4
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Diethyl 3-Bromobenzylphosphonate

  • CAS No. 128833-03-4

  • Cat. No. CS-0187357
  • Purity≥98%
  • MDL No.None

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

Diethyl 3-Bromobenzylphosphonate|CS-0187357

Structure of 128833-03-4

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General Information

  • CAS No. 128833-03-4
  • Cat. No. CS-0187357
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BrO₃P
  • Molecular Weight 307.12
  • Synonym(s) Phosphonic acid, P-[(3-bromophenyl)methyl]-, diethyl ester
  • SMILES CCOP(=O)(CC1=CC(=CC=C1)Br)OCC

Description

Diethyl 3-bromobenzylphosphonate features a brominated benzyl group flanked by two ethoxy phosphonate arms, enabling direct incorporation into C–C bond-forming reactions. This bench-stable reagent delivers high functional group tolerance and facilitates efficient coupling with nucleophiles under mild conditions.

Application

Diethyl 3-bromobenzylphosphonate serves as a versatile building block for the synthesis of phosphonate-containing aromatic compounds. It enables efficient P–C bond formation in Suzuki-Miyaura and Negishi couplings, and its bromine functionality facilitates further functionalization via palladium-catalyzed cross-coupling reactions. The molecule exhibits good bench stability and is compatible with standard purification techniques, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   4.2152
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   6

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