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Benzaldehyde, 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

  • CAS No. 503176-50-9

  • Cat. No. CS-0029527
  • Purity≥98%
  • MDL No.MFCD16036135

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

Benzaldehyde, 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-|CS-0029527

Structure of 503176-50-9

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General Information

  • CAS No. 503176-50-9
  • Cat. No. CS-0029527
  • Purity ≥98%
  • MDL No. MFCD16036135
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BFO₃
  • Molecular Weight 250.07
  • Synonym(s) None
  • SMILES O=CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1F

Description

This boronate-functional aldehyde integrates seamlessly into Suzuki-Miyaura coupling workflows, offering reliable stability under standard conditions. The para-fluoro substitution enhances electronic tuning, while the tetramethylcyclopentadienone moiety enables efficient cross-coupling without requiring preactivation.

Application

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The aldehyde group enables direct functionalization or derivatization, while the tetramethylboronate moiety offers excellent stability, ease of handling, and broad compatibility with diverse coupling partners. This reagent facilitates efficient construction of biaryl and heteroaryl scaffolds under mild conditions, making it a practical choice 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-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   35.53
  • LogP   1.9374
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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