Trifluoromethyldiazomethane (CF₃CHN₂) is a crucial precursor for introducing trifluoromethyl groups into organic molecules, widely applied in organic synthesis. Despite its importance, traditional production methods present significant challenges in storage, safety, and handling risks (see Figure 1).

To solve these issues, Professor Bi Xihe’s research group at the School of Chemistry, Northeast Normal University, developed Trifluoroacetaldehyde N-o-trifluoromethylbenzenesulfonylhydrazone (TFHZ-Tfs) — a groundbreaking solid-state trifluoromethyl precursor that makes trifluoromethyldiazomethane use safer and more practical.

Figure 1: Problems encountered in the storage and use of trimethyldiazomethane (CF3CHN2)

Key Features and Advantages of TFHZ-Tfs

• Solid Form for Easy Storage:
  Unlike gaseous or unstable liquid precursors, TFHZ-Tfs is a solid compound that’s easy to store and handle (see Figure 2).

• Stable and Safe Operation:
  TFHZ-Tfs gradually releases trifluoromethyldiazomethane under alkaline conditions, eliminating the need for researchers to directly handle toxic or explosive reagents, significantly enhancing lab safety.

• Wide Application Range and High Reaction Efficiency:
  TFHZ-Tfs enables various X–H (X = S, Se, N, O) geminal difluoroalkenylation reactions, providing a new synthetic pathway for heteroatom-substituted fluoroolefins that are difficult to produce through other methods.

  The reagent is also highly effective in key transformations, including:

  • Doyle-Kirmse Reaction (for carbene transfer chemistry).
  • Cyclopropanation Reaction (for creating three-membered ring structures) (see Figure 3) [1].

These features make TFHZ-Tfs a versatile, high-yield, and reliable solution for modern organic synthesis.

Figure 2: TFHZ-Tfs is a white solid and easy to store

Figure 3:TFHZ-Tfs Efficient application in the geminal difluoroalkylation reaction of X-H Doyle-Kirmse reaction and cyclopropanation reaction

Exclusive Distribution by J&K Scientific

J&K Scientific is the exclusive distributor of TFHZ-Tfs, providing researchers with high-purity products that are batch-tested for quality assurance. This reagent is an ideal tool for laboratories seeking to streamline their synthetic workflows while prioritizing safety and efficiency.

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References

1. Xinyu Zhang, Zhaohong Liu, Xiangyu Yang, Yuanqing Dong, Matteo Virelli, Giuseppe Zanoni, Edward A. Anderson, Xihe Bi. Nat. Commun. 2019, 10, 284