Trifluoromethyldiazomethane (CF₃CHN₂), difluoromethyldiazomethane (CHF₂CHN₂), and formyldiazomethane (CHOCHN₂) are widely used as highly reactive reagents for trifluoromethylation, difluoromethylation, and formylation in the synthesis of organic fluorine compounds and aldehydes. However, these gases are toxic, volatile, and explosive, posing significant safety risks during production, storage, and use. Managing these safety concerns has long been a challenge in fluorine chemistry.

Professor Bi Xihe and his research team at Northeast Normal University have dedicated years to studying these reactions and their underlying mechanisms. Their efforts have led to the development of two innovative, solid reagents:

• TFHZ-Tfs (trifluoroacetaldehyde N-trifluoromethylbenzenesulfonylhydrazone)
• DFHZ-Tfs (N-(o-trifluoromethyl)difluoroacetaldehydebenzene sulfonate acylhydrazone)

These reagents can safely replace CF₃CHN₂, CHF₂CHN₂, and CHOCHN₂, eliminating safety issues related to the handling of toxic gases, while delivering faster, more efficient reactions.

Key Advantages of TFHZ-Tfs and DFHZ-Tfs

• Enhanced Safety:

  • Solid-state reagents eliminate the hazards of handling toxic, volatile, and explosive gases.

• High Reactivity & Selectivity:

  • Both reagents exhibit excellent selectivity, accelerating reaction speeds while boosting yields.

• Broad Application Potential:

  • Suitable for synthesizing a wide range of fluorinated compounds and aldehydes, expanding possibilities for organic synthesis.

These properties make TFHZ-Tfs and DFHZ-Tfs valuable tools for researchers seeking safer, more reliable alternatives for fluorination and formylation reactions.

About Professor Bi Xihe’s Research

Professor Bi Xihe and his team have made groundbreaking contributions to fluorine chemistry through their development of stable, solid fluorine-containing reagents. Their research not only addresses long-standing safety concerns but also opens new avenues for the synthesis of complex organic molecules, enhancing the efficiency and accessibility of fluorination and aldehyde-forming reactions.

Their work is a prime example of how innovative reagent design can solve real-world challenges in chemical synthesis — a step forward for both laboratory research and industrial applications.

Product Recommendations

1. TFHZ-Tfs reagent - precursor of CF3CHN2

• Appearance: white powder, stable properties.
• Conversion method: Under alkaline conditions, the use of TFHZ-Tfs reagent can quantitatively control the generation rate of CF3CHN2, adjust the degree of reaction as needed, and avoid excessive accumulation of diazo compounds.
• Conventional reactions: TFHZ-Tfs reagent realizes the geminal difluoroalkenylation reaction of X-H bonds (X=S, N, O, Se) for the first time. It can be used as a carbene source to complete the Doyle-Kirmse reaction and cyclopropanation reaction. It has excellent performance and is used for many applications. The efficient synthesis of trifluoro organic compounds provides a new method [1].

Product name: Difluoroacetaldehyde N-trifluoromethylbenzenesulfonylhydrazone (DFHZ-Tfs)

CAS：2245235-35-0

Item number: 9171852

Product name: Trifluoroacetaldehyde N-trifluoromethylbenzenesulfonylhydrazone (TFHZ-Tfs)

CAS: 2236129-81-8

Item number: 9025326

2. DFHZ-Tfs reagent - precursor of CHF2CHN2 and CHOCHN2

• Appearance: white powder, stable properties.
• Conversion method: Under anhydrous conditions, DFHZ-Tfs reagent can generate a single CHF2CHN2; while under aqueous conditions, it generates CHOCHN2.
• Conventional reactions: Under the catalysis of iron, DFHZ-Tfs reagent can undergo Doyle-Kirmse reaction and cyclopropanation reaction, effectively introducing difluoromethyl functional groups or formyl functional groups into the organic molecular skeleton, with good selectivity and efficient reaction. And the yield is high [2].

Figure 1 TFHZ-Tfs and DFHZ-Tfs reagents are white powder

Product advantages:

1. Solid, non-toxic, stable and easy to store.
2. The reaction conditions are mild and the operation is safe.
3. The reaction is efficient and selective.
Exclusively supplied by Bailingwei, with various packaging specifications and sufficient stock.

References

1. Xinyu Zhang, Zhaohong Liu, Xiangyu Yang, Yuanqing Dong, Matteo Virelli, Giuseppe Zanoni, Edward A. Anderson, Xihe Bi. Nat. Commun. 2019, 10, 284
2. Yongquan Ning, Xinyu Zhang, Yi Gai, Yuanqing Dong, Paramasivam Sivaguru, Yingying Wang, Bhoomireddy Rajendra Prasad Reddy, Giuseppe Zanoni, Xihe Bi*, Angew. Chem. Int. Ed. 2020, 59, 6473–6481.