Because they contain diazomethane functional groups, trifluoromethyldiazomethane (CF3CHN2), difluoromethyldiazomethane (CHF2CHN2) and formyldiazomethane (CHOCHN2) are used as highly active trifluoromethylated and difluoromethylated compounds, respectively. Methylation and formylation reagents are widely used in the efficient synthesis of organic fluorine compounds and aldehydes. However, all three are gases, which are toxic, volatile, and explosive. They are highly risky during conventional synthesis and use, and safety issues in their production, storage, and use have always existed.

Professor Bi Xihe of Northeast Normal University and his research team have studied this type of reaction and mechanism in depth for many years, and have successively developed trifluoroacetaldehyde N-trifluoromethylbenzenesulfonylhydrazone reagent (TFHZ-Tfs) and N-(o-trifluoroacetaldehyde). Trifluoromethyl)difluoroacetaldehydebenzene sulfonate Acylhydrazone reagent (DFHZ-Tfs) can replace CF3CHN2, CHF2CHN2 and CHOCHN2 in the synthesis of fluorine-containing compounds and aldehyde compounds, cleverly avoiding safety issues in the production, storage and use of the three. During the reaction process, TFHZ-Tfs and DFHZ-Tfs reagents have high selectivity, excellent performance, faster reaction speed, and higher yield, and have broad application prospects.

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.