Introduction

In organic synthesis, having access to reagents that can perform multiple transformations is highly valuable. p-Toluenesulfonyl Hydrazide (TSH) is one such versatile reagent, known for its ability to act as both a reducing agent and a diazonium transfer reagent. At Ketonepharma, we are pleased to offer high-quality p-Toluenesulfonyl Hydrazide (TSH), a consistent best seller due to its broad utility and reliable performance in various synthetic applications.

What is p-Toluenesulfonyl Hydrazide (TSH)?

p-Toluenesulfonyl Hydrazide (TSH) is a hydrazine derivative with the chemical formula CH₃C₆H₄SO₂NHNH₂. Its structure imparts key reactive features:

• Sulfonyl Hydrazide: The sulfonyl hydrazide functional group (-SO₂NHNH₂) is the reactive center, capable of undergoing various transformations.
• p-Toluenesulfonyl Group: The p-toluenesulfonyl group influences its reactivity and stability, and also serves as a leaving group in certain reactions.
• Solid at Room Temperature: TSH is a stable solid, making it convenient to handle and store.

Key Applications of p-Toluenesulfonyl Hydrazide (TSH)

TSH is a versatile reagent with diverse applications in organic synthesis:

• Reduction of Carbonyl Compounds (Wolff-Kishner Reduction Variant): TSH is a crucial reagent in a variant of the Wolff-Kishner reduction, used to reduce aldehydes and ketones to alkanes under milder conditions compared to traditional methods. This is particularly useful for acid-sensitive substrates.
• Reduction of Tosylates and Mesylates: TSH can effectively reduce tosylates and mesylates to the corresponding alkanes.
• Diazonium Transfer Reagent (Bamford-Stevens Reaction): TSH is a key reagent in the Bamford-Stevens reaction, which converts aldehydes and ketones to diazo compounds. These diazo compounds are valuable intermediates for further transformations, including cyclopropanation reactions and Wolff rearrangements.
• Preparation of Hydrazones: TSH reacts with aldehydes and ketones to form tosylhydrazones, which are useful intermediates themselves and can be further reacted.
• Reagent for Cleavage Reactions: TSH can be used in certain cleavage reactions, such as the cleavage of epoxides.

Advantages of Using p-Toluenesulfonyl Hydrazide (TSH)

• Versatility: TSH's ability to function as both a reducing agent and a diazonium transfer reagent makes it a valuable and efficient reagent in synthesis.
• Milder Conditions (for Wolff-Kishner variant): The TSH-based Wolff-Kishner reduction often proceeds under milder conditions compared to the classical method.
• Functional Group Tolerance: TSH reactions often tolerate a range of functional groups.
• Ease of Handling: TSH is a solid and relatively stable reagent, making it easy to handle and store.

Why Choose Ketonepharma's p-Toluenesulfonyl Hydrazide (TSH)?

Opting for p-Toluenesulfonyl Hydrazide (TSH) from Ketonepharma ensures:

• High Purity and Quality: We provide TSH with high purity, essential for reliable and efficient reactions.
• Consistent Performance: As a best seller, our TSH undergoes rigorous quality control to guarantee consistent and dependable results.
• Ready Availability: We maintain a readily available stock of TSH to support your synthetic projects.
• Expert Support: Our team can offer technical support and answer your questions about using TSH in your reactions.

Conclusion

p-Toluenesulfonyl Hydrazide (TSH) is a powerful and versatile reagent with a wide range of applications in organic synthesis, from reduction reactions to diazonium transfer and beyond. Its reliability and broad utility make it an essential tool for synthetic chemists. Discover why Ketonepharma's TSH is a best seller and unlock new synthetic possibilities in your lab.