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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Toluenes Tosyl compounds

(1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine: A Comprehensive Overview

(1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine, also known by its CAS number 212555-28-7, is a compound of significant interest in the fields of organic chemistry and materials science. This compound is a diastereomer of cyclohexanediamine derivatives and has been extensively studied for its unique chemical properties and potential applications. The molecule consists of a cyclohexane ring with two amino groups substituted at the 1 and 2 positions, each bearing a p-toluenesulfonyl (tosyl) group. These substituents play a crucial role in modulating the compound's reactivity and stability.

The synthesis of (1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine involves a multi-step process that typically begins with the preparation of cyclohexanediamine. This is followed by tosylation at the amino groups using p-toluenesulfonyl chloride in the presence of a base. The stereochemistry of the compound is critical, as the (1s,2s) configuration imparts specific physical and chemical properties that are essential for its intended applications. Recent studies have focused on optimizing the synthesis pathway to enhance yield and purity while maintaining the stereochemical integrity of the product.

One of the most promising applications of this compound lies in its use as a building block for advanced materials. The tosyl groups act as excellent leaving groups, making this compound highly reactive in nucleophilic substitution reactions. This property has been exploited in the synthesis of various polymers and cross-linked materials with tailored mechanical and thermal properties. For instance, researchers have reported the successful incorporation of (1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine into polyurethanes, resulting in materials with enhanced durability and resistance to environmental factors.

In addition to materials science, this compound has shown potential in drug delivery systems. The cyclohexane ring provides a rigid structure that can be functionalized with bioactive molecules or targeting ligands. Recent studies have demonstrated its ability to serve as a scaffold for drug conjugates that exhibit improved pharmacokinetic profiles. The stereochemistry of the compound plays a pivotal role in determining its interaction with biological systems, making it an attractive candidate for targeted drug delivery applications.

The stability and reactivity of (1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine have also been explored in catalytic systems. The tosyl groups act as electron-withdrawing substituents, enhancing the electrophilic character of the molecule. This makes it an effective catalyst in certain organic transformations, such as Michael additions and nucleophilic aromatic substitutions. Recent advancements have focused on understanding the mechanistic details of these reactions to further optimize catalytic performance.

From an environmental standpoint, researchers have investigated the biodegradability and toxicity of this compound. Initial findings suggest that under specific conditions, it can undergo microbial degradation without releasing toxic byproducts. This is particularly important for applications where environmental safety is a concern. Ongoing studies aim to identify factors that influence biodegradation rates and develop strategies to minimize ecological impact.

In conclusion, (1s,2s)-(-)-N,N-Di-p-Tosyl-1,2-Cyclohexanediamine (CAS No: 212555-28-7) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and stereochemistry make it an invaluable tool in organic synthesis, materials science, and drug delivery systems. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing technological innovations.

• 80-30-8(N-Cyclohexyl-4-methylbenzenesulfonamide)
• 81329-99-9(n-(Heptan-2-yl)-4-methylbenzenesulfonamide)
• 174291-97-5((1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE)
• 143585-47-1(Benzenesulfonamide,N,N'-(1R,2R)-1,2-cyclohexanediylbis[4-methyl-)
• 174291-96-4((1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE)
• 220901-34-8(Benzenesulfonamide, N-(1-ethylhexyl)-4-methyl-)
• 143585-48-2(Benzenesulfonamide,N,N'-(1R,2R)-1,2-cyclohexanediylbis[2,4,6-trimethyl-)
• 16801-74-4(Benzenesulfonamide,N-cyclooctyl-4-methyl-)
• 58825-94-8(TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE)
• 304460-21-7(Benzenesulfonamide, 4-methyl-N-(1-methylbutyl)-)