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CAS Registry Number :35132-20-8
Name : (1R,2R)-1,2-Diamino-1,2-diphenylethane
Molecular Formula : C14H16N2
Molecular Weight : 212.29
*The following content is generated by AI and is for reference only.
(1R,2R)-1,2-Diamino-1,2-diphenylethane is a chiral organic compound belonging to the class of diamines, specifically characterized by its ethane backbone substituted with two amino groups and two phenyl rings at the 1 and 2 positions. Its molecular formula is C14H16N2, and it is uniquely identified by the CAS number 3097-58-5. This specific stereoisomer possesses the (1R,2R) configuration, which distinguishes it from its enantiomers and diastereomers, granting it unique optical properties and reactivity profiles essential for asymmetric synthesis.
The primary application of this chiral diamine lies in the field of medicinal chemistry and catalysis. It serves as a crucial building block or ligand precursor in the development of transition metal complexes used for asymmetric hydrogenation and other stereoselective reactions. Due to its rigid structure and specific stereochemistry, it facilitates the formation of highly selective catalysts that can produce single-enantiomer pharmaceutical intermediates with high purity. Furthermore, derivatives of this compound are often explored in the design of novel bioactive molecules, including potential antiviral agents and kinase inhibitors. In materials science, it finds niche applications in the synthesis of chiral polymers and functional organic frameworks where precise spatial arrangement is required.
Handling this substance requires standard laboratory safety precautions, as amines can be corrosive and potentially toxic upon ingestion or skin contact. Proper personal protective equipment, including gloves and eye protection, should always be worn during manipulation. The compound is typically supplied as a white to off-white crystalline solid, though storage conditions must ensure protection from moisture and light to maintain stability and optical purity. As demand for enantioselective synthesis grows across the pharmaceutical industry, chiral diamines like (1R,2R)-1,2-diamino-1,2-diphenylethane remain indispensable tools for researchers aiming to create complex, biologically active molecules with defined three-dimensional structures. Its versatility underscores its value in both academic research and industrial manufacturing processes focused on high-value chemical products.
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