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  Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk Son Chem. Commun., 2014,50, 7723-7726
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  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
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• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

1,3,5-Cyclohexanetricarbonitrile (CAS No. 168280-46-4): An Overview of Its Properties and Applications

1,3,5-Cyclohexanetricarbonitrile (CAS No. 168280-46-4) is a cyclic trinitrile compound that has garnered significant attention in the fields of organic chemistry and materials science due to its unique structural and chemical properties. This compound is characterized by its three nitrile groups (-CN) attached to a cyclohexane ring, which imparts it with a range of interesting physical and chemical attributes.

The molecular formula of 1,3,5-cyclohexanetricarbonitrile is C₉H₆N₃, and its molecular weight is approximately 150.15 g/mol. The compound is a white crystalline solid at room temperature and is known for its high thermal stability and low solubility in water. These properties make it an attractive candidate for various applications, particularly in the development of advanced materials and pharmaceuticals.

In recent years, 1,3,5-cyclohexanetricarbonitrile has been extensively studied for its potential use in the synthesis of novel polymers and copolymers. The presence of multiple nitrile groups provides multiple reactive sites, enabling the formation of complex molecular structures with tailored properties. For instance, researchers have explored the use of 1,3,5-cyclohexanetricarbonitrile as a monomer in the synthesis of polyacrylonitrile (PAN)-based materials, which are widely used in the production of carbon fibers and other high-performance materials.

Beyond its applications in materials science, 1,3,5-cyclohexanetricarbonitrile has also shown promise in the field of pharmaceutical research. The nitrile groups can serve as bioisosteres for carboxylic acids or amides, which are common functional groups in many biologically active molecules. This property has led to its investigation as a potential lead compound in drug discovery efforts. For example, studies have demonstrated that derivatives of 1,3,5-cyclohexanetricarbonitrile can exhibit potent antiviral and anticancer activities by interacting with specific biological targets.

The synthesis of 1,3,5-cyclohexanetricarbonitrile typically involves multi-step processes that include the formation of intermediate compounds followed by cyclization reactions. One common synthetic route involves the reaction of hexamethylenediamine with cyanogen chloride to form the desired trinitrile product. This method has been optimized to achieve high yields and purity levels, making it suitable for large-scale production.

In terms of safety, 1,3,5-cyclohexanetricarbonitrile is generally considered to be stable under normal conditions. However, like many organic compounds with nitrile functionalities, it should be handled with care to avoid exposure to skin or inhalation. Proper personal protective equipment (PPE) should be used when working with this compound in laboratory settings.

Recent advancements in computational chemistry have also contributed to a deeper understanding of the properties and behavior of 1,3,5-cyclohexanetricarbonitrile. Molecular dynamics simulations and quantum mechanical calculations have provided insights into its electronic structure and reactivity patterns. These computational tools have been instrumental in guiding experimental efforts to optimize synthetic methods and explore new applications.

In conclusion, 1,3,5-cyclohexanetricarbonitrile (CAS No. 168280-46-4) is a versatile compound with a wide range of potential applications in materials science and pharmaceutical research. Its unique structural features and chemical properties make it an attractive candidate for further investigation and development. As research continues to advance in these fields, it is likely that new and innovative uses for this compound will be discovered.

• 10479-61-5(Cyclohexanecarbonitrile, 2-methyl-, trans-)
• 475285-30-4(Cyclohexanecarbonitrile, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- (9CI))
• 6641-42-5( )
• 10339-99-8(1,3-Cyclohexanedicarbonitrile, trans-)
• 10340-01-9(1,3-Cyclohexanedicarbonitrile, cis-)
• 1217664-77-1((1R,2R,5R)-2-Isopropyl-5-methylcyclohexanecarbonitrile)
• 87001-64-7(Cyclohexanecarbonitrile, 2-methyl-5-(1-methylethyl)-, [1R-(1alpha,2alpha,5beta)]- (9CI))
• 6550-96-5(cis-1,4-cyclohexane-dicarbonitrile)
• 54556-12-6(5-methyl-2-(propan-2-yl)cyclohexane-1-carbonitrile)
• 183582-92-5(1,3,5-Cyclohexanetricarbonitrile)