1,4-Cyclohexadiene Monoepoxide: A Versatile Synthetic Intermediate

In the dynamic world of organic chemistry, 1,4-Cyclohexadiene Monoepoxide stands out as a versatile and captivating synthetic intermediate. This clear, colorless oil, identified by the CAS number 6253-27-6, is a valuable asset in the pursuit of innovative discoveries and advancements across various scientific disciplines.

With a molecular formula of C6H8O and a molecular weight of 96.13 g/mol, this compound boasts a unique chemical structure that unlocks a wealth of possibilities. Its IUPAC name, 1,4-Cyclohexadiene Monoepoxide, reflects the presence of a strained epoxide ring fused to a cyclohexadiene backbone, endowing it with remarkable reactivity and selectivity.

The compound's InChI code, InChIKey=QLQSJLSVPZCPPZ-UHFFFAOYSA-N, and SMILES notation, C1=CCC2OC2C1, provide a concise yet comprehensive way to identify and communicate its molecular identity, aiding researchers in their quest for precise and targeted applications.

Synthetic Applications

1,4-Cyclohexadiene Monoepoxide shines as a versatile synthetic intermediate, finding its niche in a diverse array of research and development endeavors.

Enantioselective Formal Synthesis: This compound plays a crucial role in the enantioselective formal synthesis of 4-demethoxydaunomycin, a potent antineoplastic agent. Its unique reactivity allows for the construction of complex molecular frameworks with high levels of stereochemical control, a crucial aspect in the development of targeted pharmaceuticals.

Asymmetric Synthesis: The epoxide functionality of 1,4-Cyclohexadiene Monoepoxide enables its use in the asymmetric synthesis of β-amino and vicinal amino alcohols. These valuable building blocks are essential in the construction of a wide range of biologically active compounds, including pharmaceuticals and agrochemicals.

Handling and Storage

As a "Smelly, Volatile product," 1,4-Cyclohexadiene Monoepoxide requires careful handling and storage to maintain its integrity and ensure safe use. It is recommended to store the compound under long-term storage conditions, preferably in a cool, well-ventilated area, and to exercise appropriate personal protective equipment (PPE) when working with it.

Researchers and chemists should consult relevant safety data sheets and technical literature to familiarize themselves with the specific handling and storage guidelines for this compound. By adhering to these protocols, they can unlock the full potential of 1,4-Cyclohexadiene Monoepoxide in their research and development endeavors.

Unlocking the Potential

The versatility and unique properties of 1,4-Cyclohexadiene Monoepoxide make it a valuable asset in the world of organic synthesis and chemical research. Whether you are exploring the enantioselective formal synthesis of pharmaceuticals or delving into the asymmetric synthesis of novel compounds, this captivating intermediate holds the key to unlocking new possibilities.

Embrace the power of 1,4-Cyclohexadiene Monoepoxide and let it guide you on your journey of scientific discovery. By leveraging its distinct chemical characteristics, you can push the boundaries of what is possible, contributing to advancements that have the potential to transform industries and improve lives.