• 1. Synthesis of pyrazolone fused benzodiazepines via Rh(iii)-catalyzed [4 + 3] annulation of 1-phenylpyrazolidinones with propargyl alcohols
  Linghua Zhang,Yuanshuang Xu,Xiaopeng Zhang,Xinying Zhang,Xuesen Fan Org. Chem. Front. 2020 7 2284

Introduction to Cyclopentanol, 1-(2-phenylethynyl)- (CAS No. 25118-60-9)

Cyclopentanol, 1-(2-phenylethynyl)-, also known as 1-(2-phenylethynyl)cyclopentanol, is a versatile organic compound with the CAS registry number 25118-60-9. This compound is characterized by its unique structure, which combines a cyclopentanol ring with a phenylethynyl group. The cyclopentanol moiety provides a five-membered cyclic alcohol group, while the phenylethynyl group introduces a phenyl-substituted acetylene functionality. This combination makes the compound highly valuable in various chemical and pharmaceutical applications.

The synthesis of Cyclopentanol, 1-(2-phenylethynyl)- typically involves multi-step reactions, often starting from cyclopentanone or other cyclopentane derivatives. The introduction of the phenylethynyl group is achieved through alkyne chemistry, such as Sonogashira coupling or other cross-coupling reactions. These methods ensure high yields and selectivity in constructing the desired product.

One of the most significant applications of this compound lies in its use as an intermediate in pharmaceutical chemistry. The cyclopentanol core is known for its ability to act as a chiral auxiliary or a building block for complex molecules. The presence of the phenylethynyl group further enhances its utility by providing additional functional groups for further modification. Recent studies have explored its role in the synthesis of bioactive compounds, including potential drug candidates for treating various diseases.

Recent advancements in catalytic asymmetric synthesis have opened new avenues for the production of enantiomerically enriched Cyclopentanol, 1-(2-phenylethynyl)-. These methods leverage chiral catalysts to achieve high enantioselectivity, making it easier to produce the compound in large quantities for industrial applications. Such innovations highlight the importance of this compound in modern organic chemistry.

In addition to its pharmaceutical applications, Cyclopentanol, 1-(2-phenylethynyl)- has found use in materials science. Its unique structure allows it to serve as a precursor for advanced materials such as polymers and liquid crystals. Researchers have investigated its potential as a building block for self-assembling materials, where the combination of hydroxyl and alkyne groups plays a crucial role in directing molecular interactions.

The physical properties of this compound are also worth noting. It has a melting point of approximately 75°C and is sparingly soluble in water but readily soluble in organic solvents such as dichloromethane and ethyl acetate. These properties make it suitable for various laboratory and industrial processes that require precise control over solubility and reactivity.

From an environmental standpoint, studies have been conducted to assess the biodegradation and toxicity of Cyclopentanol, 1-(2-phenylethynyl)-. Results indicate that it undergoes moderate biodegradation under aerobic conditions, suggesting that it poses limited risks to aquatic ecosystems when used responsibly. However, further research is needed to fully understand its environmental impact.

In conclusion, Cyclopentanol, 1-(2-phenylethynyl)- (CAS No. 25118-60-9) is a multifaceted compound with significant potential across diverse fields. Its unique structure enables it to serve as an intermediate in pharmaceutical synthesis and a building block for advanced materials. With ongoing research into its synthesis and applications, this compound continues to play an important role in modern chemistry.

• 154954-75-3(Cyclohexanol, 2-methyl-1-(phenylethynyl)-, cis- (9CI))
• 24580-49-2(Cyclohexanol, 2-methyl-1-(phenylethynyl)-)
• 19781-33-0(1-Phenyl-3-ethyl-1-heptyn-3-ol)
• 20109-09-5(1-(Phenylethynyl)-1-cyclohexanol)
• 155204-17-4(1-Hexyn-3-ol, 3,5-dimethyl-1-phenyl-)
• 73830-10-1(1-Pentyn-3-ol, 3-ethyl-1-phenyl-)
• 72946-37-3(Cycloheptanol, 1-(phenylethynyl)-)
• 154954-76-4(Cyclohexanol, 2-methyl-1-(phenylethynyl)-, trans- (9CI))
• 24580-61-8(Cyclohexanol, 4-methyl-1-(phenylethynyl)-)
• 37803-53-5(1-Pentyn-3-ol, 4-methyl-3-(1-methylethyl)-1-phenyl-)