1217554-50-1

Basic information

• Product Name: 1-(4-methoxyphenyl)-4-(1-cyclohexenyl)buta-1,3-diyne
• Synonyms: 1-(4-methoxyphenyl)-4-(1-cyclohexenyl)buta-1,3-diyne
• CAS NO: 1217554-50-1
• Molecular Weight: 236.313
• Mol File: 1217554-50-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(4-methoxyphenyl)-4-(1-cyclohexenyl)buta-1,3-diyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-4-(1-cyclohexenyl)buta-1,3-diyne(1217554-50-1)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-4-(1-cyclohexenyl)buta-1,3-diyne(1217554-50-1)

Safety Data

• Hazardous Substances Data: 1217554-50-1(Hazardous Substances Data)

Upstream product

• 13957-27-2 1-(2-bromoethynyl)cyclohexanol 
• 768-60-5 4-methoxyphenylacetylen 
• 931-49-7 1-ethenylcyclohexene 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 

Relevant articles and documents

A systematic study on the Cadiot-Chodkiewicz cross coupling reaction for the selective and efficient synthesis of hetero-diynes

Mild reaction conditions for the Cadiot-Chodkiewicz cross coupling process have been developed for the highly selective and efficient synthesis of unsymmetrical diynes. The most abundant, economic, environmentally friendly, green solvent, water was employed as the sole reaction medium in combination with a minimal amount (5 equiv.) of piperidine base. The reported new reaction conditions provide operational simplicity, high selectivity for hetero coupling (>97%), use of water, and low basicity of the reaction medium compared to commonly used highly basic conditions, i.e., 30-70% amine in water or 100% piperidine. Various sensitive functional groups were found to be highly compatible with the developed low basic reaction conditions. This study supports the fact that the Cadiot-Chodkiewicz cross coupling can be a greener reaction, has a very broad substrate scope, but has always been employed in non-green highly basic conditions and with limited substrate scope.

Copper-catalyzed decarboxylative cross-coupling of propiolic acids and terminal alkynes

A copper-catalyzed decarboxylative cross-coupling reaction of propiolic acids with terminal alkynes is developed leading to unsymmetric 1,3-conjugated diynes under mild conditions. This method provides a novel decarboxylative cross-coupling for sp-sp bond formation. Compared to organic halides, only carbon dioxide is produced as by-products in this approach.