106814-27-1

Basic information

• Product Name: Propanedioic acid, 3-butynyl-, dimethyl ester
• CAS NO: 106814-27-1
• Molecular Formula: C9H12O4
• Molecular Weight: 184.192
• Mol File: 106814-27-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, 3-butynyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, 3-butynyl-, dimethyl ester(106814-27-1)
• EPA Substance Registry System: Propanedioic acid, 3-butynyl-, dimethyl ester(106814-27-1)

Safety Data

• Hazardous Substances Data: 106814-27-1(Hazardous Substances Data)

Upstream product

• 23418-85-1 3-butyn-1-yl p-toluenesulfonate 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 863717-54-8 dimethyl 6-hydroxy-7-(p-methoxybenzyloxy)-4-heptyne-1,1-dicarboxylate 
• 1029873-25-3 C₂₁H₃₄O₅Si 
• 1194060-05-3 dimethyl 2-(but-3-ynyl)-2-((2-ethynylcyclohex-1-enyl)methyl)malonate 
• 1194060-06-4 (Z)-dimethyl 2-(but-3-ynyl)-2-(3-(4-fluorophenyl)pent-2-en-4-ynyl)malonate 
• 1194060-04-2 dimethyl 2-(but-3-ynyl)-2-(2-ethynyl-5-fluorobenzyl)malonate 
• 1379038-25-1 dimethyl 2-(4-phenylbut-3-yn-1-yl)malonate 
• 1622092-77-6 (3-methylcyclopentylidene)methyl 4-bromobenzenesulfonate 
• 1622092-76-5 (3-methylcyclopentylidene)methyl 4-bromobenzenesulfonate 

Relevant articles and documents

An unusual access to medium sized cycloalkynes by a new goId(I)-catalysed cycloisomerisation of diynes

A study was conducted to demonstrate efficient cycloisomerization of a series of 1,9- and 1,10-diynes into medium sized cycloalkynes by a gold-catalyzed alkyne-alkyne coupling. The reaction was performed using 4 mol% of gold complex in CD2Cl2 at room temperature and was monitored by using 1H NMR spectroscopy. The reaction of analogous diyne substrate was more rapid and a complete conversion was observed after 40 hours at room temperature. The cycloalkyne was isolated as a solid in 95% yield from which single crystals suitable for X-ray crystal structure determination was obtained. A rapid screening of catalysts and experimental conditions was undertaken to optimize the formation of cycloalkyne. A mechanistic proposal was also introduced for the cycloisomerization of diynes into cycloalkynes on the basis of the experimental observations.