97367-34-5

Basic information

• Product Name: 1-(trimethylsilyl)-8-nonen-1-yn-3-one
• Synonyms: 1-(trimethylsilyl)-8-nonen-1-yn-3-one
• CAS NO: 97367-34-5
• Molecular Weight: 208.376
• Mol File: 97367-34-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(trimethylsilyl)-8-nonen-1-yn-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(trimethylsilyl)-8-nonen-1-yn-3-one(97367-34-5)
• EPA Substance Registry System: 1-(trimethylsilyl)-8-nonen-1-yn-3-one(97367-34-5)

Safety Data

• Hazardous Substances Data: 97367-34-5(Hazardous Substances Data)

Upstream product

• 21430-12-6 6-heptenoyl chloride 
• 81353-38-0 (trimethylsilylethynyl)tributyltin 

Relevant articles and documents

Investigation of the Cyclopentenone Formation via the α-Alkynone Cyclisation: Synthesis of the Acorone Intermediate 8-Methylspirodeca-3,7-dien-2-one

As a further application of the cyclopentenone formation A-->C via the thermal α-alkynone cyclisation B-->C and in order to test the fate of an isolated C,C-double bond within a molecule under these conditions, we investigated the synthesis of the acorone intermediate 3 starting from the known carboxylic acid 1.The α-alkynone 2 was obtained from 1 via the acyl chloride 6 and a Pd(II)-catalysed route (22percent).The thermolysis of 2 at 550 deg provided the target molecule 3 (48percent) together with the product 9 (20percent) of a competing intramolecular ene reaction and its dimer 10 (4percent).At a higher thermolysis temperature (650 deg), the spiro ketone 3 was found to be unstable, affording the retro-Diels-Alder fragments 4-methylidene-2-cyclopentenone (12) (33percent) and isoprene (32percent).A further example of the influence of an isolated double bond on the yield of the cyclopentenone-formation sequence A-->C was provided by the comparison of the annelation 14-->20 (5percent overall with Pd(II)-catalysed acylation) with that of its non-olefinic analogue 17-->21 (53percent overall with Friedel-Crafts acylation).