173010-18-9

Basic information

• Product Name: 2-((1E,3E,5E,7Z)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene
• CAS NO: 173010-18-9
• Molecular Weight: 324.506
• Mol File: 173010-18-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-((1E,3E,5E,7Z)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((1E,3E,5E,7Z)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene(173010-18-9)
• EPA Substance Registry System: 2-((1E,3E,5E,7Z)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene(173010-18-9)

Safety Data

• Hazardous Substances Data: 173010-18-9(Hazardous Substances Data)

Upstream product

• 172959-40-9 2-((1E,3E,5E,7E)-3,7-Dimethyl-9-prop-2-ynyloxy-nona-1,3,5,7-tetraenyl)-1,3,3-trimethyl-cyclohexene 
• 2052-63-3 2-cis-Vitamin-A 
• 106-96-7 propargyl bromide 

Downstream Products

• 1224-78-8 anhydroretinol 

Relevant articles and documents

Intramolecular Diels-Alder reactions of the retinoid side chain

Retinyl propynyl ether (RPE) undergoes an intramolecular Diels-Alder reaction to form a tetrahydroisobenzofuran derivative by addition of the alkyne group at positions 11 and 14 of the retinoid side chain. The Diels-Alder product can be isolated after RPE has been heated in refluxing ethanol. The Diels-Alder reaction also occurs very slowly in the solid state at low temperatures. The tetrahydroisobenzofurans is readily dehydrogenated to an aromatic retinoid, a 1,3-dihydroisobenzofuran. 2-Butynyl and 2-propenyl retinyl ethers undergo intramolecular cyclization to similar Diels-Alder products that can be isolated in yields of 50-60% after the ethers have been heated in refluxing toluene.