13179-79-8

Basic information

• Product Name: 2-but-1-enyltetrahydrofuran
• Synonyms: 2-but-1-enyltetrahydrofuran
• CAS NO: 13179-79-8
• Molecular Weight: 126.199
• Mol File: 13179-79-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-but-1-enyltetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-but-1-enyltetrahydrofuran(13179-79-8)
• EPA Substance Registry System: 2-but-1-enyltetrahydrofuran(13179-79-8)

Safety Data

• Hazardous Substances Data: 13179-79-8(Hazardous Substances Data)

Upstream product

• 7681-84-7 tetrahydrofuran-2-carbaldehyde 
• 16666-78-7 propylidenetriphenylphosphorane 

Relevant articles and documents

Mixed metal base LICKOR as key reagent in the synthesis of conjugate alkadien-1-ols. A new route to an insect attractant

Tetrahydrofurfuryl alcohol has been oxidized to the corresponding aldehyde (1) using TRAP and NMO. Subsequent Wittig reaction afforded 2-alk- 1-enyltetrahydrofurans (2 and 3) that can be metalated with Schlosser's reagent LICKOR. The base promotes the 1,4-eliminative ring fission, affording conjugate alkadien-1-ols (4 and 5) with high all E stereoselectivity. In the case of 2-pent-1-enyltetrahydrofuran, elimination reaction gives (4E,6E)- nona-4,6-dien-1-ol (5), which is structurally related to two sex pheromone components of the Caribbean fruit fly, Anastrepha suspensa.