134989-37-0

Basic information

• Product Name: Butanoic acid, 3-oxo-4-(2-propenyloxy)-, ethyl ester
• CAS NO: 134989-37-0
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Mol File: 134989-37-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-oxo-4-(2-propenyloxy)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-oxo-4-(2-propenyloxy)-, ethyl ester(134989-37-0)
• EPA Substance Registry System: Butanoic acid, 3-oxo-4-(2-propenyloxy)-, ethyl ester(134989-37-0)

Safety Data

• Hazardous Substances Data: 134989-37-0(Hazardous Substances Data)

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 55207-76-6 2-(allyloxy)acetaldehyde 

Downstream Products

• 565170-41-4 (Z)-4-Allyloxy-3-((R)-1-phenyl-ethylamino)-but-2-enoic acid ethyl ester 
• 565170-44-7 (R)-5-Allyl-4-((R)-1-phenyl-ethylamino)-5H-furan-2-one 
• 565170-45-8 (S)-5-Allyl-4-((R)-1-phenyl-ethylamino)-5H-furan-2-one 
• 693273-95-9 ethyl 4-allyloxy-3-benzyloxybutyrate 
• 693273-97-1 5-allyloxy-4-benzyloxy-1-diazopentan-2-one 
• 693273-96-0 4-allyloxy-3-benzyloxybutyric acid 

Relevant articles and documents

Catalyst and ring size effects on periselectivity of oxonium ylide rearrangements

Diazoketones were subjected to carbene-transfer with Rh(II) or Cu(II) catalysts to probe the selectivity for rearrangement via five- or six-membered oxonium ylides. 4,5-Bis(benzyloxy) and 4-allyloxy-5-benzyloxy substrates 3a,b showed a large preference for rearrangement via the five-membered ylide under all conditions. However, a sharp divergence was seen with 5-allyloxy-4-benzyloxy substrate 3c, which underwent predominantly a [2,3]-shift to pyran 5c via the six-membered ylide with Cu(II) catalysis and a [1,2]-shift to furan 4c via the five-membered ylide with Rh(II) catalysis.