80816-24-6

Basic information

• Product Name: Benzene, [(1E)-3-(ethenyloxy)-1-propenyl]-
• CAS NO: 80816-24-6
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 80816-24-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, [(1E)-3-(ethenyloxy)-1-propenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(1E)-3-(ethenyloxy)-1-propenyl]-(80816-24-6)
• EPA Substance Registry System: Benzene, [(1E)-3-(ethenyloxy)-1-propenyl]-(80816-24-6)

Safety Data

• Hazardous Substances Data: 80816-24-6(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 109-53-5 isobutyl vinyl ether 
• 764-47-6 vinyl propyl ether 
• 109-92-2 ethyl vinyl ether 
• 176207-83-3 tert-Butyl-[2-iodo-1-((E)-3-phenyl-allyloxy)-ethoxy]-dimethyl-silane 
• 30649-18-4 β-hydroxystyrene 

Downstream Products

• 53646-85-8 1,3-diphenyl-1H-pyrrole 
• 127826-96-4 N-(3-phenyl-4-pentylidene)-2-benzothiazolesulfenamide 
• 127826-97-5 N-(3-phenyl-4-pentylidene)-2-benzenesulfenamide 
• 173673-32-0 3,4-dihydro-2-methyl-3-phenyl-2H-pyrrole 
• 60091-38-5 4-phenyl-5-hexen-2-ol 
• 137151-87-2 (S)-3-phenyl-4-pentenal 
• 80816-30-4 3-phenyl-4-pentenol 
• 939-21-9 3-phenyl-4-pentenal 

Relevant articles and documents

Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols

[Figure not available: see fulltext.] An efficient method for the preparation of 1,3-disubstituted and 1,2,3-trisubstituted pyrroles was developed through a sequence involving O-vinylation of allyl alcohols followed by Claisen rearrangement and further ozonolysis, concurring in a Paal–Knorr reaction with primary amines. Hg(II) and Ir(I) catalysts and different vinylating reagents were tested. The best results were consistently obtained with the [Ir(cod)Cl]2–vinyl acetate system. The featured methodology gives access to functionalized pyrroles in overall good yields, whose chemical architecture may awake interest for assorted applications.

Highly regioselective [3,3] rearrangement of aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin complex, Cr(TPP)Cl

The Claisen rearrangement of simple aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin, Cr(TPP)Cl, is described. The porphyrin-based Lewis acid catalyst can effectively accelerate the rearrangement via a concerted [3,3] pathway with a minimal degree of bond ionization of the substrates, providing the corresponding Claisen products in moderate to high yields and almost perfect regioselectivity at low catalyst loading.

Stereoselective synthesis of allyl vinyl ethers from silyl enol ethers

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