20883-16-3

Basic information

• Product Name: 3-phenyl-2-butenyl acetate
• Synonyms: 3-phenyl-2-butenyl acetate;2-Buten-1-ol, 3-phenyl-, acetate;2-Phenyl-4-acetoxy-2-butene;Acetic acid 3-phenyl-2-buten-1-yl ester;2-Buten-1-ol, 3-phenyl-, 1-acetate;3-Phenyl-2-buten-1-ol acetate;Einecs 244-098-5;gamma-methyl cinnamyl acetate
• CAS NO: 20883-16-3
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.23836
• EINECS: 244-098-5
• Mol File: 20883-16-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 285.7oC at 760 mmHg
• Flash Point: 123.5oC
• Appearance: /
• Density: 1.018g/cm3
• Vapor Pressure: 0.00276mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 3-phenyl-2-butenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-2-butenyl acetate(20883-16-3)
• EPA Substance Registry System: 3-phenyl-2-butenyl acetate(20883-16-3)

Safety Data

• Hazardous Substances Data: 20883-16-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 15, p. 351, 1974 DOI: 10.1016/S0040-4039(01)82212-7

InChI:InChI=1/C12H14O2/c1-10(8-9-14-11(2)13)12-6-4-3-5-7-12/h3-8H,9H2,1-2H3

Upstream product

• 54976-38-4 (E)-3-phenylbut-2-en-1-ol 
• 64-19-7 acetic acid 
• 34485-37-5 but-2-yn-1-yl acetate 
• 98-80-6 phenylboronic acid 
• 108-24-7 acetic anhydride 
• 40022-83-1 DL-2-phenyl-3-butene-2-yl acetate 
• 6051-52-1 2-phenylbut-3-en-2-ol 
• 98-86-2 acetophenone 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 
• 1794-51-0 1-chloro-3-phenyl-2-butene 
• 127-09-3 sodium acetate 
• 50-00-0 formaldehyd 
• 98-83-9 isopropenylbenzene 
• 628-08-0 crotyl acetate 

Downstream Products

• 54976-37-3 3-phenylbut-2-en-1-ol 
• 143158-76-3 3-phenyl-2-butenyl 3,3-bis(methylthio)-2-propenoate 
• 160422-67-3 Acetic acid 2-hydroperoxy-3-phenyl-but-3-enyl ester 
• 51752-50-2 rac-3-methyl-3-phenylpent-1-ene 
• 20826-49-7 trans-hex-2-en-2-ylbenzene 
• 46319-71-5 3-phenyl-1-butyl acetate 
• 2722-36-3 3-phenyl-1-butanol 
• 107475-99-0 ethyl-(3-phenyl-but-2-enyl)-ether 
• 103988-22-3 3-Phenyl-buten-⁽²⁾-yl-formiat 
• 1794-51-0 1-chloro-3-phenyl-2-butene 
• 102553-04-8 Bis-<3-phenyl-buten-(2)-yl-(1)>-ether 
• 75946-83-7 (3R)-(-)-3-Phenylbutyl-acetat 
• 71776-82-4 (S)-3-phenylbutyl acetate 
• 1062158-25-1 2-hydroxy-1,2,5-triphenyl-hex-4-en-1-one 

Relevant articles and documents

Triflimide-catalyzed allyl-allyl cross-coupling: A metal-free allylic alkylation

A highly efficient metal-free intermolecular C(sp3)-C(sp3) allyl-allyl cross-coupling protocol between allyl acetates and allyltrimethylsilanes, which proceeded smoothly in the presence of catalytic triflimide to form 1,5-dienes with good to excellent regioselectivity, has been developed.

[(NHC)Au1]-catalyzed rearrangement of allylic acetates

Equation Presented [(NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.