Ether, ethyl 1-phenylallyl

Base Information

• Chemical Name: Ether, ethyl 1-phenylallyl
• CAS No.: 14093-65-3
• Molecular Formula: C11H14 O
• Molecular Weight: 162.232
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID80930957
• Nikkaji Number: J3.305.488B
• Mol file: 14093-65-3.mol

Synonyms:Ether, ethyl 1-phenylallyl;14093-65-3;1-ethoxyprop-2-enylbenzene;2-ethoxy-(1-propenyl)benzene;Benzene, (1-ethoxy-2-propenyl)-;SCHEMBL11434362;DTXSID80930957;(1-Ethoxyprop-2-en-1-yl)benzene

Chemical Property of Ether, ethyl 1-phenylallyl

Chemical Property:

• PSA: 9.23000
• LogP: 2.95020
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 125

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C=C)C1=CC=CC=C1

Technology Process of Ether, ethyl 1-phenylallyl

There total 20 articles about Ether, ethyl 1-phenylallyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

lithium ethoxide (2388-07-0) + tert-butyl (E)-cinnamyl carbonate (95932-32-4) → α-phenylallyl ethyl ether (14093-65-3)

Guidance literature:

lithium ethoxide; With copper(l) iodide; In tetrahydrofuran; for 0.5h;

tert-butyl (E)-cinnamyl carbonate; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-1-naphthylethylphosphoramidite; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

Reference yield: 55.0%

phenethylmagnesium bromide (3277-89-2) + acrylaldehyde diethyl acetal (3054-95-3) → (1E)-1,3-diphenylpropene (3412-44-0) + trans-3-phenylprop-1-enyl ethyl ether (16630-96-9) + α-phenylallyl ethyl ether (14093-65-3)

Guidance literature:

With other temperature, other time, other solvent; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; at 0 ℃; for 3h; Product distribution; other solvents, other catalyst;

DOI:10.1246/cl.1985.351

Reference yield: 27.0%

Triethyl orthoacetate (78-39-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → Cinnamyl acetate (21040-45-9) + ethyl 3-phenyl-4-pentenoate (60066-61-7) + (E)-(3-ethoxy-1-propen-1-yl)benzene (1476-07-9,5919-69-7,5882-84-8) + α-phenylallyl ethyl ether (14093-65-3)

Guidance literature:

Montmorillonite KSF; at 100 ℃; for 6h; Further byproducts given;

upstream raw materials:

trans-3-phenylprop-2-enyl chloride

Cinnamyl bromide

3-Phenylpropenol

acrylaldehyde diethyl acetal

Downstream raw materials:

ethyl-(1-phenyl-propyl)-ether

2-[(E)-3-phenyl-2-propenyl]cyclohexanone

Refernces

• 1、 Ohtsuka, Kazuhiro,Inagi, Shinsuke,Fuchigami, Toshio. "Electrochemical properties and reactions of organoboronic acid esters containing unsaturated bonds at their α-position". . p. G23 - G28. Retrieved 2017/12/26.
• 2、 Weix, Daniel J.,Hartwig, John F.. "Regioselective and enantioselective iridium-catalyzed allylation of enamines". . p. 7720 - 7721. Retrieved 2008/02/08.