Ethyl cis-4-phenyl-2-butenoate

Base Information

• Chemical Name: Ethyl cis-4-phenyl-2-butenoate
• CAS No.: 54966-42-6
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Nikkaji Number: J1.947.331G
• NSC Number: 128219
• Mol file: 54966-42-6.mol

Synonyms:ETHYL CIS-4-PHENYL-2-BUTENOATE;559062-83-8;ethyl (Z)-4-phenylbut-2-enoate;(Z)-Ethyl 4-phenylbut-2-enoate;ethyl 4-phenylbut-2-enoate;C12H14O2;54966-42-6;NSC128219;MFCD08435996;AKOS027382771;4-Phenyl-but-2-enoic acid ethyl ester;NSC-128219;AS-37798;ETHYL (2Z)-4-PHENYLBUT-2-ENOATE;A1-50276

Chemical Property of Ethyl cis-4-phenyl-2-butenoate

Chemical Property:

• Vapor Pressure: 0.00357mmHg at 25°C
• Boiling Point: 281.4°C at 760 mmHg
• Flash Point: 150.9°C
• PSA: 26.30000
• Density: 1.026g/cm³
• LogP: 2.34840
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99%, ^*data from raw suppliers

(E)-Methyl4-phenylbut-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CCC1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)/C=C\CC1=CC=CC=C1

Technology Process of Ethyl cis-4-phenyl-2-butenoate

There total 64 articles about Ethyl cis-4-phenyl-2-butenoate 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: 97.0%

ethyl (E)-3-(tributylstannyl)acrylate (82101-76-6,106335-84-6,128266-87-5) + benzyl bromide (100-39-0) → ethyl 3-benzylacrylate (54966-42-6,1466-22-4)

Guidance literature:

trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In toluene; at 60 ℃; for 5h;

DOI:10.1016/j.tet.2005.06.080

Reference yield: 96.0%

phenylacetaldehyde (122-78-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 3-benzylacrylate (54966-42-6,1466-22-4)

Guidance literature:

In benzene; at 90 ℃; for 6h;

DOI:10.1016/j.tetasy.2012.06.003

Reference yield: 94.0%

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) + phenylmagnesium bromide → ethyl 3-benzylacrylate (54966-42-6,1466-22-4)

Guidance literature:

[Li(tmeda)]2[Fe(C₂H₄)4]; In tetrahydrofuran; at -20 ℃;

DOI:10.1002/anie.200460504

upstream raw materials:

ethyl 3-butenoate

triphenylphosphine

diethoxyphosphoryl-acetic acid ethyl ester

phenylacetaldehyde

Downstream raw materials:

(2E)-4-phenylbut-2-en-1-ol

ethyl (2S,3R)-2-hydroxy-4-phenyl-3-(tosylamino)butanoate

ethyl cinnamate

ethyl (2R,3S)-3-acetylamino-2-hydroxy-4-phenylbutanoate