(E)-ethyl 4-styrylbenzoate

Base Information

• Chemical Name: (E)-ethyl 4-styrylbenzoate
• CAS No.: 1152-30-3
• Molecular Formula: C17H16 O2
• Molecular Weight: 252.313
• NSC Number: 18743
• Nikkaji Number: J1.416.466I,J983.575J
• Mol file: 1152-30-3.mol

Synonyms:(E)-ethyl 4-styrylbenzoate;109463-48-1;Ethyl Stilbene-4-carboxylate;ethyl 4-[(E)-2-phenylethenyl]benzoate;1152-30-3;4-(Ethoxycarbonyl)stilbene;NSC18743;Ethyl (E)-4-styrylbenzoate;SCHEMBL8160762;4-Styrylbenzoic acid ethyl ester;Ethyl trans-4-stilbenecarboxylate;RBQGAPDZGPQIDL-CMDGGOBGSA-N;MFCD06204340;NSC-18743;AKOS005158082;AS-58823;ethyl 4-[(1E)-2-phenylethenyl]benzoate;CS-0321358;T71587;A895034

Chemical Property of (E)-ethyl 4-styrylbenzoate

Chemical Property:

• Boiling Point: 386°Cat760mmHg
• Flash Point: 169.8°C
• Density: 1.111g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 252.115029749
• Heavy Atom Count: 19
• Complexity: 294

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C=CC2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)C1=CC=C(C=C1)/C=C/C2=CC=CC=C2

Technology Process of (E)-ethyl 4-styrylbenzoate

There total 38 articles about (E)-ethyl 4-styrylbenzoate 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: 99.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Ethyl 4-bromobenzoate (5798-75-4) → (E)-ethyl 4-styrylbenzoate (1152-30-3,109463-49-2,109463-48-1)

Guidance literature:

With {4-[di(2-hydroxyethyl)amino]butyl}tri(n-butyl)ammonium bromide; palladium diacetate; at 100 ℃; for 6h; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2008.10.042

Reference yield: 98.0%

ethyl 4-vinylbenzoate (2715-43-7) + Diphenyliodonium triflate (66003-76-7) → (E)-ethyl 4-styrylbenzoate (1152-30-3,109463-49-2,109463-48-1)

Guidance literature:

With palladium diacetate; In N,N-dimethyl-formamide; at 130 ℃; for 0.0333333h; regioselective reaction; Schlenk technique; Microwave irradiation;

DOI:10.2174/1570178611310010011

Reference yield: 97.0%

ethyl 4-(2-phenylethynyl)benzoate (63164-96-5) → (E)-ethyl 4-styrylbenzoate (1152-30-3,109463-49-2,109463-48-1)

Guidance literature:

With ethanol; Ru(η(2)-2-(2'-pyridyl)phenyl)Cl(CO)(PPh3)2; sodium t-butanolate; at 110 ℃; for 1h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00074

upstream raw materials:

ethyl 4-(diethoxyphosphorylmethyl)benzoate

benzaldehyde

p-carboethoxybenzenediazonium tetrafluoroborate

1-phenyl-1-(tributylstannyl)ethene

Downstream raw materials:

4-styrylbenzohydrazide

trans-4-stilbenemethanol

4-styrylbenzaldehyde

4-styrylcinnamic acid