Ethyl 2-methyl-3-phenylbut-3-enoate

Base Information

• Chemical Name: Ethyl 2-methyl-3-phenylbut-3-enoate
• CAS No.: 25289-62-7
• Molecular Formula: C13H16 O2
• Molecular Weight: 204.269
• NSC Number: 171197
• DSSTox Substance ID: DTXSID40305586
• Nikkaji Number: J3.050.642A
• Mol file: 25289-62-7.mol

Synonyms:25289-62-7;ethyl 2-methyl-3-phenylbut-3-enoate;NSC171197;DTXSID40305586;NSC-171197

Chemical Property of Ethyl 2-methyl-3-phenylbut-3-enoate

Chemical Property:

• Vapor Pressure: 0.00233mmHg at 25°C
• Boiling Point: 288.5°C at 760 mmHg
• Flash Point: 115.5°C
• Density: 0.995g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-methyl-3-phenylbut-3-enoate

There total 12 articles about Ethyl 2-methyl-3-phenylbut-3-enoate 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: 92.0%

ethyl (Z)-3-phenylbut-2-enoate (945-93-7,1504-72-9,13979-22-1) + methyl iodide (74-88-4) → ethyl 2-methyl-3-phenyl-3-butenoate (25289-62-7)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1 h;

DOI:10.1021/ja00398a021

Reference yield: 78.0%

Br(1-)*C14H18NO2(1-)*Zn(2+) (1442668-91-8) + phenylacetylene (536-74-3) → (E)-2-Methyl-3-phenyl-2-butensaeure-ethylester (52094-28-7,95102-89-9,52094-27-6) + ethyl 2-methyl-3-phenyl-3-butenoate (25289-62-7)

Guidance literature:

In tetrahydrofuran; for 24h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo402015n

Reference yield: 72.0%

3-hydroxy-2-methyl-3-phenylbutyric acid ethyl ester (40309-46-4) → ethyl 2-methyl-3-phenyl-3-butenoate (25289-62-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 2h; Heating;

DOI:10.1016/S0040-4020(01)86077-4

upstream raw materials:

3-hydroxy-2-methyl-3-phenylbutyric acid ethyl ester

acetophenone

Ethyl 2-bromopropionate

ethyl (Z)-3-phenylbut-2-enoate

Downstream raw materials:

ethyl 2,2-dimethyl-3-phenyl-3-butenoate

trans-2,3-Dimethyl-zimtsaeure-anilid

cis-2,3-Dimethyl-zimtsaeure-anilid

(2RS,3SR)-2-methyl-3-phenylbutanoic acid