Methyl 5-phenylpenta-2,4-dienoate

Base Information

• Chemical Name: Methyl 5-phenylpenta-2,4-dienoate
• CAS No.: 1516-24-1
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50699423
• Mol file: 1516-24-1.mol

Synonyms:METHYL 5-PHENYLPENTA-2,4-DIENOATE;Cinnamalessigsauremethylester;DTXSID50699423;5-Phenyl-penta-2,4-dienoic acid methyl ester

Chemical Property of Methyl 5-phenylpenta-2,4-dienoate

Chemical Property:

• Melting Point: 69-70 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 311.7±21.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.063±0.06 g/cm3(Predicted)
• LogP: 2.42900
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC=CC1=CC=CC=C1

Technology Process of Methyl 5-phenylpenta-2,4-dienoate

There total 84 articles about Methyl 5-phenylpenta-2,4-dienoate 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%

dichloroacetic acid methyl ester (116-54-1) + 3-phenyl-propenal (104-55-2) → (2E,4E)-methyl 5-phenylpenta-2,4-dienoate (38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2)

Guidance literature:

With chromium dichloride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2004.05.113

Reference yield: 98.0%

(E)-3-phenylpropenal (14371-10-9) + trimethyl phosphonoacetate (5927-18-4) → (2E,4E)-methyl 5-phenylpenta-2,4-dienoate (38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2)

Guidance literature:

trimethyl phosphonoacetate; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

With N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; at 0 ℃; for 0.5h;

(E)-3-phenylpropenal; In tetrahydrofuran;

DOI:10.1039/c5ob00270b

Reference yield: 97.0%

methanol (67-56-1) + 5-phenylpenta-2,4-dienoic acid (28010-12-0) → (2E,4E)-methyl 5-phenylpenta-2,4-dienoate (38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c3cc41021h

upstream raw materials:

3-phenyl-propenal

methyl (triphenylphosphoranylidene)acetate

bromostyrene

acrylic acid methyl ester

Downstream raw materials:

2-(4-chloro-phenyl)-3-phenyl-3,6-dihydro-2H-[1,2]oxazine-6-carboxylic acid methyl ester

5-phenylpenta-2,4-dien-1-ol

E-3,3-Diacetyl-5-phenyl-pent-4-en-saeure-methylester

bis(chloro(η4-methyl-5-phenyl-2,4-pentadienoate)rhodium(I))