Dodecyl 3-phenylprop-2-enoate

Base Information

• Chemical Name: Dodecyl 3-phenylprop-2-enoate
• CAS No.: 146354-36-1
• Molecular Formula: C21H32O2
• Molecular Weight: 316.484
• DSSTox Substance ID: DTXSID10706642
• Mol file: 146354-36-1.mol

Synonyms:Dodecyl 3-phenylprop-2-enoate;146354-36-1;Dodecylcinnamate;DTXSID10706642;DWQJNTGUXHNSPT-UHFFFAOYSA-N

Chemical Property of Dodecyl 3-phenylprop-2-enoate

Chemical Property:

• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 316.240230259
• Heavy Atom Count: 23
• Complexity: 303

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Dodecyl 3-phenylprop-2-enoate

There total 3 articles about Dodecyl 3-phenylprop-2-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: 90.0%

(E)-3-phenylpropenal (14371-10-9) + 1-dodecyl alcohol (112-53-8) → trans-dodecyl-3-phenylprop-2-enoate (146354-36-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; Microwave irradiation; Dean-Stark;

DOI:10.1007/s00044-013-0484-9

Reference yield: 77.0%

iodobenzene (591-50-4) + lauryl acrylate (2156-97-0) → trans-dodecyl-3-phenylprop-2-enoate (146354-36-1)

Guidance literature:

With triethylamine; In N,N-dimethyl acetamide; at 90 ℃; for 9h;

DOI:10.1016/j.inoche.2014.02.045

Reference yield:

1-dodecyl alcohol (112-53-8) + (E)-3-phenylacrylic acid (140-10-3) → trans-dodecyl-3-phenylprop-2-enoate (146354-36-1)

Guidance literature:

With toluene-4-sulfonic acid; benzene;

upstream raw materials:

1-dodecyl alcohol

(E)-3-phenylacrylic acid

(E)-3-phenylpropenal

iodobenzene

Downstream raw materials:

dodecyl 3-phenylpropanoate

Refernces

• 1、 Bagherzadeh, Mojtaba,Ashouri, Fatemeh,Hashemi, Lida,Morsali, Ali. "Supported Pd nanoparticles on Mn-based metal-organic coordination polymer: Efficient and recyclable heterogeneous catalyst for Mizoroki-Heck cross coupling reaction of terminal alkenes". . p. 10 - 14. Retrieved 2014/04/03.
• 2、 -. "Single step green process for the preparation of substituted cinnamic esters with trans-selectivity". Page/Page column 8. . Retrieved 2008/06/13.