2,4-Hexadienoic acid, 2-phenylethyl ester

Base Information

• Chemical Name: 2,4-Hexadienoic acid, 2-phenylethyl ester
• CAS No.: 1003863-62-4
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• European Community (EC) Number: 252-553-4
• UNII: M3TG9C47SM
• DSSTox Substance ID: DTXSID6067919
• Nikkaji Number: J260.611I
• Wikidata: Q76386577
• Mol file: 1003863-62-4.mol

Synonyms:Phenethyl hexa-2,4-dienoate;35416-42-3;2,4-Hexadienoic acid, 2-phenylethyl ester;EINECS 252-553-4;DTXSID6067919;2,4-Hexadienoic acid phenethyl ester

Chemical Property of 2,4-Hexadienoic acid, 2-phenylethyl ester

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 216.115029749
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC=CC(=O)OCCC1=CC=CC=C1
• Isomeric SMILES: C/C=C/C=C/C(=O)OCCC1=CC=CC=C1

Technology Process of 2,4-Hexadienoic acid, 2-phenylethyl ester

There total 3 articles about 2,4-Hexadienoic acid, 2-phenylethyl ester 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: 69.0%

trans,trans-2,4-Hexadienal (142-83-6,4488-48-6) + 2-phenylethanol (60-12-8) → (2E,4E)-sorbic acid 2-phenylethyl ester (1003863-62-4)

Guidance literature:

With (phthalocyaninato)iron(II); 2,6-di-tert-butylphenol; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; oxygen; 1,4-dimethyl-1,2,4-triazolium iodide; In acetonitrile; at 20 ℃; for 3h; Green chemistry;

DOI:10.1039/c5gc01965f

Reference yield: 68.0%

2-phenylethanol (60-12-8) + (2E,4E)-phenyl hexa-2,4-dienoate (69258-09-9) → (2E,4E)-sorbic acid 2-phenylethyl ester (1003863-62-4)

Guidance literature:

With 4 A molecular sieve; tetrabutylammonium tricarbonylnitrosylferrate; In hexane; at 80 ℃; for 24h;

DOI:10.1021/ol702580a

Reference yield:

2-phenylethanol (60-12-8) + sorbinyl chloride (2614-88-2) → (2E,4E)-sorbic acid 2-phenylethyl ester (1003863-62-4)

Guidance literature:

With picoline; In dichloromethane; for 1h; Reflux;

DOI:10.1080/00397910801979361

upstream raw materials:

2-phenylethanol

(2E,4E)-phenyl hexa-2,4-dienoate

sorbinyl chloride

trans,trans-2,4-Hexadienal

Refernces

• 1、 Magens, Silja,Ertelt, Melanie,Jatsch, Anja,Plietker, Bernd. "A nucleophilic Fe catalyst for transesterifications under neutral conditions". . p. 53 - 56. Retrieved 2008/09/17.