2-Propenoic acid, 3-[4-(acetyloxy)phenyl]-, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-[4-(acetyloxy)phenyl]-, (E)-
• CAS No.: 27542-85-4
• Molecular Formula: C11H10O4
• Molecular Weight: 206.198
• Mol file: 27542-85-4.mol

Synonyms:p-acetoxy-cinnamic acid;4-acetyloxycinnamic acid;p-Acetoxycinnamic acid;4-acetoxycinnamic acid;3-(4-ACETOXY-PHENYL)-ACRYLIC ACID;3-(4-Acetoxyphenyl)-acrylic acid;(2E)-3-[4-(acetyloxy)phenyl]-2-propenoic acid;4-ACETYLCOUMARIC ACID;

Chemical Property of 2-Propenoic acid, 3-[4-(acetyloxy)phenyl]-, (E)-

Chemical Property:

• Melting Point: 208.0 to 212.0 °C
• PSA: 63.60000
• LogP: 1.70970

Purity/Quality:

99% ^*data from raw suppliers

trans-4-Acetoxycinnamic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-[4-(acetyloxy)phenyl]-, (E)-

There total 22 articles about 2-Propenoic acid, 3-[4-(acetyloxy)phenyl]-, (E)- 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: 100.0%

p-Coumaric Acid (7400-08-0,50940-26-6) + acetic anhydride (108-24-7) → 4-acetoxycinnamic acid (27542-85-4)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.foodchem.2012.12.008

Reference yield: 97.0%

para-coumaric acid (7400-08-0,50940-26-6) + acetic anhydride (108-24-7) → 3-(4-acetoxyphenyl)acrylic acid (27542-85-4,50363-92-3,15486-19-8)

Guidance literature:

In pyridine; for 4h;

DOI:10.5012/bkcs.2013.34.12.3923

Reference yield: 93.0%

4-formylphenyl acetate (878-00-2) + malonic acid (141-82-2) → 4-acetoxycinnamic acid (27542-85-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-amino propanoic acid; In ethanol; at 20 ℃; stereoselective reaction;

DOI:10.1002/cjoc.201180455

upstream raw materials:

sodium acetate

acetic anhydride

4-hydroxy-benzaldehyde

Ketene

Downstream raw materials:

p-acetoxycinnamoyl chloride

p-acetoxystyrene

3-(4-acetoxyphenyl)-propionic acid

p-Acetoxy-zimtsaeureazid

Refernces

• 1、 Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie. "Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters". supporting information. p. 8829 - 8842. Retrieved 2021/06/30.
• 2、 Hou, Yanan,Peng, Shoujiao,Song, Zilong,Bai, Feifei,Li, Xinming,Fang, Jianguo. "Oat polyphenol avenanthramide-2c confers protection from oxidative stress by regulating the Nrf2-ARE signaling pathway in PC12 cells". . . Retrieved 2021/05/29.