(E)-Caffeic Acid Diacetate

Base Information

• Chemical Name: (E)-Caffeic Acid Diacetate
• CAS No.: 88623-81-8
• Molecular Formula: C13H12O6
• Molecular Weight: 264.235
• Mol file: 88623-81-8.mol

Synonyms:3,4-Diacetoxy-toluol;4-Methyl-1,2-benzenediol diacetate;O,O-Diacetyl-4-methylcatechol;3,4-diacetoxy-toluene;1,2-Benzenediol,4-methyl-,diacetate;3,4-diacetoxy-E-cinnamic acid;4-methyl-1,2-phenylene diacetate;O,O-Diacetylcaffeic acid;3,4-dihydroxycinnamic acid diacetate;diacetyl-4-methylcatechol;

Chemical Property of (E)-Caffeic Acid Diacetate

Chemical Property:

• PSA: 89.90000
• LogP: 1.63500
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

99% ^*data from raw suppliers

3-[3,4-Bis(acetyloxy)phenyl]-2-propenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Protected Caffeic Acid (C080000), a constituent of plants.

Technology Process of (E)-Caffeic Acid Diacetate

There total 16 articles about (E)-Caffeic Acid Diacetate 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%

caffeic acid (331-39-5,501-16-6) + acetic anhydride (108-24-7) → 3,4-diacetoxycinnamic acid (88623-81-8)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.foodchem.2012.12.008

Reference yield: 92.0%

caffeic acid (331-39-5,501-16-6) + acetic anhydride (108-24-7) → 3,4-diacetoxycinnamic acid (88623-81-8)

Guidance literature:

With pyridine; at 25 ℃; for 24h;

DOI:10.1039/c3nj01180a

Reference yield: 86.0%

caffeic acid (331-39-5,501-16-6) + acetic anhydride (108-24-7) → di-O-acetylcaffeic acid (13788-48-2,88623-81-8)

Guidance literature:

With pyridine; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.03.038

upstream raw materials:

caffeic acid

acetic anhydride

sodium acetate

3,4-dihydroxybenzaldehyde

Downstream raw materials:

3,4-diacetoxycinnamoyl chloride

(E)-3-(3,4-Diacetoxy-phenyl)-acrylic acid (E)-4-(4-hydroxy-3-methoxy-phenyl)-2-oxo-but-3-enyl ester

caffeic acid

3,4-diacetoxystyrene

Refernces

• 1、 Park, Seon-Young,Hwang, Ji-Sun,Jang, Mi,Lee, Seung Hwan,Park, Jeong-Ho,Han, Inn-Oc. "A novel caffeic acid-1-piperonylpiperazine hybridization compound HBU-47 inhibits LPS-mediated inflammation in RAW264.7 macrophage cells". . p. 60 - 65. Retrieved 2014.
• 2、 Tang, Kai,Jiang, Yi,Zhang, Huawei,Huang, Wenli,Xie, Yundong,Deng, Chong,Xu, Hongbo,Song, Xiaomei,Xu, Hong. "Design, synthesis of Cinnamyl-paeonol derivatives with 1, 3-Dioxypropyl as link arm and screening of tyrosinase inhibition activity in vitro". supporting information. . Retrieved 2020/12/13.
• 3、 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.