Isopropyl ferulate

Base Information

• Chemical Name: Isopropyl ferulate
• CAS No.: 59831-94-6
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Hs Code.: 2918990090
• Nikkaji Number: J729.908G,J2.146.299C
• Wikidata: Q76326233
• ChEMBL ID: CHEMBL2088765
• Mol file: 59831-94-6.mol

Synonyms:Isopropyl ferulate;59831-94-6;Isopropyl 3-(4-hydroxy-3-methoxyphenyl)acrylate;Trans-isopropyl ferulate;propan-2-yl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate;4-Hydroxy-3-methoxycinnamic acid isopropyl ester;2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 1-methylethyl ester;CINNAMIC ACID, 4-HYDROXY-3-METHOXY-, ISOPROPYL ESTER;CHEMBL2088765;SCHEMBL14977974;HY-N4203;AKOS015917572;LS-54117;MS-23371;CS-0032422;F82182;Isopropyl3-(4-hydroxy-3-methoxyphenyl)acrylate;3-Methoxy-4-hydroxycinnamic acid isopropyl ester;A869109;(E)-isopropyl 3-(4-hydroxy-3-methoxyphenyl)acrylate;3-Methoxy-4-hydroxybenzeneacrylic acid isopropyl ester;Isopropyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate;PROPAN-2-YL (E)-3-(4-HYDROXY-3-METHOXY-PHENYL)PROP-2-ENOATE;3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid 1-methylethyl ester

Chemical Property of Isopropyl ferulate

Chemical Property:

• Vapor Pressure: 1.25E-05mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 358.2 °C at 760 mmHg
• PKA: 8?+-.0.20(Predicted)
• Flash Point: 131.9 °C
• PSA: 55.76000
• Density: 1.145 g/cm³
• LogP: 2.36560
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

98%min ^*data from raw suppliers

Isopropyl3-(4-hydroxy-3-methoxyphenyl)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C=CC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: CC(C)OC(=O)/C=C/C1=CC(=C(C=C1)O)OC

Technology Process of Isopropyl ferulate

There total 3 articles about Isopropyl ferulate 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: 89.0%

→ ferulic acid isopropyl ester (59831-94-6)

Guidance literature:

With sulfuric acid; Reflux;

Reference yield: 73.0%

3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + isopropyl alcohol (67-63-0,8013-70-5) → ferulic acid isopropyl ester (59831-94-6)

Guidance literature:

Reflux; Acidic conditions;

DOI:10.1002/cmdc.201900544

Reference yield: 70.1%

i-propyl malonic half ester (56766-77-9) + vanillin (121-33-5,8014-42-4) → ferulic acid isopropyl ester (59831-94-6)

Guidance literature:

With piperidine; In toluene; for 35h;

DOI:10.1007/s11164-011-0338-3

upstream raw materials:

i-propyl malonic half ester

vanillin

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

isopropyl alcohol

Refernces

• 1、 Bernal, Freddy A.,Kaiser, Marcel,Wünsch, Bernhard,Schmidt, Thomas J.. "Structure?Activity Relationships of Cinnamate Ester Analogues as Potent Antiprotozoal Agents". . p. 68 - 78. Retrieved 2019/11/22.
• 2、 Wang, Huan,Wei, Qing-Yi,Jiang, Hong,Jiang, Zhen-Hua. "One-pot preparation of phenylpropanoid esters co-catalyzed by boric acid and piperidine". experimental part. p. 207 - 213. Retrieved 2012/05/20.