4-Hydroxycinnamamide

Base Information

• Chemical Name: 4-Hydroxycinnamamide
• CAS No.: 194940-15-3
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.1733
• Hs Code.: 2924299090
• UNII: AA6QNK95YZ
• ChEMBL ID: CHEMBL4209145
• Nikkaji Number: J866.259B,J2.492.430K
• Wikidata: Q76511462
• Mol file: 194940-15-3.mol

Synonyms:4-Hydroxycinnamamide;194940-15-3;4-hydroxycinnamide;(E)-p-Coumaramide;AA6QNK95YZ;(E)-3-(4-hydroxyphenyl)prop-2-enamide;2-Propenamide, 3-(4-hydroxyphenyl)-, (2E)-;(E)-3-(4-Hydroxyphenyl)acrylamide;(2E)-3-(4-Hydroxyphenyl)-2-propenamide;2-Propenamide,3-(4-hydroxyphenyl)-,(2E)-;59576-98-6;UNII-AA6QNK95YZ;SCHEMBL214614;CHEMBL4209145;HY-N1901;AKOS000277252;FS-10538;(2E)-3-(4-Hydroxyphenyl)prop-2-enamide;CS-0017859;A880168

Chemical Property of 4-Hydroxycinnamamide

Chemical Property:

• Boiling Point: 416.369 °C at 760 mmHg
• Flash Point: 205.613 °C
• PSA: 63.32000
• Density: 1.259 g/cm³
• LogP: 1.59100
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxycinnamamide ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)N)O
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)N)O

Technology Process of 4-Hydroxycinnamamide

There total 6 articles about 4-Hydroxycinnamamide 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: 67.0%

methyl 4-hydroxycinnamate (3943-97-3) → (E)-p-coumaric amide (59576-98-6,194940-15-3)

Guidance literature:

With ammonium hydroxide; ammonia; In methanol; water; for 288h;

DOI:10.1016/j.ejps.2005.04.002

Reference yield:

p-Coumaric Acid (7400-08-0,50940-26-6) → (E)-p-coumaric amide (59576-98-6,194940-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / sulphuric acid / 5.5 h / Heating

2: 67 percent / NH₃; NH₄OH / methanol; H₂O / 288 h

With ammonium hydroxide; sulfuric acid; ammonia; In methanol; water;

DOI:10.1016/j.ejps.2005.04.002

Reference yield:

(E)-p-methoxycinnamonitrile (14482-11-2) → (E)-p-coumaric amide (59576-98-6,194940-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.5 g / AlCl₃ / nitromethane / 1 h / 76 °C

2: 0.07 g / KOH / ethanol / Heating

With potassium hydroxide; aluminium trichloride; In nitromethane; ethanol;

upstream raw materials:

methyl p-hydroxycinnamate

3-(4-hydroxyphenyl)prop-2-ene nitrile

methyl 4-hydroxycinnamate

(E)-p-methoxycinnamonitrile

Downstream raw materials:

3-(4-hydroxyphenyl)propanoic acid amide

Refernces

• 1、 -. "METHODS OF REDUCING VIRULENCE IN BACTERIA". Page/Page column 76; 88. . Retrieved 2011/09/19.
• 2、 Cevasco, Giorgio,Thea, Sergio. "Participation of an Extended p-Oxo Ketene Intermediate in the Dissociative Alkaline Hydrolysis of Aryl 4-Hydroxycinnamates". . p. 6274 - 6278. Retrieved 2007/10/02.