n-(3-Hydroxyphenyl)acrylamide

Base Information

• Chemical Name: n-(3-Hydroxyphenyl)acrylamide
• CAS No.: 13040-21-6
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• NSC Number: 122233
• DSSTox Substance ID: DTXSID20926718
• Nikkaji Number: J782.713J
• Wikidata: Q82901311
• Mol file: 13040-21-6.mol

Synonyms:n-(3-hydroxyphenyl)acrylamide;13040-21-6;n-(3-hydroxyphenyl)prop-2-enamide;NSC122233;3'-hydroxyacrylanilide;SCHEMBL1119155;DTXSID20926718;PMHOLXNNEPPFNZ-UHFFFAOYSA-N;AMY37653;BCP24987;2-propenamide,n-(3-hydroxyphenyl)-;MFCD00599810;NSC-122233;DS-19437;N-(3-Hydroxyphenyl)prop-2-enimidic acid;CS-0048850;P18258;A909289

Chemical Property of n-(3-Hydroxyphenyl)acrylamide

Chemical Property:

• Vapor Pressure: 2.08E-06mmHg at 25°C
• Boiling Point: 382.9°C at 760 mmHg
• PKA: 9.51±0.10(Predicted)
• Flash Point: 185.4°C
• PSA: 49.33000
• Density: 1.231g/cm³
• LogP: 1.58970
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

N-(3-Hydroxyphenyl)acrylamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC1=CC(=CC=C1)O

Technology Process of n-(3-Hydroxyphenyl)acrylamide

There total 8 articles about n-(3-Hydroxyphenyl)acrylamide 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: 95.2%

(3-acrylamidophenyl)boronic acid (99349-68-5) → N-(3-hydroxyphenyl)prop-2-enamide (13040-21-6)

Guidance literature:

With dihydrogen peroxide; In water; at 30 ℃; Green chemistry;

DOI:10.1016/j.tetlet.2019.06.018

Reference yield: 95.0%

acryloyl chloride (814-68-6,25189-84-8) + m-Hydroxyaniline (591-27-5) → N-(3-hydroxyphenyl)prop-2-enamide (13040-21-6)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1016/j.bioorg.2019.103542

Reference yield: 1.2%

acryloyl chloride (814-68-6,25189-84-8) + m-Hydroxyaniline (591-27-5) → N-(3-hydroxyphenyl)prop-2-enamide (13040-21-6) + 3-(acrylamido)phenyl acrylate (35289-74-8)

Guidance literature:

m-Hydroxyaniline; With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere;

acryloyl chloride; In tetrahydrofuran; mineral oil; for 6h; Reflux; Inert atmosphere;

DOI:10.1080/00397910802663444

upstream raw materials:

acryloyl chloride

m-Hydroxyaniline

meta-nitrophenol

1-(tert-butoxy)-3-nitrobenzene

Downstream raw materials:

3'-(octadecylcarbamoyloxy)acrylanilide

N-{3-[(2-chloro-9-{[2-(trimethylsilyl)ethoxy]methyl}-9H-purin-6-yl)oxy]phenyl}prop-2-enamide

N-(3-((2-amino-5-chloro-3-nitropyridin-4-yl)oxy)phenyl)acrylamide

N-(3-((2,3-diamino-5-chloropyridin-4-yl)oxy)phenyl)acrylamide