N-(2-Hydroxyethyl)acrylamide

Base Information

• Chemical Name: N-(2-Hydroxyethyl)acrylamide
• CAS No.: 7646-67-5
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• Hs Code.: 29241990
• DSSTox Substance ID: DTXSID80997843
• Nikkaji Number: J38.878E
• Wikidata: Q83053101
• Mol file: 7646-67-5.mol

Synonyms:N-(2-Hydroxyethyl)acrylamide;7646-67-5;N-(2-hydroxyethyl)prop-2-enamide;N-Hydroxyethyl acrylamide;2-Propenamide, N-(2-hydroxyethyl)-;N-(2-HYDROXYETHYL)ACRYLAMIDE (STABILIZED WITH MEHQ);N-Hydroxyethyl acrylamide(heaa),98%;HEAA;PNHEA;28156-60-7;n-hydroxyethylacrylamide;N-2-hydroxyethylacrylamide;(2-hydroxyethyl)acrylamide;SCHEMBL14966;CH2=CH(CO)NHCH2CH2OH;SCHEMBL13341773;DTXSID80997843;N-(2-Hydroxyethyl)-2-propenamide;MFCD11110645;AKOS009531781;AS-59388;CS-0146430;H1262;D78367;EC 700-169-7;EN300-103180;A852260;N-(2-Hydroxyethyl)acrylamide, (stabilized with MEHQ);N-(2-HYDROXYETHYL)ACRYLAMIDE(STABILIZED WITH MHQ);N-Hydroxyethyl acrylamide, contains 1,000 ppm monomethyl ether hydroquinone as stabilizer, 97%

Chemical Property of N-(2-Hydroxyethyl)acrylamide

Chemical Property:

• Vapor Pressure: 1.41E-05mmHg at 25°C
• Refractive Index: n20/D 1.505
• Boiling Point: 328.476 °C at 760 mmHg
• PKA: 14.10±0.46(Predicted)
• Flash Point: 152.457 °C
• PSA: 49.33000
• Density: 1.05 g/cm³
• LogP: -0.32820
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 90.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(2-Hydroxyethyl)acrylamide,stabilizedwith0.1%MEHQ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-48/22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC(=O)NCCO
• Uses: N-Hydroxyethyl acrylamide is an amphipathic polymer that can be used for a variety of applications such as:preparation of hydrogels for the formation of a stimulo-responsive polymer for cell signaling and bioengineering researchin the synthesis of lanthanide based luminescent materials for sensors and bio-imagingformation of adhesive hydrogel for potential usage in the smart adhesives

Technology Process of N-(2-Hydroxyethyl)acrylamide

There total 15 articles about N-(2-Hydroxyethyl)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: 95.0%

C7H15NO3 → N-hydroxyethylacrylamide (7646-67-5,28156-60-7)

Guidance literature:

With 4-methoxy-phenol; potassium hydroxide; In glycerol; at 200 ℃; Pyrolysis;

Reference yield: 94.0%

β-hydroxyethylamino-N-hydroxyethylpropionic acid amide → N-hydroxyethylacrylamide (7646-67-5,28156-60-7)

Guidance literature:

With 4,4'-butylidenebis(6-tert-butyl-m-cresol); copper(II) bis(trifluoromethanesulfonate); at 140 ℃; for 8h; Inert atmosphere;

Reference yield: 87.0%

ethanolamine (141-43-5) + acryloyl chloride (814-68-6,25189-84-8) → N-hydroxyethylacrylamide (7646-67-5,28156-60-7)

Guidance literature:

In chloroform; at 0 ℃; for 2h;

DOI:10.1071/C97148

upstream raw materials:

ethanolamine

acrylic acid

acryloyl chloride

N-{2-[(2-acryloylamino-ethoxy)-(4-methoxy-phenyl)-methoxy]-ethyl}-acrylamide

Downstream raw materials:

D-Glucose

4-nitro-phenol

N-acryloyl-2-aminoethyl β-D-glucopyranoside

2-(acryloylamino)ethyl hydrogen (4-benzoylbenzyl)phosphonate

Refernces

• 1、 Van Herck, Simon,Van Hoecke, Lien,Louage, Benoit,Lybaert, Lien,De Coen, Ruben,Kasmi, Sabah,Esser-Kahn, Aaron P.,David, Sunil A.,Nuhn, Lutz,Schepens, Bert,Saelens, Xavier,De Geest, Bruno G.. "Transiently Thermoresponsive Acetal Polymers for Safe and Effective Administration of Amphotericin B as a Vaccine Adjuvant". . p. 748 - 760. Retrieved 2017/12/18.
• 2、 -. "Preparation method of acrylamide-based compounds". Paragraph 0021. . Retrieved 2018/01/11.