Skip to Content
Merck
All Photos(1)

Documents

447331

Sigma-Aldrich

N-Vinylformamide

98%

Synonym(s):

N-Ethenylformamide, N-VFA, N-Vinyl-N-formylmethanamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HCONHCH=CH2
CAS Number:
13162-05-5
Molecular Weight:
71.08
MDL number:
MFCD00081206
UNSPSC Code:
12162002
PubChem Substance ID:
24868334
NACRES:
NA.23

vapor pressure

~0.1 mmHg ( 25 °C)

Assay

98%

contains

25-55 ppm 4-Hydroxy-TEMPO as stabilizer

refractive index

n20/D 1.494 (lit.)

bp

210 °C (lit.)

mp

−16 °C (lit.)

density

1.014 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)NC=C

InChI

1S/C3H5NO/c1-2-4-3-5/h2-3H,1H2,(H,4,5)

InChI key

ZQXSMRAEXCEDJD-UHFFFAOYSA-N

General description

N-Vinylformamide is a vinyl monomer with high reactivity and water solubility. It can be used as a monomer to synthesize specialty polymers with stimuli-responsive behavior. It is biocompatible and suitable for use in drug delivery systems, tissue engineering, and controlled-release applications. It also finds application in the field of batteries, adhesives, coatings, biosensors, and water treatment.

Application

N-Vinylformamide can be used: ·



  • As a monomer to synthesize poly (N-vinylformamide) (PNVF) based hydrogels that can be used for controlled drug delivery.
  • To synthesize an aqueous binder for Li4Ti5O12(LTO) anodes in lithium-ion batteries. This helps to enhance the stability and specific capacity of the electrodes.
  • To fabricate biocompatible coating for medical devices.
  • To fabricate polypropylene membranes for continuous removal of organic micropollutants from water. N-vinylformamide enhances the adsorption affinity of the membrane by inducing multiple hydrophilic and hydrogen bonding sites on the surface.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

215.6 °F

Flash Point(C)

102 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

2-Vinylpyrazine 97%

Sigma-Aldrich

716022

2-Vinylpyrazine

N,N-Dimethylacrylamide 99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor

Sigma-Aldrich

274135

N,N-Dimethylacrylamide

Nikolay I Gorshkov et al.
Molecules (Basel, Switzerland), 25(20) (2020-10-18)
Dithiocarbamate (DTC) derivatives of N-vinylpyrrolidone-N-vinylamine (VP-VA) copolymers were synthesized via reaction between the copolymers and carbon disulfide in alkaline medium; molecular masses of the products were 12 and 29 kDa; the VP:VDTC ratios were 94:6 and 83:17 mol.%. Complexation between
N-vinylformamide-Building block for novel polymer structures
Pinschmidt Jr RK, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 34(10), 1885-1905 (1997)
Preparation and Characterization of Thermoresponsive Poly(N-vinylisobutyramide) Microgels
Hiroaki Yoshida, et al.
Langmuir, 38, 5269-5274 (2022)
Yanmin Chen et al.
Polymers, 11(2) (2019-04-10)
pH-sensitive polyampholyte microgels of poly(acrylic acid-co-vinylamine) (P(AA-co-VAm)) were developed as an injectable hydrogel for controlled drug release. The microgels of P(AA-co-VAm) were prepared via inverse suspension polymerization of acrylic acid and N-vinylformamide followed by hydrolysis of poly(N-vinylformamide) (PNVF) chains of
Bo Guo et al.
Journal of environmental sciences (China), 51, 305-314 (2017-01-25)
In this study, a new and facile route was employed for synthesis of polyamidine with abundant cations and attractive five-membered ringlike structural unit. N-vinylformamide and acrylonitrile copolymerized firstly to form intermediates, and the intermediates were processed with hydrochloric acid to
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service