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447331

Sigma-Aldrich

N-Vinylformamide

98%

Synonym(s):

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

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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’.

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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)
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
Preparation and Characterization of Thermoresponsive Poly(N-vinylisobutyramide) Microgels
Hiroaki Yoshida, et al.
Langmuir, 38, 5269-5274 (2022)
Ultrahigh Flux and Strong Affinity Poly(N-vinylformamide)-Grafted Polypropylene Membranes for Continuous Removal of Organic Micropollutants from Water
Qilin Gui, et al.
ACS Applied Materials & Interfaces, 13, 20796-20809 (2021)
Homo-and Copolymer Hydrogels Based on N-Vinylformamide: An Investigation of the Impact of Water Structure on Controlled Release
Maytinee Yooyod, et al.
Gels, 9, 333-333 (2023)
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