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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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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
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
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)
The Nature of Crosslinking in N-Vinylformamide Free-Radical Polymerization
Gu L, et al.
Macromolecular Rapid Communications, 22(3), 212-214 (2001)
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