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447331

Sigma-Aldrich

N-Vinylformamide

98%

Synonym(s):

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

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100 ML
€69.30
500 ML
€136.00

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

€69.30

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vapor pressure

~0.1 mmHg ( 25 °C)

Quality Level

100

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

Related Categories

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.[1]
  • 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.[2]
  • To fabricate biocompatible coating for medical devices.[3]
  • 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.[4]

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2935
SDBB1975
STBL0754
STBL1726
STBK7312

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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
Bo Wang et al.
Advanced materials (Deerfield Beach, Fla.), 32(22), e1907701-e1907701 (2020-04-25)
Ultrathin unobstructed gas transport channels through the membrane selective layer are constructed in mixed matrix membranes (MMMs) by using gravity-induced interface self-assembly of poly(vinylamine) and polymer-modified MIL-101(Cr). For CO2 /N2 (15/85 by volume) mixed gas, the MMMs achieve a high
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)
The Nature of Crosslinking in N-Vinylformamide Free-Radical Polymerization
Gu L, et al.
Macromolecular Rapid Communications, 22(3), 212-214 (2001)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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