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Merck

415464

N-Vinylcaprolactam

98%, stabilized

Synonym(s):

1-Ethenylazepan-2-one, 1-Ethenylhexahydro-2H -azepin-2-one, 1-Vinylazepan-2-one

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About This Item

Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
2235-00-9
Molecular Weight:
139.19
NACRES:
NA.23
PubChem Substance ID:
24866004
UNSPSC Code:
12162002
EC Number:
218-787-6
MDL number:
MFCD00080693

Key Documents

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InChI key

JWYVGKFDLWWQJX-UHFFFAOYSA-N

InChI

1S/C8H13NO/c1-2-9-7-5-3-4-6-8(9)10/h2H,1,3-7H2

SMILES string

C=CN1CCCCCC1=O

assay

98%

form

solid

contains

~20 ppm HO-TEMPO as stabilizer

bp

128 °C/21 mmHg (lit.)

mp

35-38 °C (dec.) (lit.)

density

1.029 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

N-Vinylcaprolactam (NVCL) is an organo-soluble amphiphilic material that is soluble in solvents like benzene, isobutanol, and isopropanol. It can be used in the preparation of poly(NVCL) by free-radical polymerization at a temperature higher than its melting point.

Application

NVCL forms a temperature responsive polymer, which can be used for a variety of biomedical applications.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 1

target_organs

Liver,Upper respiratory tract

Storage Class

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

wgk

WGK 1

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH6746
SDBB5336
SDBB5335
STBH7199
STBH5711

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Synthesis of N-vinylcaprolactam polymers in water-containing media
Lozinsky VI, et al.
Polymer, 41(17), 6507-6518 (2000)
Oleksandra Zavgorodnya et al.
Journal of colloid and interface science, 506, 589-602 (2017-08-02)
We report nanothin temperature-responsive hydrogel films of poly(N-vinylcaprolactam) nanoparticles (νPVCL) with remarkably high loading capacity for topical drug delivery. Highly swollen (νPVCL)
N-vinylcaprolactam-based microgels for biomedical applications
Imaz A and Forcada J
Journal of Polymer Science Part A: Polymer Chemistry, 48(5), 1173-1181 (2010)
Solmaz Banihashem et al.
Carbohydrate polymers, 227, 115333-115333 (2019-10-09)
The gold nanoparticles surface was modified by thioglycolic acid ligand and their surface was coated by the chitosan-grafted-poly(N-vinylcaprolactam) (chitosan-g-PNVCL) copolymer. The cisplatin anticancer drug was loaded into the synthesized nanocarriers and its performance was investigated for the treatment of MCF-7
Wenjing Xu et al.
Biomacromolecules, 20(4), 1578-1591 (2019-03-02)
A striking discovery in our work is that the distribution of ionizable groups in polyampholyte microgels (random and core-shell) controls the interactions with the captured proteins. Polyampholyte microgels are capable to switch reversibly their charges from positive to negative depending
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