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Merck
CN

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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Product Name

N-Vinylcaprolactam, 98%, stabilized

Quality Level

100

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

Related Categories

Application

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

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.

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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Poly (N-vinylcaprolactam), a comprehensive review on a thermoresponsive polymer becoming popular
Cortez-Lemus NA and Licea-Claverie A
Progress in Polymer Science, 53(5), 1-51 (2016)
Synthesis of N-vinylcaprolactam polymers in water-containing media
Lozinsky VI, et al.
Polymer, 41(17), 6507-6518 (2000)
Shane C Halligan et al.
Materials science & engineering. C, Materials for biological applications, 79, 130-139 (2017-06-21)
Poly (N-vinylcaprolactam) (PNVCL) is a polymer which offers superior characteristics for various potential medical device applications. In particular it offers unique thermoresponsive capabilities, which fulfils the material technology constraints required in targeted drug delivery applications. PNVCL phase transitions can be
Gehong Su et al.
Physical chemistry chemical physics : PCCP, 19(40), 27221-27232 (2017-10-05)
In this study, temperature-dependent FTIR spectroscopy in combination with the perturbation-correlation moving-window (PCMW2D) technique and generalized two-dimensional (2D) correlation analysis was applied to investigate the phase transition mechanism of poly(N-vinylcaprolactam) (PVCL) hydrogel upon heating. In the conventional 1D FTIR spectra
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)
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