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415464

Sigma-Aldrich

N-Vinylcaprolactam

98%, stabilized

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Synonym(s):
1-Ethenylazepan-2-one, 1-Ethenylhexahydro-2H -azepin-2-one, 1-Vinylazepan-2-one
Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
2235-00-9
Molecular Weight:
139.19
EC Number:
218-787-6
MDL number:
MFCD00080693
PubChem Substance ID:
24866004
NACRES:
NA.23

Quality Level

100

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

SMILES string

C=CN1CCCCCC1=O

InChI

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

InChI key

JWYVGKFDLWWQJX-UHFFFAOYSA-N

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This Item
71970618477SML2365
N-Vinylcaprolactam 98%, stabilized

Sigma-Aldrich

415464

N-Vinylcaprolactam

N-Boc-ε-caprolactam 97%

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719706

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N-(2,6-Dichlorophenyl)-2-indolinone analytical standard

Supelco

18477

N-(2,6-Dichlorophenyl)-2-indolinone

Phenprocoumon ≥97% (HPLC)

Sigma-Aldrich

SML2365

Phenprocoumon

form

solid

form

liquid

form

-

form

powder

contains

~20 ppm HO-TEMPO as stabilizer

contains

-

contains

-

contains

-

bp

128 °C/21 mmHg (lit.)

bp

-

bp

-

bp

-

mp

35-38 °C (dec.) (lit.)

mp

-

mp

-

mp

-

density

1.029 g/mL at 25 °C (lit.)

density

1.038 g/mL at 25 °C

density

-

density

-

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

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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