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Merck

C2204

ε-Caprolactam

99%

Synonym(s):

epsilon-Caprolactam, 2-Oxohexamethyleneimine, Aza-2-cycloheptanone

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About This Item

Empirical Formula (Hill Notation):
C6H11NO
CAS Number:
Molecular Weight:
113.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-313-2
Beilstein/REAXYS Number:
106934
MDL number:
Assay:
99%
Form:
crystals
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Product Name

ε-Caprolactam, 99%

InChI key

JBKVHLHDHHXQEQ-UHFFFAOYSA-N

InChI

1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)

SMILES string

O=C1CCCCCN1

vapor pressure

<0.01 mmHg ( 20 °C)

assay

99%

form

crystals

autoignition temp.

707 °F

expl. lim.

8 %

bp

136-138 °C/10 mmHg (lit.)

mp

68-71 °C (lit.)

Quality Level

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Application

ε-Caprolactam can be used as a precursor for the production of nylon-6 by ring-opening polymerization.It is also microwave irradiated with ε caprolactone in the presence of an anionic catalyst to yield poly(ε caprolactam-co-ε-caprolactone).

pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

305.6 °F - closed cup

flash_point_c

152 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Design of a ?green? one-step catalytic production of ?-caprolactam (precursor of nylon-6)
Thomas JM and Raja R
Proceedings of the National Academy of Sciences of the USA, 102(39), 13732-13736 (2005)
Microwave syntheses of poly (?-caprolactam-co-?-caprolactone)
Fang X, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 38(8), 1379-1390 (2000)
?-Caprolactam: New by-product free synthesis routes
Dahlhoff, G, et al.
Catalysis Reviews: Science and Engineering, 43(4), 381-441 (2001)
Georgeta Voicu et al.
International journal of pharmaceutics, 446(1-2), 63-69 (2013-02-14)
Here, we report the fabrication of a novel ε-caprolactam-silica (ε-SiO2) network and assessed its biocompatibility and ability to improve the antimicrobial activity of kanamycin. The results of the quantitative antimicrobial assay demonstrate that the obtained ε-SiO2 network has efficiently improved
Ahmad Bitar et al.
Journal of biomedical nanotechnology, 8(5), 709-719 (2012-08-15)
Temperature and glucose sensitive microgels were prepared via radical precipitation polymerization, using N-vinylcaprolactam (NVCL) as the main monomer, N,N-methylenebisacrylamide (MBA) as a crosslinker, V50 as initiator and 4-vinylphenylboronic acid (VPBA) as a functional monomer. The LCST of homopoly (NVCL) was

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