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Merck
CN

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%

assay

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)

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

Exclamation mark

signalword

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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?-Caprolactam: New by-product free synthesis routes
Dahlhoff, G, et al.
Catalysis Reviews: Science and Engineering, 43(4), 381-441 (2001)
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)
Ibrahim I Ozturk et al.
Journal of inorganic biochemistry, 109, 57-65 (2012-03-02)
Three new antimony(III) halide complexes (SbX(3), X=Cl, Br and I) with the heterocyclic thione ω-thiocaprolactam (1-azacycloheptane-2-thione, (Hthcl)) of formulae {[SbCl(2)(μ(2)-Cl)(Hthcl)(2)](n)} (1), {[(SbBr(2)(μ(2)-Br)(Hthcl)(2))(2)]} (2) and {[(SbI(2)(μ(2)-I)(Hthcl)(2))(2)]} (3) were synthesized from the reaction of antimony(III) halides with ω-thiocaprolactam in 1:2 stoichiometry. The
Alla N Generalova et al.
Biosensors & bioelectronics, 39(1), 187-193 (2012-08-14)
Composite polymer particles consisting of a solid poly(acrolein-co-styrene) core and a poly(N-vinylcaprolactam) (PVCL) polymer shell doped with CdSe/ZnS semiconductor quantum dots (QDs) were fabricated. The temperature response of the composite particles was observed as a decrease in their hydrodynamic diameter

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