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C2204

Sigma-Aldrich

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:
105-60-2
Molecular Weight:
113.16
Beilstein:
106934
EC Number:
203-313-2
MDL number:
MFCD00006936
UNSPSC Code:
12352100
PubChem Substance ID:
24892472
NACRES:
NA.22

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.)

SMILES string

O=C1CCCCCN1

InChI

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

InChI key

JBKVHLHDHHXQEQ-UHFFFAOYSA-N

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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
GHS07

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

305.6 °F - closed cup

Flash Point(C)

152 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

C2204-1KG:4548173947952
C2204-VAR:
C2204-BULK:
C2204-250G:4548173947969
C2204-5G:4548173947976
C2204-10KG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Microwave syntheses of poly (?-caprolactam-co-?-caprolactone)
Fang X, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 38(8), 1379-1390 (2000)
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)
?-Caprolactam: New by-product free synthesis routes
Dahlhoff, G, et al.
Catalysis Reviews: Science and Engineering, 43(4), 381-441 (2001)
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
Hem Raj Pant et al.
Colloids and surfaces. B, Biointerfaces, 102, 152-157 (2012-09-26)
Polyamide-6 nanofibers containing calcium lactate (CL) on their surface were prepared by neutralization of lactic acid (LA) in core-shell structured polyamide-6/LA electrospun fibers. First, simple blending of LA with polyamide-6 solution was used for electrospinning which interestingly formed a thin
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