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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
Pricing and availability is not currently available.

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

200

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.[1][2]It is also microwave irradiated with ε caprolactone in the presence of an anionic catalyst to yield poly(ε caprolactam-co-ε-caprolactone).[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2474
BCCB9879
BCBX0961
MKCG1442
BCBV2816

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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)
Juliana S Félix et al.
Analytical and bioanalytical chemistry, 403(10), 2869-2882 (2012-04-25)
Adhesives used in food packaging to glue different materials can provide several substances as potential migrants, and the identification of potential migrants and migration tests are required to assess safety in the use of adhesives. Solid-phase microextraction in headspace mode
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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