Caprolactam

Caprolactam (CPL) is an organic compound with the formula (CH2)5C(O)NH. This colourless solid is a lactam (a cyclic amide) of caproic acid. Global demand for this compound is approximately five million tons per year, and the vast majority is used to make Nylon 6 filament, fiber, and plastics.

Caprolactam
Names
Preferred IUPAC name
Azepan-2-one
Other names
  • 1-Aza-2-cycloheptanone
  • 2-Azacycloheptanone
  • ε-Caprolactam
  • Capron PK4
  • Cyclohexanone iso-oxime
  • Extrom 6N
  • Hexahydro-2-azepinone
  • Hexahydro-2H-azepin-2-one (9CI)
  • Hexanolactam
  • Hexano-6-lactam
  • Aminocaproic lactam
Identifiers
3D model (JSmol)
106934
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.013
EC Number
  • 203-313-2
101802
KEGG
UNII
  • InChI=1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8) Y
    Key: JBKVHLHDHHXQEQ-UHFFFAOYSA-N Y
  • InChI=1/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)
    Key: JBKVHLHDHHXQEQ-UHFFFAOYAF
  • O=C1NCCCCC1
Properties
C6H11NO
Molar mass 113.160 g·mol−1
Appearance White solid
Density 1.01 g/cm3
Melting point 69.2 °C (156.6 °F; 342.3 K)
Boiling point 270.8 °C (519.4 °F; 544.0 K) at 1013.25 hPa
866.89 g/l (22 °C)
Vapor pressure 8.10−8 mmHg (20°C)
Hazards
GHS labelling:
Warning
H302, H315, H319, H332, H335
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point 125 °C (257 °F; 398 K)
Explosive limits 1.4%-8.0%
NIOSH (US health exposure limits):
PEL (Permissible)
 none
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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