ε-カプロラクタム

Also known as Aminocaproic lactam, epsilon-Caprolactam, Hexahydro-2H-azepin-2-one, 2-Oxohexamethyleneimine, 6-caprolactam, 2-ketohexamethyleneimine, 2-oxohexamethylenimine, Kaprolaktam

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.

Chemical data

Formula: C6H11NO
Molecular weight: 113.16 g/mol
IUPAC name: azepan-2-one
SMILES: C1CCC(=O)NCC1
InChIKey: JBKVHLHDHHXQEQ-UHFFFAOYSA-N
XLogP: -0.1
Polar surface area: 29.1 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

1,728 papers

Caprolactam.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
Biologic activity of epsilon-caprolactam.Critical reviews in toxicology · 1984
Caprolactam and nylon 6.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1979
Artificial Caprolactam-Specific Riboswitch as an Intracellular Metabolite Sensor.ACS synthetic biology · 2019
Epsilon-Caprolactam.British journal of industrial medicine · 1954

via PubMed

Wikidata facts

Has part: oxygen
Mass: 113.084

Show 15 more facts

chemical formula: C₆H₁₁NO
Commons category: Caprolactam
NIOSH Pocket Guide ID: 0097
density: 1.01
melting point: 69.3
boiling point: 270
flash point: 282
solubility: 53
lower flammable limit: 1.4
upper flammable limit: 8
vapor pressure: 0.00000008
canonical SMILES: C1CCC(=O)NCC1
found in taxon: Nicotiana tabacum
monomer of: nylon 6
ionization energy: 9.07

Sources (3)

via Wikidata · CC0

Article · 日本語

ε-カプロラクタム（イプシロンカプロラクタム、ε-Caprolactam) はアミド、ラクタムの一種。分子式は C6H11NO、分子量は 113.16で、融点 69 ℃、沸点 267 ℃。別名 2-ケトヘキサメチレンイミン、2-オキソヘキサメチレンイミン、アミノカプロン酸ラクタム。ヘキサンの両端がアミド結合でつながった構造をしている。6-ナイロンの原料として知られる。

Abstract from DBpedia / Wikipedia · CC BY-SA