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Caprolactam

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Identification
Molecular formula
C6H11NO
CAS number
105-60-2
IUPAC name
azepan-2-one
State
State

At room temperature, caprolactam exists as a solid. It is noted for its ease of transition between solid and liquid states, which is a valuable property for its use in the production of Nylon-6.

Melting point (Celsius)
69.00
Melting point (Kelvin)
342.15
Boiling point (Celsius)
267.00
Boiling point (Kelvin)
540.15
General information
Molecular weight
113.16g/mol
Molar mass
113.1580g/mol
Density
1.0224g/cm3
Appearence

Caprolactam is a white solid, and it is typically found in crystalline form. It is known to be quite versatile in its ability to dissolve in water, as well as in some organic solvents.

Comment on solubility

Solubility of Azepan-2-one

Azepan-2-one, also known as caprolactam, is a cyclic amide that exhibits notable solubility characteristics in various solvents. Here are some key points to consider:

  • Solvent Interaction: Azepan-2-one is generally soluble in polar organic solvents such as ethanol, methanol, and acetone. Its solubility in these solvents arises from the favorable dipole-dipole interactions between the molecule and the solvent.
  • Water Solubility: While Azepan-2-one is somewhat soluble in water, its solubility is limited due to the hydrophobic characteristics of its aliphatic ring. The **apolar** regions of the compound hinder its interaction with water molecules.
  • Temperature Effects: The solubility of Azepan-2-one can also be affected by temperature. Typically, increasing the temperature leads to an increase in solubility in many solvents, allowing for better dissolution.
  • Impurities Impact: The presence of impurities can affect the solubility of Azepan-2-one significantly, often leading to a reduction in its effective solubility.

In summary, while Azepan-2-one demonstrates good solubility in various polar organic solvents, its solubility in water remains limited due to its structural properties. Understanding these aspects of solubility is crucial for its applications in chemical processes and formulations.

Interesting facts

Interesting Facts about Azepan-2-one

Azepan-2-one, also known as caprolactam, is a fascinating heterocyclic compound that plays an essential role in various chemical and industrial applications. Here are some intriguing insights about this compound:

  • Structural Uniqueness: Azepan-2-one features a seven-membered ring with a carbonyl group, and its structure contributes to unique properties that make it versatile in synthesis.
  • Polymer Precursor: One of the most notable applications of azepan-2-one is as a precursor in the production of Nylon-6, a widely used synthetic polymer. This process highlights its importance in the textile and plastics industries.
  • Biological Activity: Azepan-2-one has been studied for its potential biological activities. Certain derivatives exhibit interesting pharmacological properties, which can inspire further research in medicinal chemistry.
  • Synthesis Methods: The production of azepan-2-one can follow various synthetic routes, including the cyclization of amino acids or the reaction of ε-caprolactam with appropriate reagents. This variety allows chemists to explore diverse pathways for obtaining this compound.
  • Environmental Considerations: Although azepan-2-one is invaluable in manufacturing, its production and use necessitate careful attention to environmental impact, particularly concerning waste management and chemical safety regulations.

In conclusion, azepan-2-one is not just a simple compound; it serves as a cornerstone in both industrial applications and scientific studies, bridging the gap between basic research and practical use. As the world continues to discover and innovate, compounds like azepan-2-one will remain at the forefront of chemical research.

Synonyms
azepan-2-one
CAPROLACTAM
epsilon-Caprolactam
105-60-2
2-Oxohexamethylenimine
6-Caprolactam
Aminocaproic lactam
6-Hexanelactam
2-Azacycloheptanone
Hexahydro-2H-azepin-2-one
2-Oxohexamethyleneimine
Hexanolactam
2H-Azepin-2-one, hexahydro-
2-Perhydroazepinone
Hexahydro-2-azepinone
1,6-Hexolactam
Hexanone isoxime
Caprolattame
2-Ketohexamethylenimine
Cyclohexanone iso-oxime
E-Caprolactam
1-Aza-2-cycloheptanone
Epsylon kaprolaktam
Hexanonisoxim
Kaprolaktam
6-Aminocaproic acid lactam
Extrom 6N
hexannic acid
e-Kaprolaktam
Hexamethylenimine, 2-oxo-
Caprolactam monomer
1,6-Hexalactam
2-Ketohexamethyleneimine
Kapromine
Stilon
E-caprolactum
6-Aminohexanoic acid cyclic lactam
Perhydroazepin-2-one
2H-Azepin-7-one, hexahydro-
gamma-caprolactam
omega-caprolactum
Capron PK4
.epsilon.-Caprolactam
Hexanoic acid, 6-amino-, lactam
NCI-C50646
.omega.-Caprolactam
2H-azepin-7-one,hexahydro
Hexanoic acid, 6-amino-, cyclic lactam
Aza-2-cycloheptanone
CCRIS 119
HSDB 187
epsilon caprolactam
EINECS 203-313-2
MFCD00006936
Lactam, aminocaproic
NSC 117393
hexanoic acid-6-amino-,lactam
BRN 0106934
DTXSID4020240
CHEBI:28579
AI3-14515
UNII-6879X594Z8
A1030
cis-Hexahydro-2-azepinone
NSC-117393
hexahydro 2H Azepin 2 one
hexanoic acid-6-amino-lactam
DTXCID00240
6879X594Z8
FEMA NO. 4235
2-Azepinone, hexahydro-, (Z)-
EC 203-313-2
5-21-06-00444 (Beilstein Handbook Reference)
Cyclohexanoneisooxime
Hexanoic acid, lactam
WLN: T7MVTJ
CAPROLACTAM (IARC)
CAPROLACTAM [IARC]
Hexanoic acid, cyclic lactam
CAPROLACTAM (USP-RS)
CAPROLACTAM [USP-RS]
HEXANOIC ACID,6-AMINO,LACTAM E-CAPROLACTAM
Caprolattame [French]
e-Kaprolaktam [Czech]
Hexanonisoxim [German]
Epsylon kaprolaktam [Polish]
CAS-105-60-2
epsilon-?Caprolactam
hexahydroazepin-2-one
ZINC ACEXAMATE IMPURITY D (EP IMPURITY)
ZINC ACEXAMATE IMPURITY D [EP IMPURITY]
Caprolactam dust and vapor
caprolactim
Alkamid
Chemlon
Danamid
Kaprolit
Kaprolon
Metamid
Orgamide
Steelon
Akulon
Capron
Grilon
Itamid
Kapron
Stylon
Vidlon
Widlon
Orgamid rmnocd
Durethan bk
Ultramid bmk
6-hexanolactam
Tarlon xb
Caprolon B
Caprolon V
Kaprolit B
Kaprolon B
Renyl mv
Tarnamid T
hexano-6-lactam
Itamide S
Capron B
Ertalon 6sa
Kapron A
Kapron B
Relon P
Durethan bk 30S
Tarlon X-A
Tarnamid T 2
Ultramid B 3
Ultramid B 4
Ultramid B 5
2-Azepanone #
Durethan bkv 30H
Durethan bkv 55H
Itamide 25
Itamide 35
Miramid H 2
Miramid wm 55
Torayca N 6
epsilon -caprolactam
Tarnamid T 27
azacycloheptan-2-one
Capran 77C
Capran 80
Plaskon 8201hs
Plaskon xp 607
Itamide 250
Itamide 250G
Itamide 350
Plaskon 201
Spencer 401
Spencer 601
azacycloheptane-2-one
Sipas 60
Itamid 250
Maranyl F 114
Maranyl F 124
Maranyl F 500
Nylon A1035sf
Plaskon 8202C
Capron gr 8256
Capron gr 8258
Plaskin 8200
Plaskon 8201
Plaskon 8205
Plaskon 8207
Plaskon 8252
6-CAPROLACTAN
Capron 8250
Capron 8252
Capron 8253
Capron 8256
Capron 8257
Nylon cm 1031
Zytel 211
Amilan CM 1001C
Amilan CM 1001G
Amilan CM 1001
Amilan CM 1011
CAPROLACTAM [MI]
Dull 704
Nylon X 1051
CAPROLACTAM [HSDB]
ATM 2(NYLON)
bmse000372
epsilon-Caprolactam, 99%
6-Aminohexanoic acid lactam
Hexahydro-2H-azepine-2-one
SCHEMBL19610
9012-16-2
CHEMBL276218
PK 4
HEXAMETHYLENIMINE,2-OXO-
NIOSH/CM3900000
1,6-HEXALACTAM [FHFI]
UBE 1022B
NSC4977
2H-AZEPIN-2-ONE,HEXAHYDRO
NSC-4977
NSC25536
STR02412
UGA29753
Tox21_202202
Tox21_300163
c0432
MFCD19226350
MSK001876
NSC-25536
NSC117393
STK378587
AKOS000119969
CM 1001
CM 1011
CM 1031
CM 1041
CS-W011258
FE31683
HY-W010542
epsilon-Caprolactam, analytical standard
NCGC00247913-01
NCGC00247913-02
NCGC00253933-01
NCGC00259751-01
1ST001876
DB-003880
DB-032192
MSK001876-1000
CM39000000
NS00008125
Caprolactam Solution in Acetone, 1000?g/mL
Caprolactam Solution in Acetone, 1000mug/mL
EN300-19667
C06593
D70254
1ST001876-1000
Q409397
F0001-0110
InChI=1/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8
203-313-2
919-537-5