Laurolactam (HCID 13690)

Überblick

Laurolactam is a keratan 6'-sulfate and an azamacrocycle.

Namen und Bezeichner

Bevorzugter Name: Laurolactam
IUPAC: azacyclotridecan-2-one
Englischer Name: NYLON 12
Summenformel: C36H69N3O3X2
Molmasse: 197.32

Namen und Synonyme

Azacyclotridecan-2-one947-04-6LaurolactamLauryl lactamDodecyllactamLaurinolactamLaurin lactamomega-LaurolactamCYCLODODECALACTAMDodecanolactam2-Oxo-dodecamethylenimine1-Aza-2-cyclotridecanone

Weitere Namen anzeigen

Polyamide12NYLON 12 ISO 9001：2015 REACHNtylon-12POLYLAURYLLACTAMLauryl lactam, homopolymerazacyclotridecan-2-one,homopolymerAzacyclotridecane-2-one,homopolymer

omega-Dodecalactamomega-DodecanolactamDodecanoic acid, 12-amino-, lactamDTXSID1027344UB8VFC953GNSC-77100DTXCID107344RefChem:7697

Datenbank-Bezeichner

CAS: 25038-74-8、947-04-6
PubChem CID: 13690
DTXSID: DTXSID1027344
ChEMBL: CHEMBL3181948
ChEBI: CHEBI:172332
UNII: UB8VFC953G
EC Number: 213-424-8
Nikkaji: J12.504K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,8
Polarare Oberfläche (TPSA): 29,1 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 14
Formalladung: 0
Komplexität: 156

Experimentelle und physikochemische Eigenschaften

PolymersPlastics & Rubber -> Other Monomers

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

SolubilityVIRTUALLY INSOL IN WATER

Vapor Pressure0.00000731 [mmHg]

Food Contact Substances · 2 Einträge

FCS -> FDA Cumulative Estimated Daily Intake (CEDI)

FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physical Description · 2 Einträge

Dry Powder; Large Crystals

Solid; [eChemPortal: SIDSUNEP] Very faintly beige crystalline lumps; [MSDSonline]

Physikochemische Eigenschaften

Schmelzpunkt: 176 °C · 176 °C
Dichte: 1.01 g/mL · 1.01 g/mL at 25 °C(lit.)
Aggregatzustand: pellets
Kosmetik-Inhaltsstoffe Funktionen: BULKINGVISCOSITY CONTROLLINGOPACIFYING
LogP: 3.123 · 3.123 (est)
EPA chemische Informationen: -2 · Azacyclotridecan-2-one, homopolymer (25038-74-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 96.6% (115 of 119) of all reports.

Not Classified

Aggregated GHS information provided per 119 reports by companies from 2 notifications to the ECHA C&L Inventory.

Warning

H371: May cause damage to organs [Warning Specific target organ toxicity, single exposure]

P260, P264, P270, P273, P308+P316, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Azacyclotridecan-2-one

Azacyclotridecan-2-one is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Azacyclotridecan-2-one are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 12-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13738

Hazards SummaryMay cause irritation; [MSDSonline] See Caprolactam.

Hazard Classes and Categories · 2 Einträge

Not Classified

Specific target organ toxicity - Single exposure - Category 2 (central nervous system, digestive system)

Toxikologische Informationen

Non-Human Toxicity Excerpts · 2 Einträge

ALL THE THIOLACTAMS STUDIED CAUSED CLONIC AND TONIC CONVULSIONS IN MICE A FEW SEC AFTER IP ADMIN. THE VARIATION IN THE ACUTE BASAL TOXICITY OF THE THIOLACTAMS WAS MAINLY DUE TO THE CHANGE IN THE LIPOHYDROPHILIC CHARACTER. THE DIPOLE MOMENT APPEARS TO PLAY A SIGNIFICANT ROLE IN DETERMINING THE CONVULSANT ACTIVITY IN THE TOXICITY OF THIOLACTAMS, LACTAMS, & GAMMA-THIOBUTYROLACTONE.

FOR LACTAMS WITH SMALL RING SIZE, CNS STIMULATION APPEARED TO BE DOMINANT IN MICE THAT WERE INJECTED IP WITH A SERIES OF LOGARITHMIC DOSES (30, 100, 300, AND 1000 MG/KG (GROUPS OF 6 ANIMALS, 3 MALES & 3 FEMALES). 2-AZACYCLOTRIDECANONE CAUSED TREMBLING AT 500 MG/KG IN 6/6 MICE.

Sicherheitsdaten

wgk: 3
tsca: TSCA listed

Chemie und Industrie

Verwendung und Herstellung

UsesUsed as a monomer for the polymerization of polyamide; [eChemPortal: SIDSUNEP]

U.S. Production2023: 8,500,000 - <25,000,000 lb

Industry UsesMonomers

General Manufacturing Information · 2 Einträge

Plastics Product Manufacturing

Azacyclotridecan-2-one: ACTIVE

Anwendungen

Verwendennylon 12 is a bulking and opacifying agent that provides good feel and good elasticity to moisturizers and makeup preparations, including foundations. nylon 12 reduces oiliness. It is a polyamide derivative of acid 12-aminododecanioic.

Darstellung · 1 Eintrag

synthetischeNylon 12 is produced by heating dodecyl lactam at about 300°C in the presence of aqueous phosphoric acid. The polymerization of dodecyllactam does not involve an equilibrium reaction (unlike the polymerization of caprolactam) and hence an almost quantitative yield of polymer is obtained and the removal of low molecular weight material is unnecessary.