Dodecanoyl chloride
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Grundinformationen
- CAS
112-16-3- Standard-SMILES
CCCCCCCCCCCC(=O)Cl- InChIKey
NQGIJDNPUZEBRU-UHFFFAOYSA-N- Summenformel
- C12H23ClO
- Durchschnittliche Molmasse
- 218,76 g/mol
- Monoisotopische Masse
- 218,143743
Namen und Bezeichner
- Bevorzugter Name
- Dodecanoyl chloride
- IUPAC
- dodecanoyl chloride
- Englischer Name
- Lauroyl chloride
- Summenformel
- C12H23ClO
- Molmasse
- 218.76
Namen und Synonyme
Lauroyl chlorideDODECANOYL CHLORIDE112-16-3Lauric acid chloriden-Dodecanoyl chlorideLauroylchlorideDodecanoic acid, chlorideDTXSID5044368MFCD000007401,3-dimethyl-1-methylazourea9LHL10777IUNII-9LHL10777I
Weitere Namen anzeigen
LACLLauric chlorideDodecanoyl chloridLauroyl chloride,98%Lauroyl chloride 98%Lauroyl Chloride >
dodecanoylchlorideDodecanoic Acid Chloride; Lauric Acid Chloride; n-Dodecanoyl ChlorideHSDB 5567EINECS 203-941-7Lauric acid, chlorideAI3-52409Lauroyl chloride, 98%EC 203-941-7
Datenbank-Bezeichner
- CAS
112-16-3- PubChem CID
- 8166
- DTXSID
DTXSID5044368- ChEMBL
CHEMBL3561663- UNII
- 9LHL10777I
- EC Number
- 203-941-7
- Nikkaji
- J96.190F
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 5,2
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 134
Experimentelle und physikochemische Eigenschaften
Color/FormWATER-WHITE LIQUID
SolubilitySOL IN ETHER
Boiling Point145 °C @ 18 MM HG
Melting Point-17 °C
Refractive IndexINDEX OF REFRACTION: 1.4458 @ 20 °C/D
Physical Description
Liquid
Water white liquid; [HSDB] Colorless liquid; [MSDSonline]
Other Experimental PropertiesDECOMP IN WATER, ALCOHOL
Physikochemische Eigenschaften
- Schmelzpunkt
- -17 °C · -17 °C
- Siedepunkt
- 134 · 134-137 °C/11 mmHg (lit.)
- Dichte
- 0.946 g/mL · 0.946 g/mL at 25 °C (lit.)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H290 (17.2%): May be corrosive to metals [Warning Corrosive to Metals]；H314 (99.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H317 (56.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H318 (57%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P234, P260, P261, P264, P264+P265, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P333+P317, P362+P364, P363, P390, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 186 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: Dodecanoyl chloride
Dodecanoyl chloride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanoyl chloride 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: Cease Manufacture Update: 07-10-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/1369；Status: Active Update: 13-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14344
Lauroyl chloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Dodecanoyl chloride: Human health tier I assessment；IMAP assessments - Dodecanoyl chloride: Environment tier I assessment
Chemie und Industrie
Verwendung und Herstellung
Uses
Used as a surfactant, polymerization initiator, anti-enzyme agent, and foaming agent; Also used to make lauroyl peroxide, sodium n-lauroyl sarcosinate, and other sarcosinates; [HSDB]
SURFACTANT, POLYMERIZATION INITIATOR, ANTIENZYME AGENT, FOAMER
IN SYNTHESIS OF LAUROYL PEROXIDE, SODIUM N-LAUROYL SARCOSINATE AND OTHER SARCOSINATES
U.S. Production2023: 1,000,000 - <2,500,000 lb；2022: 1,000,000 - <2,500,000 lb；2021: 1,000,000 - <2,500,000 lb；2020: 1,000,000 - <2,500,000 lb
Industry UsesIntermediate
General Manufacturing Information
Oil and Gas Drilling, Extraction, and Support activities；All Other Chemical Product and Preparation Manufacturing
Dodecanoyl chloride: ACTIVE
Anwendungen
VerwendenLauroyl chloride is used as tailoring agent for chemical modification of nanocelluloses of different length, nanofibrillated cellulose and cellulose nanocrystals and in the preparation of acylated collagen with water solubility and better surface activity. It is also employed as organic low-friction boundary lubricant in the preparation of novel polyvinyl alcohol hydrogel.It is used in the synthesis of hemicellulose-based hydrophobic biomaterials.
Darstellung
synthetischeLauroyl chloride is synthesized by the reaction of lauric acid with thionyl chloride. Reaction: The flask was charged with lauric acid 1330 (200 g, 1.0 mol) and catalyst (imidazole, 2-methyl imidazole, 2.0 mol% based on the acid), and the mixture was heated with stirring to 90 C°. The stirred mixture was maintained at 90 C° for 1 h, at which time gaseous phosgene was introduced below the surface of the liquid at such a rate as to maintain a gentle phosgene reflux from the deflamator. Phosgene addition was regulated and calculated with the aid of a tubular flowmeter. The reaction was continued, generally within the temperature range 80–100 C°, until hydrogen chloride was no longer evolved (cessation of heat generation at the top of the water scrubber). The phosgene feed was stopped and the reaction mixture was kept at 85–95 C° with gentle phosgene reflux from the deflamator until the evolution of carbon dioxide had ceased (30–60 min, as evidenced by cessation of the gas entering at the base of the scrubber column). Occasionally, additional phosgene was required during this period to maintain phosgene reflux and to complete the reaction. Following complete reaction, the deflamator was replaced by a 10-in. (25 cm) glass helix packed distillation column fitted with a total reflux head, and dissolved phosgene was removed from the stirred reaction product by purging with dry nitrogen at 90 C° for 2 h. The product was distilled at 10 mmHg as a single fraction. Yield: 91–94.5% of lauroyl chloride.
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