cis-13-Docosenoamide

cis-13-Docosenoamide Basic information
Description Reference
Product Name:cis-13-Docosenoamide
Synonyms:13-Docosenamide,(Z)-;Armid E;AKAWAX E-MICROBEADS;13-DOCOSENAMIDE;13Z-DOCOSENAMIDE;(z)-13-docosenamide;13-Docosenamide, (13Z)-;CIS-13-DOCOSENOICACIDAMIDE
CAS:112-84-5
MF:C22H43NO
MW:337.58
EINECS:204-009-2
Product Categories:Amides;Chiral Compounds;112-84-5
Mol File:112-84-5.mol
cis-13-Docosenoamide Structure
cis-13-Docosenoamide Chemical Properties
Melting point 75-85 °C 79-81 °C (lit.)
Boiling point 473.86°C (rough estimate)
density 0.9417 (rough estimate)
vapor pressure 0-0Pa at 25℃
refractive index 1.5614 (estimate)
Fp 230 °C
storage temp. -20°C
solubility Soluble in DMSO (up to at lease 40 mg/ml) or in Water (up to at least 25 mg/ml with warming)
pka16.61±0.40(Predicted)
form solid
color Off-white
Water Solubility PRACTICALLY INSOLUBLE
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyUAUDZVJPLUQNMU-KTKRTIGZSA-N
LogP8
CAS DataBase Reference112-84-5(CAS DataBase Reference)
NIST Chemistry Reference13-Docosenamide, (z)-(112-84-5)
EPA Substance Registry System13-Docosenamide, (13Z)- (112-84-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 1
HS Code 29241990
Hazardous Substances Data112-84-5(Hazardous Substances Data)
MSDS Information
ProviderLanguage
cis-13-Docosenoamide English
SigmaAldrich English
ACROS English
cis-13-Docosenoamide Usage And Synthesis
DescriptionCis-13-Docosenoamide is also known as Erucamide or Erucylamide. It is in the form of white flakes or beads. It is soluble in isopropanol, slightly soluble in alcohol and acetone.1 In industry, cis-13-docosenoamide is used in the formulations of anti-adhesive agents, lubricants, and lubricant additives to reduce their friction coefficient and to make films easier to handle.2 It is used as a standard to determine fatty acid amides in polyethylene packaging film by GC/MS.3
Reference
  1. B. van Lierop, L. Castle, A. Feigenbaum, A. Boenke, Spetra for the Identification of Additives in Food Packaging, 1998, ISBN 0-7923-4986-5
  2. https://pubchem.ncbi.nlm.nih.gov/compound/Erucylamide#section=Use-and-Manufacturing
  3. https://www.sigmaaldrich.com/catalog/product/aldrich/280577?lang=de&region=DE
Description13-Docosenamide is the amide of docosenoic acid. It was first identified in the cerebrospinal fluid of sleep-deprived cats. It has also been detected in the cerebrospinal fluid of rats and humans. 13-Docosenamide causes reduced mobility and slightly lessened awareness in rats, whereas 9-octadecenamide induces physiological sleep.
Chemical PropertiesSolid. Soluble in isopropanol; slightly soluble in alcohol and acetone. Combustible.
Uses13-Docosenamide is the amide of docosenoic acid. It was first identified in the cerebrospinal fluid of sleep-deprived cats. It has also been detected in the cerebrospinal fluid of rats and humans. 13-Docosenamide causes reduced mobility and slightly lessened awareness in rats, whereas 9-octadecenamide induces physiological sleep.[Cayman Chemical]
UsesPlastic additive 21 is a plasticizer; used in preparation of natural mineral modified degradable polymer flame-retardant composite material.
DefinitionChEBI: Erucamide is a primary fatty amide resulting from the formal condensation of the carboxy group of erucic acid with ammonia. It is commonly used as a slip additive in the plastic manufacturing industry. It has a role as a human metabolite, a rat metabolite, a mammalian metabolite, a plant metabolite and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is functionally related to an erucic acid.
General DescriptionErucamide is a migratory additive that is commonly placed in polyolefin films to reduce their coefficient of friction (COF), a good attribute for high speed packaging operations.
Flammability and ExplosibilityNonflammable
References1) Li et al. (2017), Antidepressant and anxiolytic-like behavioral effects of erucamide, a bioactive fatty acid amide, involving the hypothalamus-pituitary-adrenal axis in mice; Neurosci. Lett. 640 6
H-BETA-ALA-NH2 HCL N,N'-Ethylenebis(stearamide) Erucic Acid Docosanoic acid Oleic acid, palmitic acid amide N/A Hydrogenated tallowamine Oleamide Amines, bis(hydrogenated tallow alkyl) Tallowamine Docosanamide Oleylamine N/A Stearic acid Octadecanamide Stearin, stearic acid amide cis-13-Docosenoamide Erucyl erucamide

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