Erucamide
Erucamide Basic information
- Product Name:
- Erucamide
- 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
Erucamide 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)
- Flash point:
- 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)
- form
- solid
- pka
- 16.61±0.40(Predicted)
- color
- Off-white
- Water Solubility
- PRACTICALLY INSOLUBLE
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- InChIKey
- UAUDZVJPLUQNMU-KTKRTIGZSA-N
- LogP
- 8
- CAS DataBase Reference
- 112-84-5(CAS DataBase Reference)
- NIST Chemistry Reference
- 13-Docosenamide, (z)-(112-84-5)
- EPA Substance Registry System
- 13-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 Data
- 112-84-5(Hazardous Substances Data)
MSDS
- Language:English Provider:cis-13-Docosenoamide
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
Erucamide Usage And Synthesis
Description
Erucamide is also known as 13-Docosenamide 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
Chemical Properties
Erucamide is a fatty acid amide derived from erucic acid, which is found in vegetable oil. It is a odorless waxy solid that can dissolve in isopropanol and has low solubility in alcohol and acetone. It is also combustible. Its molecular structure consists of a long unsaturated C22 chain and a polar amine group, which gives it strong surface polarity, a high melting point, and good thermal stability. Because of these properties, it finds extensive applications in industries such as plastics, rubber, printing, and machinery.
Uses
Erucamide is primarily used as a polymer additive, with plastic additive 21 is a plasticizer; used in preparation of natural mineral modified degradable polymer flame-retardant composite material.
Preparation
Erucamide is prepared by reaction of erucic acid with anhydrous ammonia. The reaction of erucic acid with anhydrous ammonia is as follows: C22H42O2 + NH3 → C22H43NO2.
Definition
ChEBI: 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 Description
Erucamide 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.
Biological Activity
13-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.
References
[1] MIAO-MIAO LI . Antidepressant and anxiolytic-like behavioral effects of erucamide, a bioactive fatty acid amide, involving the hypothalamus–pituitary–adrenal axis in mice[J]. Neuroscience Letters, 2017, 640: Pages 6-12. DOI:10.1016/j.neulet.2016.12.072.
[2] LIEROP B V, CASTLE L, FEIGENBAUM A, et al. Spectra for the Identification of Additives in Food Packaging[C]. 1998: 0. DOI:10.1007/978-94-011-5222-8.
[3] https://pubchem.ncbi.nlm.nih.gov/compound/Erucylamide#section=Use-and-Manufacturing
[4] https://www.sigmaaldrich.com/catalog/product/aldrich/280577?lang=de®ion=DE
[5] I. QUIJADA-GARRIDO. Desorption of Erucamide Vapor in Vacuum from Erucamide/Isotactic Polypropylene Films 1[J]. Macromolecules, 1996, 29 27: 8791-8797. DOI:10.1021/ma961065i.
Erucamide Preparation Products And Raw materials
Raw materials
Preparation Products
ErucamideSupplier
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Erucamide(112-84-5)Related Product Information
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- Octadecanamide
- Stearic acid
- N/A
- Oleylamine
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- Tallowamine
- Amines, bis(hydrogenated tallow alkyl)
- Oleamide
- Hydrogenated tallowamine
- N/A
- Oleic acid, palmitic acid amide
- Docosanoic acid
- N,N'-Ethylenebis(stearamide)
- H-BETA-ALA-NH2 HCL
- Erucic Acid
- Erucamide