Erucic Acid
- Product Name
- Erucic Acid
- CAS No.
- 112-86-7
- Chemical Name
- Erucic Acid
- Synonyms
- CIS-13-DOCOSENOIC ACID;DOCOSENOIC ACID;13-DOCOSENOIC ACID;Erucic;Pellitorin;13(Z)-DOCOSENOIC ACID;(Z)-13-DOCOSENOIC ACID;Nsc6814;AI3-19560;Erucasαure
- CBNumber
- CB1208647
- Molecular Formula
- C22H42O2
- Formula Weight
- 338.57
- MOL File
- 112-86-7.mol
Erucic Acid Property
- Melting point:
- 28-32 °C (lit.)
- Boiling point:
- 358 °C/400 mmHg (lit.)
- Density
- 0,86 g/cm3
- refractive index
- nD45 1.4534; nD65 1.44794
- Flash point:
- 265°C/15mm
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 4.78±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- Merck
- 14,3674
- BRN
- 1728049
- LogP
- 9.459 (est)
- CAS DataBase Reference
- 112-86-7(CAS DataBase Reference)
- NIST Chemistry Reference
- Erucic acid(112-86-7)
- EPA Substance Registry System
- 13-Docosenoic acid, (13Z)- (112-86-7)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 1
- RTECS
- JR1280000
- F
- 10-23
- TSCA
- Yes
- HS Code
- 29161900
- Hazardous Substances Data
- 112-86-7(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 45629
- Product name
- Erucic acid
- Purity
- analytical standard
- Packaging
- 1g
- Price
- $71.4
- Updated
- 2024/03/01
- Product number
- 45630
- Product name
- Erucic acid
- Purity
- technical, ~90% (GC)
- Packaging
- 1kg
- Price
- $699
- Updated
- 2024/03/01
- Product number
- 45629
- Product name
- Erucic acid
- Purity
- analytical standard
- Packaging
- 5G
- Price
- $287
- Updated
- 2024/03/01
- Product number
- D0965
- Product name
- Erucic Acid
- Purity
- >85.0%(GC)
- Packaging
- 25g
- Price
- $23
- Updated
- 2024/03/01
- Product number
- D0965
- Product name
- Erucic Acid
- Purity
- >85.0%(GC)
- Packaging
- 100g
- Price
- $60
- Updated
- 2024/03/01
Erucic Acid Chemical Properties,Usage,Production
Description
Erucic acid also known as cis-13-Docosenoic acid is a monounsaturated omega-9 fatty acid. It occurs at high concentrations mainly in the seeds of species of the Brassicaceae (e.g. rape seed or mustard seed, and seeds from vegetable crops such as kales, cabbages and turnips).
High-erucic acid oils are used either directly as lubricants (e.g. in the manufacture of rubber additives) or in formulations. They are used as spinning lubricants in the textile, steel, and shipping industries; as cutting, metal-forming, rolling, fabricating, and drilling oils; and as marine lubes. Erucic acid can also be oxidatively cleaved to brassylic acid for use in the production of polyesters. The oxidative cleavage of erucic acid can be performed via ozonolysis or by reaction with hydrogen peroxide in the presence of an inorganic oxide catalyst. Erucic acid can be used to prepare useful nitrogen derivatives: behenyl amine is used in a corrosion inhibitor; disubstituted amides are effective plasticizers and erucamide is an excellent slip and antiblocking agent for plastic films.
Chemical Properties
Erucic acid is a monounsaturated omega-9 fatty acid, denoted 22:1ω9. It has the formula CH3(CH2)7CH=CH(CH2)11COOH. Colorless needle crystal. Melting point 33.5°C, boiling point 381.5°C (decomposition), 358°C (53.3kPa), 265°C (2.0kPa), relative density 0.86 (55°C), refractive index 1.4534 (45°C). Erucic acid is highly soluble in ether and soluble in ethanol and methanol, but it is insoluble in water. It is commonly found in wallflower seeds, accounting for 4.1% of rapeseed oil, and makes up 42% of mustard oil.
Uses
13(Z)-Docosenoic acid is a 22-carbon monounsaturated fatty acid. It is found predominantly in canola oil. 13(Z)-Docosenoic acid is metabolized to oleic acid in vivo. Diets rich in 13(Z)-docosenoic acid were shown to cause heart lipidosis in experimental animals. The C-1 amide of docosenoic acid has been identified as one of the anandamide-related neurotransmitters associated with sleep.
Uses
Erucic acid has many of the same uses as mineral oils, but it is more readily biodegradable than some. It has limited ability to polymerize and dry for use in oil paints. Like other fatty acids, it can be converted into surfactants or lubricants, and can be used as a precursor to bio-diesel fuel.
Derivatives of erucic acid have many further uses, such as behenyl alcohol ( CH3(CH2)21OH ) , a pour point depressant (enabling liquids to flow at a lower temperature), and silver behenate, for use in photography. It is also used as an ingredient in appetite suppressants.
Definition
ChEBI: Erucic acid is a docosenoic acid having a cis- double bond at C-13. It is found particularly in brassicas - it is a major component of mustard and rapeseed oils and is produced by broccoli, Brussels sprouts, kale, and wallflowers. It is a long-chain alcohol that acts as an inhibitor of fatty acid oxidation in the heart.
Biotechnological Applications
Erucic acid is produced by elongation of oleic acid via oleoylcoenzyme A and malonyl- CoA. Erucic acid is broken down into shorter- chain fatty acids in the human liver by the long - chain Acyl CoA dehydrogenase enzyme.
Purification Methods
Crystallise erucic acid from MeOH. [Beilstein 2 IV 1676.]
References
[1] J.M. Vargas-Lopez, D. Wiesenborna, K. Tostenson , L. Cihacek (1999) Processing of Crambe for Oil and Isolation of Erucic Acid, JAOCS, 76, 801-809 DOI:10.1007/S11746-999-0069-4
[2] H. J. Nieschlag, I. A. Wolff (1971) Industrial uses of high erucic oils, JAOCS, 48, 723-727 DOI:10.1007/BF02638529
[3] Erucic Acid (22:1n-9) in Fish Feed, Farmed, and Wild Fish and Seafood Products DOI:10.3390/nu10101443
[4] Erucic acid--an inhibitor of fatty acid oxidation in the heart. DOI:10.1016/0005-2760(72)90130-0
[5] Purification-of-Laboratory-Chemicals
[6] Christophersen, B. & Bremer, J.: BBA-Lipid. Lipid Met., 280, 506 (1972); Ecke, W., et al.: Theor. Appl. Gen., 91, 972 (1995); Metz, J., et al.: Plant Phys., 122, 635 (2000)
Erucic Acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Erucic Acid manufacturers
- Product
- cis-13-Docosenoic acid 112-86-7
- Price
- US $70.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-05-27
- Product
- Erucic Acid 112-86-7
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-05-27
- Product
- Erucic Acid 112-86-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-31