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
- Molecular Weight:
- 338.57
- MOL File:
- 112-86-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/6 16:20:44
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
Erucic Acid price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | E3385 | Erucic acid ≥99% (capillary GC) | 112-86-7 | 1G | ₹15025.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E3385 | Erucic acid ≥99% (capillary GC) | 112-86-7 | 5G | ₹38039.05 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 45629 | Erucic acid analytical standard | 112-86-7 | 1G | ₹6614.08 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 45630 | Erucic acid technical, ~90% (GC) | 112-86-7 | 1KG | ₹17157.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 45629 | Erucic acid analytical standard | 112-86-7 | 5G | ₹15241.6 | 2022-06-14 | Buy |
Erucic Acid Chemical Properties,Uses,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
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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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Godrej Industries Ltd | +919820305315 | Maharashtra, India | 41 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| SOOFI ENTERPRISES | 08048372707Ext 343 | Mumbai, India | 23 | 58 | Inquiry |
| Adani Wilmar Limited | 91-79-25556650 | Gujarat, India | 5 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Godrej Industries Limited | 91-22-25188010 | Maharashtra, India | 18 | 58 | Inquiry |
| VVF Limited | 91-22-40282000 | Maharashtra, India | 11 | 58 | Inquiry |
| Jocil Limited | +91 863 2290190 | Andhra Pradesh, India | 5 | 58 | Inquiry |
| Godrej Industries Limited, | 022-2518801 / 20 / 30 | New Delhi, India | 6 | 72 | Inquiry |
| Supplier | Advantage |
|---|---|
| Godrej Industries Ltd | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| SOOFI ENTERPRISES | 58 |
| Adani Wilmar Limited | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Godrej Industries Limited | 58 |
| VVF Limited | 58 |
| Jocil Limited | 58 |
| Godrej Industries Limited, | 72 |
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