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C22:1 Erucic Acid is employed to enhance the flexibility and durability of plastics.
C22:1 Erucic Acid is incorporated into skincare formulations for its moisturizing properties.
C22:1 Erucic Acid is used in cosmetic products to improve texture and stability.
CAS Number: 112-86-7
EC Number: 204-011-3
IUPAC Name: (13Z)-Docos-13-enoic acid
Chemical Formula: C₂₂H₄₂O₂
Molecular Weight: 338.57 g/mol
SYNONYMS:
(13Z)-Docos-13-enoic acid, C22:1 (Lipid numbers), cis-13-Docosenoic acid, (13Z)-Docos-13-enoic acid, C22:1ω9, cis-13-Docosenoic acid, (Z)-13-Docosenoic acid, Brassidic acid (trans isomer), ERUCIC ACID, (Z)-Docos-13-enoic acid, 112-86-7, cis-13-Docosenoic acid, 13-Docosenoic acid, (Z)-, 13-cis-Docosenoic acid, Hystrene 2290, 13Z-docosenoic acid, 13-Docosenoic acid, (13Z)-, Prifrac 2990, cis-erucic acid, Z-13-Docosenoic acid, 13-Docosenoic acid, (Z)-13-Docosenoic acid, delta13-cis-Docosenoic acid, delta13:14-Docosenoic acid, (13Z)-13-Docosenoic acid, Erucasaeure, CHEBI:28792, cis-eruic acid, HSDB 5015, (13Z)-Docosenoic acid, NSC 6814, EINECS 204-011-3, C22:1n-9, (13Z)-docos-13-enoic acid, .delta.13-cis-Docosenoic acid, Erucic acid, 85%, UNII-075441GMF2, docos-13c-enoic acid, AI3-18180, 22:1omega9, NSC-6814, 13(Z)-Docosenoic Acid, MFCD00063188, NOURACID RE 07, 075441GMF2, JARIC 22:1, cis-Delta(13)-docosenoic acid, DTXSID8026931, FA 22:1, (Z)-13-docosenoate, 22:1(N-9), 1072-39-5, docosensaure, erucasaure, NSC6814, 13-docosenoate, 13-Docosensaure, C22-fatty acid, cis-13-Docosenoate, Edenor C 22 Eruca, Docosensaure, 13-cic, Edenor U 122, Prifac 2990, Cis 13-docosaenoic Acid, Erucic acid, >=99%, delta 13-cis-Docosenoate, delta.13-cis-Docosenoate, Cis-docos-13-enoic Acid, ERUCIC ACID [MI], (Z)-Docos-13-enoicacid, (13Z)-13-Docosenoate, ERUCIC ACID [HSDB], SCHEMBL5987, 13-Docosenoic acid, (Z), C22:1,n-9 cis, delta 13-cis-Docosenoic acid, delta.13-cis-Docosenoic acid, Docosenoic acid, 13-(Z)-, Fatty Acid 22:1 n-9 cis, Fatty Acid cis 22:1 n-9, DTXCID706931, CHEMBL1173380, Erucic acid, analytical standard, HY-N7109A, (13Z)-13-Docosenoic acid #, 13-DOCOSENsaure (ALTSTOFF), HMS3649F15, ALBB-036629, HY-N7109, 13-DOCOSENSAEURE (ALTSTOFF), Tox21_200242, BDBM50463967, LMFA01030089, AKOS015961814, DELTA 13:14-DOCOSENOIC ACID, Erucic acid, >=99% (capillary GC), Erucic acid, technical, ~90% (GC), 13-docosenoic acid (ACD/Name 4.0), CCG-267904, DELTA(13)-CIS-DOCOSENOIC ACID, NCGC00166073-01, NCGC00166073-02, NCGC00166073-04, NCGC00257796-01, CAS-112-86-7, DA-73188, FA(22:1(13Z)), 22:1 n-9, CS-0014094, CS-0203830, D0965, NS00005003, S5383, C08316, F17010, Q413531, SR-01000946653, ERUCIC ACID (CONSTITUENT OF BORAGE SEED OIL), SR-01000946653-1, 084C86E4-C0FF-45E5-9F1D-09913C9193BE, 13-Docosenoic acid, (Z)-, (13Z)-Docosenoic acid, (Z)-13-Docosenoic acid, (Z)-Erucic acid, 13(Z)-Docosenoic acid, 13-cis-Docosenoic acid, Erucic acid, , Jaric 22:1, cis-13-Docosenoic acid, cis-13-Erucic acid, -delta-13-cis-Docosenoic acid
C22:1 Erucic Acid is a monounsaturated omega-9 fatty acid with a 22-carbon chain and a cis double bond at the 13th carbon.
C22:1 Erucic Acid 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.
C22:1 Erucic Acid is a docosenoic acid having a cis- double bond at C-13.
C22:1 Erucic Acid is a conjugate acid of an erucate.
C22:1 Erucic Acid has been reported in Sinapis alba, Borago officinalis, and other organisms with data available.
C22:1 Erucic Acid is a monounsaturated very long-chain fatty acid with a 22-carbon backbone and a single double bond originating from the 9th position from the methyl end, with the double bond in the cis- configuration.
C22:1 Erucic Acid (cis-13-docosenoic acid/C22:1) is a monounsaturated omega-9 fatty acid of 22 carbon atoms, naturally found in rapeseed and mustard oil.
So, low C22:1 Erucic Acid-containing rapeseed oil, aka canola oil, has been used as edible oil and high C22:1 Erucic Acid rapeseed is cultivated for industrial purposes.
C22:1 Erucic Acid is a monounsaturated omega-9 fatty acid, denoted 22:1ω9.
C22:1 Erucic Acid has the chemical formula: CH3(CH2)7CH=CH(CH2)11CO2H.
C22:1 Erucic Acid is prevalent in wallflower seed and other plants in the family Brassicaceae, with a reported content of 20 to 54% in high C22:1 Erucic Acid rapeseed oil and 42% in mustard oil.
C22:1 Erucic Acid is also known as cis-13-docosenoic acid and the trans isomer is known as brassidic acid.
Food-grade rapeseed oil (also known as canola oil, rapeseed 00 oil, low C22:1 Erucic Acid rapeseed oil, LEAR oil, and rapeseed canola-equivalent oil) is regulated to a maximum of 2% C22:1 Erucic Acid by weight in the US and Europe.
Unlock the immense potential of C22:1 Erucic Acid (C22:1), a monounsaturated fatty acid known for its versatile application in industries as diverse as cosmetics and industrial manufacturing.
C22:1 Erucic Acid, primarily obtained from rapeseed, mustard, or wallflower seeds, is a superior ingredient bringing unique benefits to your products.
In the realm of cosmetics and personal care, C22:1 Erucic Acid’s emollient properties come to the fore.
C22:1 Erucic Acid moisturizes and conditions skin, forming an essential ingredient in a range of skincare products. Hair care products, too, tap into its conditioning prowess, resulting in improved hair texture and sheen.
C22:1 Erucic Acid is a type of fat that comes from plants like canola seeds.
C22:1 Erucic Acid belongs to a big family of fats called fatty acids, which are important for our bodies.
C22:1 Erucic Acid is made up of special building blocks called carbon atoms, and it has a specific structure that sets it apart from other fats.
USES and APPLICATIONS of C22:1 ERUCIC ACID:
C22:1 Erucic Acid is a widely used fatty acid in surfactants, lubricant and polymer industries.
Due to the potential applications, C22:1 Erucic Acid derivatives, such as erucamide, erucate esters, erucyl alcohol have immense commercial value.
C22:1 Erucic Acid is a precursor to brassylic acid, a C13-dicarboxylic acid that is used to make specialty polyamides and polyesters.
The conversion entails ozonolysis, which selectively cleaves the C=C bond in C22:1 Erucic Acid:
CH3(CH2)7CHdCH(CH2)11CO2H + O3 + 0.5 O2 -> CH3(CH2)7CO2H + HO2C(CH2)11CO2H
Amides of C22:1 Erucic Acid are used as lubricants and surfactants.
Hydrogenation of C22:1 Erucic Acid gives behenyl alcohol, CH3(CH2)21OH, a pour point depressant (enabling liquids to flow at a lower temperature), and silver behenate, for use in photography.
Industrial manufacturing benefits from the unique properties of C22:1 Erucic Acid.
Its superior lubricity makes C22:1 Erucic Acid ideal for use in high-performance lubricants, contributing to increased machinery efficiency.
The biofuel sector values C22:1 Erucic Acid for its high energy content and suitability in the formulation of biodiesel.
Additionally, C22:1 Erucic Acid's effectiveness as a slip agent leads to smoother, better-performing plastics.
In the pharmaceutical industry, C22:1 Erucic Acid’s potential as a drug manufacturing component is being explored.
The chemical industry, meanwhile, leverages C22:1 Erucic Acid's characteristics in the creation of effective plasticizers.
When we eat foods that contain C22:1 Erucic Acid, our bodies can use it in different ways to help us stay healthy.
-Industrial Applications of C22:1 Erucic Acid:
*Production of Brassylic Acid:
C22:1 Erucic Acid serves as a precursor to brassylic acid, a dicarboxylic acid used in the manufacture of specialty polyamides and polyesters.
*Lubricants and Surfactants:
Amides derived from C22:1 Erucic Acid are utilized as lubricants and surfactants in various industrial processes.
*Plasticizers:
C22:1 Erucic Acid is employed to enhance the flexibility and durability of plastics.
-Cosmetic and Personal Care Products uses of C22:1 Erucic Acid:
*Emollient:
C22:1 Erucic Acid is incorporated into skincare formulations for its moisturizing properties.
*Stabilizer:
C22:1 Erucic Acid is used in cosmetic products to improve texture and stability.
-Food Industry uses of C22:1 Erucic Acid:
*Natural Occurrence:
C22:1 Erucic Acid is found in oils such as rapeseed (canola), mustard, and wallflower seed oils.
*Regulations:
Due to potential health concerns, the content of C22:1 Erucic Acid in food-grade oils is regulated to a maximum of 2% by weight in the United States and Europe.
BENEFITS OF C22:1 ERUCIC ACID:
✅ Sustainable Industrial Applications:
C22:1 Erucic Acid is used in the production of biodegradable lubricants, surfactants, and plasticizers as an eco-friendly alternative to synthetic chemicals.
C22:1 Erucic Acid helps reduce dependence on petroleum-based products by providing a plant-based alternative.
✅ Enhances Lubrication and Reduces Wear:
High molecular weight and low volatility make C22:1 Erucic Acid an ideal lubricant in high-performance engines and industrial machinery.
C22:1 Erucic Acid reduces friction and wear in mechanical components, extending their lifespan.
✅ Essential for High-Performance Polymers:
C22:1 Erucic Acid is used in the synthesis of nylon and specialty plastics for automotive, aerospace, and textile applications.
✅ Cosmetic and Skincare Benefits:
C22:1 Erucic Acid acts as an emollient in lotions, creams, and hair conditioners, helping to moisturize and soften the skin.
C22:1 Erucic Acid provides a smooth texture in cosmetic formulations like lipsticks and balms.
✅ Potential in Biofuel Production:
C22:1 Erucic Acid can be processed into bio-based diesel fuels, offering a renewable alternative to fossil fuels.
C22:1 Erucic Acid rduces carbon emissions when used in biofuels compared to traditional diesel.
CHARACTERISTICS OF C22:1 ERUCIC ACID:
*Long-Chain Monounsaturated Fatty Acid:
C22:1 Erucic Acid is a 22-carbon fatty acid with a single double bond at the 13th carbon position.
*Hydrophobic and Non-Polar:
Like other fatty acids, C22:1 Erucic Acid does not mix with water, making it useful in industrial applications.
*High Thermal Stability:
Resistant to oxidation and thermal degradation, making C22:1 Erucic Acidvaluable in high-temperature applications like lubricants.
*Waxy Solid at Room Temperature:
Unlike shorter-chain unsaturated fatty acids, C22:1 Erucic Acid has a higher melting point and remains solid at room temperature.
*Naturally Occurring:
Found in significant amounts in mustard seed oil, rapeseed oil (non-canola varieties), and wallflower seed oil.
*Industrial and Biodegradable:
C22:1 Erucic Acid is used as a sustainable alternative to petroleum-based ingredients in lubricants, surfactants, and biopolymers.
HEALTH BENEFITS OF C22:1 ERUCIC ACID:
C22:1 Erucic Acid, also known as C22:1, is like a superhero for your body.
C22:1 Erucic Acid helps keep your heart healthy by lowering bad cholesterol levels and reducing the risk of heart disease.
This nutrient works behind the scenes to support your brain function and improve nerve communication throughout your body.
When you have enough C22:1 Erucic Acid in your system, it can help fight inflammation which is linked to diseases like arthritis. It's great for keeping our skin soft and supple too!
This amazing nutrient interacts with different parts of our bodies such as the heart, brain, nerves, joints (for arthritis, and even our skin!
So make sure you're getting enough C22:1 Erucic Acid to keep all these important areas happy and healthy.
C22:1 ERUCIC ACID HELPS:
C22:1 Erucic Acid has been shown to help with
1. Heart disease
2. High cholesterol levels
3. Inflammation
4. Arthritis
5. Autoimmune diseases
6. Skin disorders
C22:1 ERUCIC ACID IS GOOD:
C22:1 Erucic Acid is good for body parts;
1. Brain
2. Heart
3. Liver
SORUCES OF C22:1 ERUCIC ACID:
The name erucic means "of or pertaining to Eruca", which is a genus of flowering plants in the family Brassicaceae.
The genus includes colewort (E. sativa), which today is better known as arugula (US) or rocket (UK).
C22:1 Erucic Acid is produced naturally (together with other fatty acids) across a great range of green plants, but especially so in members of the genus Brassica.
For industrial purposes and production of C22:1 Erucic Acid, rapeseed is used; for food purposes a 'low-C22:1 Erucic Acid rapeseed' (LEAR) has been developed (canola), which contains fats derived from oleic acid instead of C22:1 Erucic Acid.
BIOCHEMISTRY OF C22:1 ERUCIC ACID:
C22:1 Erucic Acid is produced by elongation of oleic acid via oleoyl-coenzyme A and malonyl-CoA.
C22:1 Erucic Acid is broken down into shorter-chain fatty acids in the human liver by the long-chain acyl CoA dehydrogenase enzyme.
PHYSICAL and CHEMICAL PROPERTIES of C22:1 ERUCIC ACID:
Chemical formula: C22H42O2
Molar mass: 338.576 g·mol−1
Appearance: White waxy solid
Density: 0.860 g/cm3
Melting point: 33.8 °C (92.8 °F; 306.9 K)
Boiling point: 381.5 °C (718.7 °F; 654.6 K) (decomposes)
Solubility in water: Insoluble
Solubility in methanol and ethanol: Soluble
Chemical Formula: C₂₂H₄₂O₂
Molecular Weight: 338.57 g/mol
IUPAC Name: (13Z)-Docos-13-enoic acid
CAS Number: 112-86-7
EC Number: 204-011-3
Appearance: White waxy solid
Density: 0.860 g/cm³
Melting Point: 33.8°C
Boiling Point: 381.5°C (decomposes)
Solubility: Insoluble in water; soluble in organic solvents such as methanol and ethanol
Molecular Weight: 338.6 g/mol
XLogP3: 8.7
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 19
Exact Mass: 338.318480578 Da
Monoisotopic Mass: 338.318480578 Da
Topological Polar Surface Area: 37.3 Ų
Heavy Atom Count: 24
Formal Charge: 0
Complexity: 284
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Linear Formula: CH3(CH2)7CH=CH(CH2)11COOH
CAS Number: 112-86-7
Molecular Weight: 338.57
Beilstein: 1728049
EC Number: 204-011-3
MDL number: MFCD00063188
UNSPSC Code: 12352100
PubChem Substance ID: 57650471
NACRES: NA.22
Formula: C22 H42 O2
Mass: 338.57
IUPAC name: (Z)-docos-13-enoic acid
Physical state: crystalline
Color: white
Odor: No data available
Melting point/freezing point: Melting point/range: 28 - 32 °C - lit.
Initial boiling point and boiling range: 358 °C at 533 hPa - lit.
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: 113 °C - closed cup
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity: Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility: No data available
Partition coefficient: n-octanol/water: No data available
Vapor pressure: No data available
Density: No data available
Relative density: No data available
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information: No data available
FIRST AID MEASURES of C22:1 ERUCIC ACID:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available
ACCIDENTAL RELEASE MEASURES of C22:1 ERUCIC ACID:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of C22:1 ERUCIC ACID:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
EXPOSURE CONTROLS/PERSONAL PROTECTION of C22:1 ERUCIC ACID:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of C22:1 ERUCIC ACID:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
STABILITY and REACTIVITY of C22:1 ERUCIC ACID:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
-Possibility of hazardous reactions:
No data available
