Methyl linoleate - ≥99%(GC) , CAS No.112-63-0

CAS: 112-63-0 Cat. No.: M102820 Peso molecular: 294.47 Beilstein Registry Number: 1727610 Número EC: 203-993-0
Disponible para pedir
GRADE & PURITY ≥99%(GC)
Synonyms
(9Z,12Z)-9,12-Octadecadienoic acid methyl ester | EINECS 203-993-0 | L0078 | Methyl (Z,Z)-9,12-octadecadienoate | Q27137420 | Telfairic Acid methyl ester | (9Z,12Z)-Methyl octadeca-9,12-dienoate | (9Z,12Z)methyl octadeca-9,12-dienoate | FEMA NO. 3411, MET
Storage
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
M102820-1ml
1
11,90US$
5ml
M102820-5ml
2
29,90US$
25ml
M102820-25ml
2
79,90US$
100ml
M102820-100ml
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
159,90US$
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Why this grade

≥99%(GC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 36 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

It is more easily oxidized than conjugated methyl linoleate. Methyl linoleate may be used as a model compound in oxidation/peroxidation assays to evaluate the anti-peroxidation activity of fullerenes, ellagitannins and other natural products. For instance, the oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo.
The oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo.

Specifications

Sinónimos
(9Z, 12Z)-9, 12-Octadecadienoic acid methyl ester | EINECS 203-993-0 | L0078 | Methyl (Z, Z)-9, 12-octadecadienoate | Q27137420 | Telfairic Acid methyl ester | (9Z, 12Z)-Methyl octadeca-9, 12-dienoate | (9Z, 12Z)methyl octadeca-9, 12-dienoate | FEMA NO. 3411, MET
Especificaciones y pureza
≥99%(GC)
Mecanismos bioquímicos y fisiológicos
Methyl linoleate may be used as a model compound in oxidation/peroxidation assays to evaluate the anti-peroxidation activity of fullerenes, ellagitannins and other natural products.
Condiciones de almacenamiento de almacenamiento
Store at -20°C, Argon charged
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Pureza
≥99%(GC)
Nombres e identificadores
Sonrisas canónicasCCCCCC=CCC=CCCCCCCCC(=O)OC
IUPAC Namemethyl (9Z,12Z)-octadeca-9,12-dienoate
InChIKeyWTTJVINHCBCLGX-NQLNTKRDSA-N
INCHI1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-
Isómeros SMILES CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC
WGK Alemania 1
Peso molecular 294.47
Beilstein 1727610
Reaxy-Rn 1727613
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727613&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClaseFatty Acyls
SubclassLineolic acids and derivatives
Intermediate Tree Nodes Not available
Direct ParentLineolic acids and derivatives
Alternative Parents Fatty acid methyl esters  Methyl esters  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents Octadecanoid - Fatty acid methyl ester - Fatty acid ester - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
DescripciónThis compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
External Descriptors fatty acid methyl ester
Estructura 3D
Modelo de Estructura Química Interactiva





Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

20 results found

Lot NumberCertificate TypeFechaArticulo
I2512327Certificate of AnalysisSep 15, 2025 M102820
I2512326Certificate of AnalysisSep 15, 2025 M102820
I2512325Certificate of AnalysisSep 15, 2025 M102820
I2512323Certificate of AnalysisSep 15, 2025 M102820
D2616106Certificate of AnalysisSep 15, 2025 M102820
A2409369Certificate of AnalysisJan 13, 2024 M102820
F2511066Certificate of AnalysisJan 13, 2024 M102820
A2409373Certificate of AnalysisJan 13, 2024 M102820
A2409372Certificate of AnalysisJan 13, 2024 M102820
A2409371Certificate of AnalysisJan 13, 2024 M102820
A2409370Certificate of AnalysisJan 13, 2024 M102820
A2409368Certificate of AnalysisJan 13, 2024 M102820
I2315230Certificate of AnalysisOct 08, 2023 M102820
I2315231Certificate of AnalysisOct 08, 2023 M102820
I2304240Certificate of AnalysisSep 11, 2023 M102820
I2304275Certificate of AnalysisSep 11, 2023 M102820
F23171073Certificate of AnalysisJun 28, 2023 M102820
F23171074Certificate of AnalysisJun 28, 2023 M102820
E2312436Certificate of AnalysisMay 30, 2023 M102820
E2312442Certificate of AnalysisMay 30, 2023 M102820

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Propiedades químicas y físicas
SolubilidadSolubility in water: insoluble Solubility in other solvents: miscible with DMF, fat solvents, oils
SensibilidadAir sensitive.Light sensitive.Heat sensitive
Índice de refracción1.462
Punto de inflamación (°F)235.4 °F
Punto de inflamación (°C)113 °C
Punto de ebullición (°C)192℃/4mmHg
Punto de fusión (°C)-35°C
Peso molecular294.500 g/mol
XLogP36.900
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Exact Mass294.256 Da
Monoisotopic Mass294.256 Da
Topological Polar Surface Area26.300 Ų
Heavy Atom Count21
Formal Charge0
Complexity279.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Hongxu Lu, Yanxia Liu, Wenyue Shen, Yang Zhou, Xiangwei Ma, Shibo Sun, Xiaoying Dong, Fengyun Ji, Huiyan Tong, Jianqiang Xu, Gaohong He, Weiping Xu.  (2023)  Yeast enrichment facilitated lipid removal and bioconversion by black soldier fly larvae in the food waste treatment.  WASTE MANAGEMENT,      [PMID:37172516] [10.1016/j.wasman.2023.04.003]
2. Siyu Pan, Jun Yan, Xu Peng, Zhou Xu, Qi Zeng, Zhonghui Wang, Minzhong Zhao, Yi Chen.  (2023)  Y-Shaping All Components in Waste Cooking Oil-Derived Epoxidized Fatty Acid Methyl Esters toward a Leaching-Resistant Bioplasticizer.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.2c06142]
3. Yuan Xue, Xueling Zhao, Hong Yuan, Hui Li.  (2022)  Oxidation reaction mechanism of hydrothermal carbon microspheres with applications to transesterification after sulfonation.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  98  (1): (66-76).  [PMID:] [10.1002/jctb.7225]
4. Xiangying Yu, Xiaochun Chen, Yuting Li, Lin Li.  (2022)  Effect of Drying Methods on Volatile Compounds of Citrus reticulata Ponkan and Chachi Peels as Characterized by GC-MS and GC-IMS.  Foods,  11  (17): (2662).  [PMID:36076849] [10.3390/foods11172662]
5. Jie Cheng, Hao Qin, Hongye Cheng, Zhen Song, Zhiwen Qi, Kai Sundmacher.  (2022)  Rational Screening of Deep Eutectic Solvents for the Direct Extraction of α-Tocopherol from Deodorized Distillates.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.2c01992]
6. Yi-Tong Wang, Xiao-Man Wang, Di Gao, Fu-Ping Wang, Ya-Nan Zeng, Jun-Guo Li, Li-Qun Jiang, Qing Yu, Rui Ji, Le-Le Kang, Ya-Jun Wang, Zhen Fang.  (2022)  Efficient production of biodiesel at low temperature using highly active bifunctional Na-Fe-Ca nanocatalyst from blast furnace waste.  FUEL,      [PMID:] [10.1016/j.fuel.2022.124168]
7. Xiao-Man Wang, Ya-Nan Zeng, Li-Qun Jiang, Yi-Tong Wang, Jun-Guo Li, Le-Le Kang, Rui Ji, Di Gao, Fu-Ping Wang, Qing Yu, Ya-Jun Wang, Ai-Min Ji, Zhen Fang.  (2022)  Highly stable NaFeO2-Fe3O4 composite catalyst from blast furnace dust for efficient production of biodiesel at low temperature.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2022.114937]
8. Yi-Tong Wang, Di Gao, Jie Yang, Ya-Nan Zeng, Jun-Guo Li, Ya-Jun Wang, Xiao-Man Wang, Fu-Ping Wang, Qing Yu, Tian-Ji Liu, Shuang Cai, Zhen Fang.  (2021)  Highly stable heterogeneous catalysts from electric furnace dust for biodiesel production: Optimization, performance and reaction kinetics.  CATALYSIS TODAY,      [PMID:] [10.1016/j.cattod.2021.12.013]
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10. Qian Wang, Meiling Ge, Xuan Guo, Zhijun Li, Agen Huang, Fu Yang, Rong Guo.  (2021)  Hydrophobic poly(ionic liquid)s as “two-handed weapons”: Maximizing lipase catalytic efficiency in transesterification of soybean oil toward biodiesel.  APPLIED CATALYSIS A-GENERAL,      [PMID:] [10.1016/j.apcata.2021.118350]
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12. Hua-Ming Xiao, Shuai Zhao, Ru-Ting Fan, Dilshad Hussain, Xian Wang.  (2021)  Simultaneous determination of short-chain fatty alcohols in aged oil and biodiesels by stable isotope labeling assisted liquid chromatography-mass spectrometry.  TALANTA,      [PMID:33838765] [10.1016/j.talanta.2021.122223]
13. Dongren Cai, Guowu Zhan, Jingran Xiao, Shu-Feng Zhou, Ting Qiu.  (2020)  Design and synthesis of novel amphipathic ionic liquids for biodiesel production from soapberry oil.  RENEWABLE ENERGY,      [PMID:] [10.1016/j.renene.2020.12.051]
14. Xiao-Hui Yao, Yu-Shi Shen, Run-Ze Hu, Ming Xu, Jia-Xing Huang, Chen-Xi He, Fu-Liang Cao, Yu-Jie Fu, Dong-Yang Zhang, Wei-Guo Zhao, Li Liu, Tao Chen.  (2020)  The antioxidant activity and composition of the seed oil of mulberry cultivars.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2020.100709]
15. Gui-Lin Hu, Ya Gao, Xing-Rong Peng, Jun-Hong Liu, Hai-Guo Su, Yan-Jie Huang, Ming-Hua Qiu.  (2020)  Lactam ent-Kaurane Diterpene: A New Class of Diterpenoids Present in Roasted Beans of Coffea arabica.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:32348136] [10.1021/acs.jafc.9b08149]
16. Anlian Zhu, Wanlu Feng, Zhiyong Li, Shuang Cheng, Qianhan Chen, Dongshuang Fan, Yuanyang Guo, Lingjun Li, Jianji Wang.  (2020)  Cleaner enzymatic production of biodiesel with easy separation procedures triggered by a biocompatible hydrophilic ionic liquid.  GREEN CHEMISTRY,  22  (6): (1944-1951).  [PMID:] [10.1039/C9GC03796A]
17. Nisakorn Saengprachum, Dongren Cai, Mantian Li, Ling Li, Xiaocheng Lin, Ting Qiu.  (2019)  Acidic chitosan membrane as an efficient catalyst for biodiesel production from oleic acid.  RENEWABLE ENERGY,      [PMID:] [10.1016/j.renene.2019.05.101]
18. Dongren Cai, Yiwei Xie, Ling Li, Jieyong Ren, Xiaocheng Lin, Ting Qiu.  (2018)  Design and synthesis of novel Brønsted-Lewis acidic ionic liquid and its application in biodiesel production from soapberry oil.  ENERGY CONVERSION AND MANAGEMENT,      [PMID:] [10.1016/j.enconman.2018.04.036]
19. Huang Zhongping, Qiu Ruofeng, Huang Yilei, Liu Huijun, Pan Zaifa, Wang Lili.  (2018)  Rapid Analysis of Fatty Acid Composition in Polysorbate 80 by Gas Chromatography with On-line Pyrolytic Methylation Technique.  CHROMATOGRAPHIA,  81  (4): (669-675).  [PMID:] [10.1007/s10337-018-3488-2]
20. Senan Ahmed M., Zhang Sicheng, Qin Shuhao, Chen Zhuqi, Yin Guochuan.  (2017)  Transformation of Methyl Linoleate to its Conjugated Derivatives with Simple Pd(OAc)2/Lewis Acid Catalyst.  JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY,  94  (12): (1481-1489).  [PMID:] [10.1007/s11746-017-3052-5]
21. Weiwei Cheng, Guoqin Liu, Xinqi Liu.  (2017)  Effects of Fe3+ and Antioxidants on Glycidyl Ester Formation in Plant Oil at High Temperature and Their Influencing Mechanisms.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:28464610] [10.1021/acs.jafc.7b00858]
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25. Xin-Yu Liu, Wen-Zhu Wang, Song-Po Yao, Xue-Ying Li, Rui-Min Han, Dangquan Zhang, Zhijun Zhao, Yapei Wang, Jian-Ping Zhang.  (2024)  Antioxidation Activity Enhancement by Intramolecular Hydrogen Bond and Non-Browning Mechanism of Active Ingredients in Rosemary: Carnosic Acid and Carnosol.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:39073136] [10.1021/acs.jpcb.4c02949]
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