Ethyl dodecanoate

Base Information

• Chemical Name: Ethyl dodecanoate
• CAS No.: 106-33-2
• Molecular Formula: C14H28O2
• Molecular Weight: 228.375
• Hs Code.: H5(CH2)10COOCH3 MOL WT. 228.37
• European Community (EC) Number: 203-386-0
• NSC Number: 83467,8912
• UNII: F389D4MD5K
• DSSTox Substance ID: DTXSID4047044
• Nikkaji Number: J10.113C
• Wikidata: Q18023029
• NCI Thesaurus Code: C83700
• Metabolomics Workbench ID: 4109
• ChEMBL ID: CHEMBL3187842
• Mol file: 106-33-2.mol

Synonyms:ethyl laurate

Chemical Property of Ethyl dodecanoate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellowish liquid
• Vapor Pressure: 0.00744mmHg at 25°C
• Melting Point: -10 °C
• Refractive Index: 1.4305
• Boiling Point: 269 °C at 760 mmHg
• Flash Point: 118.6 °C
• Density: 0.863 g/cm³
• Storage Temp.: ?20°C
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: insoluble
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 228.208930132
• Heavy Atom Count: 16
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

EthylLaurate(EthylDodecanoate) ^*data from reagent suppliers

Safty Information:

• Safety Statements: S23:; S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)OCC
• Recent EU Clinical Trials: Randomised, double-blind, placebo-controlled dose-effect study of V0114 (2.5, 5, 7.5 and 10 mg) versus mequitazine 10 mg and placebo in the treatment of seasonal allergic rhinitis.
• Description: Ethyl laurate (also known as ethyl dodecanoate) is a kind of laurate ester formed by the esterification between ethanol and laurate. It can be used as a fruity flavoring agent. It can be found in alcoholic beverages such as wine during fermentation process. It is presented in many kinds of fruits such as apple, apricot, guava, melon, etc as well as in wheatbread, crispbread, ginger, whisky, fruit brandies and wine. Lauric acid is a common 12-carbon saturated fatty acid plentiful in coconut and other nut oils. Saturated fatty acids induce the expression of cyclooxygenase-2, an effect that is significant at 25 μM in RAW 264.7 cells, with lauric acid being the most potent of the C:8-18 fatty acids. Lauric acid ethyl ester is a more lipophilic and less toxic form of the free acid. It is one of the medium-chain fatty acid ethyl esters that is released during the anaerobic fermentation of Saccharomyces cerevisiae along with the free acid.
• Uses: Ethyl Dodecanoate is a natural food flavor ingredient, and a component of essential fatty acids.

Technology Process of Ethyl dodecanoate

There total 58 articles about Ethyl dodecanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethanol (64-17-5) + (4S)-3-(dodecanoyl)-4-benzyl-2-oxazolidinone (198649-20-6) → ethyl laurate (106-33-2) + (S)-4-Benzyl-2-oxazolidinone (90719-32-7)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 168h;

DOI:10.1055/s-2008-1072587

Reference yield: 99.0%

ethanol (64-17-5) + vinyl laurate (2146-71-6) → ethyl laurate (106-33-2)

Guidance literature:

With carbon dioxide; at 46.02 ℃; for 3.5h; under 66081.6 Torr; Reagent/catalyst; High pressure; Supercritical conditions; Green chemistry;

DOI:10.1016/j.procbio.2015.04.019

Reference yield: 99.0%

ethanol (64-17-5) + (S)-N-dodecanoyl-4-isopropyloxazolidinone (153428-19-4) → ethyl laurate (106-33-2) + (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1055/s-2008-1072587

upstream raw materials:

lauric acid

ethanol

n-dodecanoyl chloride

2-(4,5-dihydro-thiazol-2-ylsulfanyl)-dodecanoic acid ethyl ester

Downstream raw materials:

N-dodecanoylpiperidine

1,1-diphenyl-dodecane

1-hydroxy-1.1-diphenyl-dodecane

n-Undecane

Refernces

• 1、 Zhang, Xiaomin,Zhao, Yaopeng,Yang, Qihua. "PS-SO3H@phenylenesilica with yolk-double-shell nanostructures as Efficient and stable solid acid catalysts". . p. 180 - 188. Retrieved 2014.
• 2、 Li, Hua,Wu, Huazhong,Shi, Jian-Lin. "Competition balance between mesoporous self-assembly and crystallization of zeolite: A key to the formation of mesoporous zeolite". . p. 71 - 78. Retrieved 2013.
• 3、 Gao, Jinsuo,Liu, Jian,Bai, Shiyang,Wang, Peiyuan,Zhong, Hua,Yang, Qihua,Li, Can. "The nanocomposites of SO3H-hollow-nanosphere and chiral amine for asymmetric aldol reaction". . p. 8580 - 8588. Retrieved 2009.
• 4、 Solarte, Carmen,Yara-Varon, Edinson,Eras, Jordi,Torres, Merce,Balcells, Merce,Canela-Garayoa, Ramon. "Lipase activity and enantioselectivity of whole cells from a wild-type Aspergillius flavus strain". . p. 78 - 83. Retrieved 2014.
• 5、 Cruz-Estrada, Angel,Ruiz-Sánchez, Esaú,Cristóbal-Alejo, Jairo,González-Coloma, Azucena,Andrés, María Fe,Gamboa-Angulo, Marcela. "Medium-chain fatty acids from Eugenia winzerlingii leaves causing insect settling deterrent, nematicidal, and phytotoxic effects". . . Retrieved 2019.
• 6、 Yara-Varon,Eras,Torres,Villorbina,Espart,Canela-Garayoa. "Entrapment in polymeric material of resting cells of Aspergillus flavus with lipase activity. Application to the synthesis of ethyl laurate". . p. 38418 - 38424. Retrieved 2014.
• 7、 Chang, Tao,Hao, Yongjing,Jinxi, Jinxi,Kai, Kai,Panchal, Balaji,Qin, Shenjun,Sun, Yuzhuang,Zhao, Cunling,Zhao, Qiaojing,Zhu, Zheng. "Novel synthesized microporous ionic polymer applications in transesterification of Jatropha curcas seed oil with short Chain alcohol". . . Retrieved 2021.
• 8、 Zhang, Xiaomin,Zhang, Lei,Yang, Qihua. "Designed synthesis of sulfonated polystyrene/mesoporous silica hollow nanospheres as efficient solid acid catalysts". . p. 7546 - 7554. Retrieved 2014.
• 9、 Kidwai, Mazaahir,Poddar, Roona,Bhardwaj, Saurav. "Lipase-catalyzed transformations using poly(ethylene glycol) as solvent". . p. 113 - 118. Retrieved 2011.
• 10、 -. "Method for producing ester based on eco-friendly and high efficiency esterification by using base exchange of salt and the compound thereof". Paragraph 0075-0083; 0085. . Retrieved 2021/07/07.