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CAS No. : | 544-63-8 | MDL No. : | MFCD00002744 |
Formula : | C14H28O2 | Boiling Point : | - |
Linear Structure Formula : | C12H25CH2COOH | InChI Key : | TUNFSRHWOTWDNC-UHFFFAOYSA-N |
M.W : | 228.37 | Pubchem ID : | 11005 |
Synonyms : |
Tetradecanoic acid;C14:0 Fatty acid;n-Tetradecan-1-oic acid;n-Tetradecanoic acid;544-63-8
|
Chemical Name : | Tetradecanoic acid |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P280-P305+P351+P338-P337+P313-P403-P501 | UN#: | N/A |
Hazard Statements: | H319 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; | 2-(tert-butoxycarbonylamino)propane-l ,3-diyl ditetradecanoate To a solution of tetradecanoic acid (1.051 g) in dichloromethane (10 mL) at 00C were added tert-butyl l,3-dihydroxypropan-2-ylcarbamate (0.40 g), 4-(dimethylamino)pyridine (0.562 g), N-methylmorpholine (1.150 mL), and l-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride (0.882 g). The mixture was stirred at room temperature overnight. The mixture was partitioned between water and dichloromethane. The aqueous layer was extracted with dichloromethane. The extract were dried over Na2SO4, filtered, and concentrated. The concentrate was purified by flash chromatography (1 :10 ethyl acetate/hexanes). MS (ESI) m/z 512.4 (M-CO2-tert-butyl+l)+. | |
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; | To a solution of tetradecanoic acid (1.051 g) in dichloromethane (10 mL) at 00C were added tert-butyl l,3-dihydroxypropan-2-ylcarbamate (0.40 g), 4-(dimethylamino)pyridine (0.562 g), N-methylmorpholine (1.150 mL), and l-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride (0.882 g). The mixture was stirred at room temperature overnight. The mixture was partitioned between water and dichloromethane. The aqueous layer was extracted with dichloromethane. The extract were <n="127"/>dried over Na2SO4, filtered, and concentrated. The concentrate was purified by flash chromatography (1 :10 ethyl acetate/hexanes). MS (ESI) m/z 512.4 (M-CO2-tert-butyl+l)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With triphenylphosphine-sulfur trioxide adduct; In neat (no solvent); at 110.0℃; for 2.0h;Green chemistry; | General procedure: In order to perform the esterification reaction, into a single-necked reaction flask, at equivalent quantities stearic acid (0.50 g, 1.76 mmol) and myristyl alcohol (0.48 g, 1.77 mmol) were added. After addition of the catalyst (5 mg), the mixture was heated with stirring in an oil bath at 110 C (bath temperature) for 2 h. Finally the reaction mixture was cooled and the obtained solid was crystallized from methanol/acetone/tetrahydrofuran to afford pure crystalline product. |