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Chemical Structure| 544-63-8 Chemical Structure| 544-63-8
Chemical Structure| 544-63-8

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Myristic Acid is a saturated fatty acid found in milk fat and coconut oil, with anti-inflammatory and antibacterial properties, showing potential therapeutic effects for various chronic inflammatory diseases.It also exerts anti-inflammatory activity through the NF-κB pathway. Myristic acid has antibacterial, anti-inflammatory, and analgesic effects.

Synonyms: Tetradecanoic acid; C14:0 Fatty acid; n-Tetradecan-1-oic acid

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Product Details of Myristic Acid

CAS No. :544-63-8
Formula : C14H28O2
M.W : 228.37
SMILES Code : CCCCCCCCCCCCCC(O)=O
Synonyms :
Tetradecanoic acid; C14:0 Fatty acid; n-Tetradecan-1-oic acid
MDL No. :MFCD00002744
InChI Key :TUNFSRHWOTWDNC-UHFFFAOYSA-N
Pubchem ID :11005

Safety of Myristic Acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319
Precautionary Statements:P264-P280-P305+P351+P338-P337+P313-P403-P501

Application In Synthesis of Myristic Acid

* 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.

  • Downstream synthetic route of [ 544-63-8 ]

[ 544-63-8 ] Synthesis Path-Downstream   1~9

  • 3
  • [ 125414-41-7 ]
  • [ 544-63-8 ]
  • [ 1192259-70-3 ]
YieldReaction ConditionsOperation 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)+.
  • 4
  • [ 623-57-4 ]
  • [ 544-63-8 ]
  • [ 1352945-48-2 ]
  • 5
  • [ 35661-60-0 ]
  • [ 86123-10-6 ]
  • [ 544-63-8 ]
  • [ 125238-99-5 ]
  • N-α-(9-fluorenylmethyloxycarbonyl)-N-γ-tert-butyloxycarbonyl-D-2,4-diaminobutyric acid [ No CAS ]
  • C55H100N14O9 [ No CAS ]
  • 6
  • [ 35661-60-0 ]
  • [ 86123-10-6 ]
  • [ 544-63-8 ]
  • [ 125238-99-5 ]
  • N-α-(9-fluorenylmethyloxycarbonyl)-N-γ-tert-butyloxycarbonyl-D-2,4-diaminobutyric acid [ No CAS ]
  • C75H131N13O18 [ No CAS ]
  • 7
  • [ 56-86-0 ]
  • [ 57-10-3 ]
  • [ 616-45-5 ]
  • [ 3470-99-3 ]
  • [ 591-81-1 ]
  • [ 544-63-8 ]
  • [ 629-54-9 ]
  • 8
  • [ 50584-68-4 ]
  • [ 544-63-8 ]
  • panthenyl monomyristate [ No CAS ]
  • 9
  • [ 112-92-5 ]
  • [ 544-63-8 ]
  • [ 3234-81-9 ]
YieldReaction ConditionsOperation 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.
 

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