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Chemical Structure| 111-82-0 Chemical Structure| 111-82-0
Chemical Structure| 111-82-0

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Methyl Laurate is a 12-carbon saturated fatty acid, an esterification product of lauric acid, commonly used in fragrances and analytical applications.

Synonyms: Methyl dodecanoate; C12:0 Methyl ester

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Product Details of Methyl Laurate

CAS No. :111-82-0
Formula : C13H26O2
M.W : 214.34
SMILES Code : CCCCCCCCCCCC(OC)=O
Synonyms :
Methyl dodecanoate; C12:0 Methyl ester
MDL No. :MFCD00008966
InChI Key :UQDUPQYQJKYHQI-UHFFFAOYSA-N
Pubchem ID :8139

Safety of Methyl Laurate

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H319-H372-H410
Precautionary Statements:P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330
Class:9
UN#:3082
Packing Group:

Application In Synthesis of Methyl Laurate

* 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.

  • Upstream synthesis route of [ 111-82-0 ]
  • Downstream synthetic route of [ 111-82-0 ]

[ 111-82-0 ] Synthesis Path-Upstream   1~3

  • 1
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  • [ 67-63-0 ]
  • [ 10233-13-3 ]
References: [1] Chemistry Letters, 1997, # 1, p. 55 - 56.
  • 2
  • [ 111-82-0 ]
  • [ 111-42-2 ]
  • [ 120-40-1 ]
YieldReaction ConditionsOperation in experiment
85% at 100℃; for 5 h; The raw materials fatty acidmethyl ester and diethanolamine (moleratio: 1:1.1)were mixed and reacted at 100 °C for 5 h. NaOH was used asa catalyst with mass concentration of 0.5 wtpercent. After the reaction, the solution was concentrated in rotary evaporator. After drying, the fatty acid alkanolamide is obtained. The yield is 85percent.
84.24% at 110℃; for 5 h; A mixture of 21.43 g of methyl laurate (CnH23C00CH3, 0.1 mol) and 11.04 g of diethanolamine (0.105 mol) were mixed in a three-necked flask equipped with a magnetic rotor, a condenser and a thermometer, and 0.20 g of sodium hydroxide The total mass of the total reactants was 0.62percent). The flask was heated to 110 ° C in an oil bath. After stirring for 5 h, the flask was steam dried and cooled to give 24.21 g of lauric acid alkanolamide in a yield of 84.24percent.
References: [1] New Journal of Chemistry, 2015, vol. 39, # 9, p. 7097 - 7104.
[2] RSC Advances, 2016, vol. 6, # 61, p. 55800 - 55808.
[3] Journal of Molecular Liquids, 2016, vol. 223, p. 68 - 74.
[4] Patent: CN103805155, 2016, B, . Location in patent: Paragraph 0040; 0041.
[5] Journal of agricultural and food chemistry, 2001, vol. 49, # 12, p. 5761 - 5764.
  • 3
  • [ 111-82-0 ]
  • [ 59409-41-5 ]
  • [ 52315-75-0 ]
YieldReaction ConditionsOperation in experiment
32% at 80℃; for 54 h; Inert atmosphere General procedure: Commercially available ionized liquid tetrabutylphosphonium glycinate (Gly-TBP, manufactured by Katayama Pharmaceutical Co., Ltd., colorless transparent liquid, moisture content: 0.11 mass percent) was used as the component (A).In a high purity argon atmosphere, Lau-OMe was added to 1 kg of the above Gly-TBP so that the amount of methyl laurate (Lau-OMe, Wako Pure Chemical Industries, Ltd.) was 500 mmol (Gly-TBP: Lau-OMe molar ratio = 6: 1). After thorough stirring of the obtained solution, it was confirmed that the whole solution became homogeneous, and then the reaction was started by heating to 60 ° C. while stirring in a water bath. Each time-lapse sample was analyzed by HPLC to confirm formation of N-acylamino acid (N-lauroylglycine). After 86 hours, the yield of N-acylamino acid (N-lauroylglycine) was about 82percent
References: [1] Patent: JP6011999, 2016, B2, . Location in patent: Paragraph 0024; 0026; 0027; 0029.
 

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