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Chemical Structure| 143-07-7 Chemical Structure| 143-07-7
Chemical Structure| 143-07-7

*Storage: Sealed in dry,Room Temperature.

Lauric Acid

CAS No.: 143-07-7

Lauric acid is a saturated medium-chain fatty acid with a 12-carbon backbone. Lauric acid is found naturally in various plant and animal fats and oils, and is a major component of coconut oil and palm kernel oil.

Synonyms: Dodecanoic acid;Dodecylic acid;GT-08

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Cat. No.: A244321 Purity: 99%

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Product Details of [ 143-07-7 ]

CAS No. :143-07-7
Formula : C12H24O2
M.W : 200.32
SMILES Code : CCCCCCCCCCCC(O)=O
Synonyms :
Dodecanoic acid;Dodecylic acid;GT-08
MDL No. :MFCD00002736
InChI Key :POULHZVOKOAJMA-UHFFFAOYSA-N
Pubchem ID :3893

Safety of [ 143-07-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H318-H410
Precautionary Statements:P273-P280-P305+P351+P338+P310-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis [ 143-07-7 ]

* 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 [ 143-07-7 ]
  • Downstream synthetic route of [ 143-07-7 ]

[ 143-07-7 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 143-07-7 ]
  • [ 67-63-0 ]
  • [ 10233-13-3 ]
YieldReaction ConditionsOperation in experiment
76% With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS) In tetrahydrofuran at 110℃; Flow reactor General procedure: Lauric acid (1a) (2.01 g, 10.0 mmol) was dissolved in methanol (10 mL) and then placed in a syringe, which wasthen attached to a syringe pump. The methanol solution was fedinto a stainless steel column (inner volume: 0.53 mL, 4.0 mm i.d. © 50 mm) filled in HO-SAS (334 mg) with a flow rate of0.177 mL.min-1. The column was immersed into an oil bath(110°C). A back-pressure regulator (75 psi) was connected.The reaction mixture was collected from the outlet. The reaction mixture eluted during the first 10 min was discarded. Thereaction mixture was collected during 3 min and added n-decane as an internal standard for GC analysis. The followingportion was collected for a 30 min period in a glass flask, andsolvent was evaporated. The crude mixture was purified byflash column chromatography on SiO2 (hexane/ethyl acetate =5/1) to give 3a (1.13 g, 99percent).
72 %Chromat. at 80℃; for 6 h; General procedure: Equimolar amounts of quaternary ammonium salt (1.5 mmol) and p-toluenesulfonic acid monohydrate (Sigma-Aldrich, 98,5+percent used as received) were mixed in a screw-capped 3 ml vial. The mixture was magnetically stirred and heated to 60 °C until a clear colourless liquid was obtained (about 10 min). DES was used right after its preparation. Equimolar amounts (4.5 mmol) of acid and alcohol were added, and the resulting mixture, was heated to 60 °C (or 80 °C if specified) and magnetically stirred for the specified amount of time. Initially the reaction mixture is homogeneous and fluid, and then a heterogeneous system formed as reaction proceeded, due to insolubility of the esters produced in the DES. For the g.c. analysis further elaboration was as follows. At the end of the reaction, tbutylbenzene was added, as the internal standard, to the mixture, which was then extracted with diethyl ether. Organic layer was washed with NaHCO3, dried over Na2SO4 and analyzed by g.c.
References: [1] Chemistry Letters, 1997, # 1, p. 55 - 56.
[2] Chemical and Pharmaceutical Bulletin, 2009, vol. 57, # 7, p. 680 - 684.
[3] Bulletin of the Chemical Society of Japan, 2017, vol. 90, # 5, p. 607 - 612.
[4] Medicinal Chemistry Research, 2011, vol. 20, # 6, p. 769 - 781.
[5] Organic Preparations and Procedures International, 2005, vol. 37, # 1, p. 87 - 92.
[6] Patent: US6350896, 2002, B1, . Location in patent: Example 6.
[7] Agricultural and Biological Chemistry, 1987, vol. 51, # 8, p. 2153 - 2160.
[8] Journal of Organic Chemistry, 1959, vol. 24, p. 160,164.
[9] Synthetic Communications, 1979, vol. 9, p. 539 - 543.
[10] Tetrahedron Letters, 2012, vol. 53, # 38, p. 5151 - 5155.
  • 2
  • [ 143-07-7 ]
  • [ 111-42-2 ]
  • [ 120-40-1 ]
YieldReaction ConditionsOperation in experiment
97% at 50 - 190℃; Microwave irradiation At 50° C., 2.5 g of diethanolamine were admixed slowly with 4.6 g of molten lauric acid with stirring. After the exothermicity had abated, the ammonium salt thus obtained was exposed to microwave irradiation of 200 W in a closed cuvette with maximum cooling performance for 10 minutes. A temperature of 190° C. measured by means of an IR sensor was attained, and the pressure rose to 10 bar.The crude product contained 78percent lauric acid diethanolamide as the main component, 4.5percent water and unconverted reactants. After the reaction mixture had been dried over MgSO4 and irradiated with 200 W microwaves for another five minutes, and water of reaction and excess diethanolamine had been removed by distillation under reduced pressure, a yield of lauric acid diethanolamide of more than 97percent was obtained. The resulting coconut fatty acid diethanolamide contained about 1 molpercent of amino ester and ester amide. The Hazen color number was 120 (undiluted molten product).
References: [1] Patent: US2010/10244, 2010, A1, . Location in patent: Page/Page column 6.
[2] Journal of agricultural and food chemistry, 2001, vol. 49, # 12, p. 5761 - 5764.
[3] Journal of agricultural and food chemistry, 2001, vol. 49, # 12, p. 5761 - 5764.
[4] Organic and Biomolecular Chemistry, 2013, vol. 11, # 7, p. 1242 - 1250.
  • 3
  • [ 143-07-7 ]
  • [ 120-40-1 ]
References: [1] Patent: CN106167506, 2016, A, .
  • 4
  • [ 143-07-7 ]
  • [ 56-87-1 ]
  • [ 59409-41-5 ]
  • [ 52315-75-0 ]
References: [1] Journal of Agricultural and Food Chemistry, 2006, vol. 54, # 1, p. 72 - 78.
 

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