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Chemical Structure| 1169768-30-2 Chemical Structure| 1169768-30-2

Structure of Dilinoleyl Ketone
CAS No.: 1169768-30-2

Chemical Structure| 1169768-30-2

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Product Details of [ 1169768-30-2 ]

CAS No. :1169768-30-2
Formula : C37H66O
M.W : 526.92
SMILES Code : O=C(CCCCCCCC/C=C\C/C=C\CCCCC)CCCCCCCC/C=C\C/C=C\CCCCC
MDL No. :MFCD32062844

Safety of [ 1169768-30-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1169768-30-2 ]

* 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 [ 1169768-30-2 ]

[ 1169768-30-2 ] Synthesis Path-Downstream   1~3

  • 2
  • [ 4102-60-7 ]
  • (10Z,13Z)-10,13-nonadecadienenitrile [ No CAS ]
  • [ 1169768-30-2 ]
YieldReaction ConditionsOperation in experiment
74% Synthesis of Heptatriaconta-6,9,28,31-tetraen-19-one 7To a flame dried 500 mL 2NRB flask, freshly activated Mg turnings (0.144 g, 6 mmol) were added and the flask was equipped with a magnetic stir bar and a reflux condenser. This set-up was degassed, flushed with argon and 10 mL of anhydrous ether was added to the flask via syringe. The bromide 3 (1.65 g, 5 mmol) was dissolved in anhydrous ether (10 mL) and added dropwise via syringe to the flask. An exothermic reaction was noticed (to confirm/accelerate the Grignard reagent formation, 2 mg of iodine was added and immediate decolorization was observed confirming the formation of the Grignard reagent) and the ether started refluxing. After the completion of the addition the reaction mixture was kept at 35 C. for 1 h and then cooled in ice bath. The cyanide 4 (1.38 g, 5 mmol) was dissolved in anhydrous ether (20 mL) and added dropwise to the reaction mixture with stirring. An exothermic reaction was observed and the reaction mixture was stirred overnight at ambient temperature. The reaction was quenched by adding 10 mL of acetone dropwise followed by ice cold water (60 mL). The reaction mixture was treated with aq. H2SO4 (10% by volume, 200 mL) until the solution became homogeneous and the layers were separated. The aq. phase was extracted with ether (2*100 mL). The combined ether layers were dried (Na2SO4) and concentrated to get the crude product which was purified by column (silica gel, 0-10% ether in hexanes) chromatography. The pure product fractions were evaporated to provide the pure ketone 7 as a colorless oil (2 g, 74%). 1H NMR (CDCl3, 400 MHz) delta=5.33-5.21 (m, 8H), 2.69 (t, 4H), 2.30 (t, 4H), 2.05-1.95 (m, 8H), 1.55-1.45 (m, 2H), 1.35-1.15 (m, 18H), 0.82 (t, 3H). 13C NMR (CDCl3) delta=211.90, 130.63, 130.54, 128.47, 128.41, 43.27, 33.04, 32.01, 30.93, 29.89, 29.86, 29.75, 29.74, 27.69, 26.11, 24.35, 23.06, 14.05. MS. Molecular weight calculated for C37H66O, Cal. 526.92. Found 528.02 (M+H+).
  • 3
  • [ 1169768-30-2 ]
  • [ 60827-45-4 ]
  • (S)-2,2-Dilinoleyl-4-chloromethyl-[1,3]-dioxolane [ No CAS ]
YieldReaction ConditionsOperation in experiment
7 g With toluene-4-sulfonic acid; In toluene; for 20h;Dean-Stark; Reflux; [0289] A mixture of dilinoleyl ketone (7g), <strong>[60827-45-4](S)-(+)-3-chloro-1,2-propanediol</strong> (5g), p-toluenesulfonic acid (0.05g), andtoluene (200mL) was heated to reflux for 20 hours using a Dean-Stark apparatus. The reaction mixture was cooled toroom temperature and washed with sat. sodium bicarbonate and brine. The solvent was removed under in vacuo andthe residue was purified by flash chromatography eluting with 2% ethyl acetate in hexanes. The product was isolatedas pale yellow oil (7g).
 

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