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Chemical Structure| 873-94-9
Chemical Structure| 873-94-9
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CAS No. :873-94-9 MDL No. :MFCD00019466
Formula : C9H16O Boiling Point : -
Linear Structure Formula :- InChI Key :POSWICCRDBKBMH-UHFFFAOYSA-N
M.W : 140.22 Pubchem ID :13398
Synonyms :

Safety of [ 873-94-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P280-P305+P351+P338 UN#:1760
Hazard Statements:H227-H315-H318-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 873-94-9 ]

* 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 [ 873-94-9 ]
  • Downstream synthetic route of [ 873-94-9 ]

[ 873-94-9 ] Synthesis Path-Upstream   1~43

  • 1
  • [ 78-59-1 ]
  • [ 873-94-9 ]
YieldReaction ConditionsOperation in experiment
94% With hydrogen In ethanol at 20℃; for 2.5 h; General procedure: In a typical reaction, 0.015 g of catalyst and 2 mmol of the reactant were taken in 10 mL of ethanol under hydrogen atmosphere. The reaction was monitored by thin-layer chromatography (TLC). After complete disappearance of the starting material, the catalyst was separated by simple filtration and the solvent was removed under reduced pressure to obtain the pure product.
86 %Chromat. With C135H237N27O45Si9; hydrogen In water at 25℃; for 26 h; General procedure: PtNPs were freshly prepared in a Schlenk flask in an aqueous solution (1.2.10-3 M in Pt), and 100 equiv of the substrate were added. The Schlenk flask was filled with H2 and the solution was allowed to stir at 25 °C. After respectively, for the isophorone and the (R)-(+)-pulegone, 26 and 50 h, the mixture is analyzed by gas chromatography (injector temperature, 250 °C; split injection mode; carrier gas, nitrogen at 1 mL min-1; initial oven temperature, 60 °C, 1 min; rate, 10 °C min-1; final temperature, 250 °C, 2 min; detector, 300 °C; solvent, diethyl ether). The retention times were found to be approx. 8 min for the isophorone and 7 min for the corresponding hydrogenated product. refText
100 %Chromat. With sodium tetrahydroborate; 5 mol % Pd/C; acetic acid In toluene at 20℃; for 6 h; Inert atmosphere General procedure: A 25 mL round-bottomed flask with stir bar is flushed with inert gas and charged with Pd/C catalyst (2.5 mol percent), the substrate (1 mmol), tert-butylbenzene (internal standard, 1 mmol), and 5 mL of toluene. The flask is clamped over a magnetic stirrer, and the contents are stirred. Acetic acid (2 mmol) is added in a single portion via pipette. Powdered NaBH4 (4 mmol) is added in a single portion directly to the stirring heterogeneous solution (Note: Addition of the NaBH4 causes the rapid evolution of small hydrogen gas bubbles. Avoid open flames). The contents of the reaction flask are left to stir in the open air at room temperature for 1 h. Workup is conducted by quenching the reaction mixture with several mLs of 0.1 M HCl until no further hydrogen evolution is observed. The solution is then made basic using NaHCO3 and the organic portion is extracted after the addition of diethyl ether. The organic layer is then dried with MgSO4 and then filtered through glass wool or celite. Reactions are analyzed by GC/MS.
99.2 %Chromat. at 80 - 100℃; for 1.2 h; Autoclave Embodiment 1
In 1L autoclave 600g isophorone was added, 6g supported catalyst (dry weight), stirring paddle speed 350r/min, at 80-100 °C introducing hydrogen to a total pressure of 1.6MPa, the reaction was finished after 1.2h, obtaining 3,3,5-trimethylcyclohexanone. Analysis by Gas Chromatography, the product 3,3,5-trimethylcyclohexanone content is 99.2percent.

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  • 2
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YieldReaction ConditionsOperation in experiment
90%
Stage #1: With ammonium tungstate In water at 20℃; for 0.25 h; Green chemistry
Stage #2: With dihydrogen peroxide In water at 70℃; for 11 h; Green chemistry
General procedure: Firstly, GO (0.01 g) was added into water (3 mL) and the mixturecould generate the stable colloidal suspensions under a mild ultrasonictreatment. Afterwards, the alcohol (2 mmol) and (NH4)5H5[H2(WO4)6](0.03 mmol, M=1602) were added. The mixture was stirred for 15 min atroom temperature. Subsequently, hydrogen peroxide (30 wtpercent, 8 mmol)was added dropwise and the mixture was heated to 70°C until thereaction was fully completed (monitored by TLC). After the reactioncompleted, GO could be readily separated from the mixtures bycentrifugation, and then ethyl acetate was added to the mixture to extract organic constituents. Finally, the organic extracts were concentratedunder reduced pressure and purified by column chromatography.
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  • 3
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  • 7
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  • 8
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  • 11
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  • 12
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  • 17
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  • 18
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  • 22
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  • 24
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  • 30
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