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Chemical Structure| 5779-72-6 Chemical Structure| 5779-72-6

Structure of 5779-72-6

Chemical Structure| 5779-72-6

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Product Details of [ 5779-72-6 ]

CAS No. :5779-72-6
Formula : C10H12O
M.W : 148.20
SMILES Code : O=CC1=CC(C)=C(C)C=C1C
MDL No. :MFCD00017713
InChI Key :LROJZZICACKNJL-UHFFFAOYSA-N
Pubchem ID :22013

Safety of [ 5779-72-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 5779-72-6 ]

* 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 [ 5779-72-6 ]

[ 5779-72-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5469-19-2 ]
  • [ 68-12-2 ]
  • [ 5779-72-6 ]
YieldReaction ConditionsOperation in experiment
85% Bromo-2,4,5-trimethyl-benzene (1) (10.00 g, 50.23 mmol) was added into a two-necked flask. The reaction vessel was degassed and refilled with nitrogen three times and then 120 mL of distilled THF was added. The flask was cooled to -78 C and n-butyllithium (25.00 mL, 2.40 M in hexane) was added dropwise. After stirring at -78 C for 2 h, 7.80 mL of dimethyl formamide was added dropwise. The mixture was allowed to react for another 6 h at -78 C and was then warmed to room temperature.Saturated NH4C1 aqueous solution was added to quench the reaction. The mixture was extracted with dichloromethane (DCM). The organic layer was separated, washed with deionized water and brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography using hexanelDCM (5/1, v/v) as eluent. 6.30 g of 2,4,5-trimethyl-benzenaldehyde (2) was obtained as white powder in 85.0% yield. 2 (2.00 g, 13.50 mmol) and zinc dust (2.65 g, 40.50 mmol) were added into a two-necked flask with a reflux condenser. The reaction vessel was degassed and refilled with nitrogen three times and then 100 mL of THF was added into the flask. The mixture was cooled to -78 C and TiC14 (2.23 mL, 20.25 mmol) was added dropwise by syringe. The mixture was slowly warmed to room temperature. After stifling for 1 h, the mixture was refluxed for another 24 h. The reaction was quenched with 4% aqueous HC1 solution and filtered. The mixture was extracted with DCM. The organic layer was collected, washed with deionized water and brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography using hexane/DCM (5/1, v/v) as eluent. 1.43 g of DPE-TM was obtained as white powder in 80.3% yield.
  • 2
  • [ 5779-72-6 ]
  • [ 5469-19-2 ]
  • [ 871896-64-9 ]
 

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