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Chemical Structure| 90-24-4 Chemical Structure| 90-24-4
Chemical Structure| 90-24-4

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Xanthoxylin is a naturally occuring phenolic ketone (C10H12O4) present in plants such as the Brazilian plant Sebastiania schottiana, possessing cytotoxic and fungicidal effect.

Synonyms: Xanthoxyline; Brevifolin

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Product Details of Xanthoxylin

CAS No. :90-24-4
Formula : C10H12O4
M.W : 196.20
SMILES Code : CC(C1=C(OC)C=C(OC)C=C1O)=O
Synonyms :
Xanthoxyline; Brevifolin
MDL No. :MFCD00017243
InChI Key :FBUBVLUPUDBFME-UHFFFAOYSA-N
Pubchem ID :66654

Safety of Xanthoxylin

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

Application In Synthesis of Xanthoxylin

* 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 [ 90-24-4 ]

[ 90-24-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 90-24-4 ]
  • [ 1202-25-1 ]
  • 1-(4-Dimethylamino-phenyl)-3-(2-hydroxy-4,6-dimethoxy-phenyl)-propane-1,3-dione [ No CAS ]
  • 2
  • [ 90-24-4 ]
  • [ 38226-86-7 ]
  • 3
  • [ 90-24-4 ]
  • [ 28090-12-2 ]
  • 2’,4’-dimethoxy-6’-hydroxy-4-O-isopentenylchalcone [ No CAS ]
YieldReaction ConditionsOperation in experiment
66.6% With potassium hydroxide; In methanol; for 72h; 2,4-Dimethoxy-6-hydroxy-acetophenone (compound 3a) (0.65g, 3.30mmol), 4-O-isopentenylbenzaldehyde (compound 5d) (0.62g, 3.28mmol), KOH (0.76g, 13.6mmol) in 7.6ml methanol was added, and the color of the reaction liquid became clear and slightly yellowish. React for 3d, pour into 100ml ice water, add 1M HCl to adjust the pH to 1, add ethyl acetate for extraction, wash twice with water and once with saturated brine. Dry overnight with anhydrous sodium sulfate. Separation by silica gel column chromatography (petroleum ether: ethyl acetate (V: V) = 10:1) yielded a yellow solid, which was dried under vacuum at 35C for 15 hours to obtain 0.81 g of product with a yield of 66.6%.
 

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