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Cuminaldehyde

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Cuminaldehyde Basic information
Cuminaldehyde Chemical Properties
Safety Information
  • Hazard Codes Xn,Xi
  • Risk Statements 22-36/37/38
  • Safety Statements 26-36-37/39
  • WGK Germany 2
  • RTECS CU7000000
  • TSCA Yes
  • HS Code 29122900
  • ToxicityLD50 orally in rats: 1390 mg/kg (Jenner)
MSDS
Cuminaldehyde Usage And Synthesis
  • Chemical Propertiesclear colorless to yellow liquid
  • Chemical PropertiesCuminaldehyde has a strong, pungent, cumin-like odor and similar taste.
  • OccurrenceReported in a large number of essential oils, cumin, Acacia farnesiana, cinnamon, bitter orange, Mexican lime, Eucalyptus globulus, rue, boldus, Artemisia hausiliensis and others. Also reported in lemon and mandarin peel oil, cinnamon bark, anise, clove bud, cumin seed, turmeric, parsley, calabash nutmeg (Monodora myristica Dunal), angelica root, thyme, beef, brandy, grape and mastic gum fruit oil.
  • UsesCuminaldehyde is a flavoring agent that is a liquid, colorless to yellow in appearance, with a strong pungent odor resembling cumin oil. It is insoluble in water and soluble in alcohol and ether. It is obtained from cumin oil. It is also termed p-, cumaldehyde, and cuminal.
  • DefinitionChEBI: A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.
  • PreparationFrom p-isopropylbenzyl chloride and hexamethylenetetramine (Arctander, 1969).
  • Taste threshold valuesTaste characteristics at 10 ppm: spicy with green cumin and herbal nuances.
  • Safety ProfileModerately toxic by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
  • Chemical SynthesisPrepared synthetically by heating p-isopropyl benzoyl chloride with an aqueous or alcoholic hexamethylenetetraamine solution.
  • Purification MethodsA likely impurity is the benzoic acid. Check the IR for the presence of OH from CO2H, and the CO frequencies. If the acid is present, then dissolve the aldehyde in Et2O, wash it with 10% NaHCO3 until effervescence ceases, then with brine, dry over CaCl2, evaporate and distil the residual oil, preferably under vacuum. It is almost insoluble in H2O, but soluble in EtOH and Et2O. The thiosemicarbazone has m 147o after recrystallisation from aqueous EtOH, MeOH or *C6H6. [Crounse J Am Chem Soc 71 1263 1949, Bernstein et al. J Am Chem Soc 73 906 1951, Gensler & Berman J Am Chem Soc 80 4949 1958, Beilstein 7 H 318, 7 II 347, 7 III 1095, 7 IV 723.]
Cuminaldehyde Preparation Products And Raw materials
Cuminaldehyde(122-03-2)Related Product Information
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