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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE

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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Basic information
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Chemical Properties
Safety Information
  • Hazard Codes Xi
  • Risk Statements 38
  • Safety Statements 26-36
  • WGK Germany 2
  • RTECS MW4900000
  • HS Code 29122990
  • ToxicityThe acute oral LD50 value in rats was reported as 3*81 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964).
MSDS
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Usage And Synthesis
  • Description2-Methyl-3-(p-isopropylphenyl) propionaldehyde has a strong, flowery odor. May be prepared by condensation of cuminic aldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst.
  • Chemical Properties2-Methyl-3-(p-isopropylphenyl)-propionaldehyde has a strong, flowery odor
  • Chemical PropertiesThe commercially available racemate is a colorless to yellowish liquid with an intense floral odor reminiscent of Cyclamen europaeum (cyclamen, sowbread).
    Production. Two main processes are used for the industrial synthesis of cyclamenaldehyde:
    1) Alkaline condensation of 4-isopropylbenzaldehyde and propanal results, via the aldol, in the formation of 2-methyl-3-(4-isopropylphenyl)-2-propenal. The unsaturated aldehyde is hydrogenated selectively to the saturated aldehyde in the presence of potassium acetate and a suitable catalyst, such as palladium–alumina:
    2) Friedel–Crafts reaction of isopropylbenzene and 2-methylpropenal diacetate (methacrolein diacetate) in the presence of titanium tetrachloride/boron trifluoride etherate gives cyclamenaldehyde enolacetate, which is hydrolyzed to aldehyde:
    Uses. Cyclamenaldehyde is an important component for obtaining special blossomnotes in perfume compositions, particularly the cyclamen type. Because of its fresh, floral aspect, it is also used as the top note in many other blossomfragrances.
  • OccurrenceReported found in nutmeg and starfruit.
  • PreparationBy condensation of cuminic aldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst
  • Safety ProfileModerately toxic by ingestion. A human skin irritant. See also ALDEHYDES. When heated to decomposition it emits acrid smoke and irritating fumes.
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Preparation Products And Raw materials
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