ChemicalBook > Product Catalog > Food Additives > Food flavorings > Artificial flavor > cyclamen aldehyde
cyclamen aldehyde Chemical Properties
- Boiling point:270 °C(lit.)
- Density 0.95 g/mL at 25 °C(lit.)
- refractive index n
- FEMA 2743 | 2-METHYL-3-(P-ISOPROPYLPHENYL)PROPIONALDEHYDE
- Flash point:228 °F
- storage temp. Inert atmosphere,Room Temperature
- color Colourless liquid.
- OdorPowerful floral-green with a characteristic cucumber-melon note used in floral types.
- JECFA Number1465
- CAS DataBase Reference103-95-7(CAS DataBase Reference)
- EPA Substance Registry SystemBenzenepropanal, .alpha.-methyl-4-(1-methylethyl)- (103-95-7)
cyclamen aldehyde 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 cyclamen aldehyde:
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 cyclamen aldehyde enolacetate, which is hydrolyzed to aldehyde:
Uses. Cyclamen aldehyde 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.
- UsesCyclamen Aldehyde is a very powerful, floral, green note used in many perfumery applications to blend into fresh, floral, green or ozonic/marine accords. It is an ingredient with growing use and importance in helping to build replacement accords for materials disappearing from the Perfumers’ palette. Cyclamen has good overall stability except in extremes of pH. It has good tenacity and substantivity and represents very good value for money in new creations.
- 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.
cyclamen aldehyde Preparation Products And Raw materials
- Phenylpropyl aldehyde Loxoprofen sodium RARECHEM AQ BC 9085 Loxoprofen RARECHEM AL BI 0264 AKOS B029667 AKOS B000951 1-[2-(4-ISOPROPYLPHENYL)CYCLOPROPYL]-1-ETHANONE Lily aldehyde batridene RARECHEM DK HD C009 ETHYL 2-(2-(4-TERT-BUTYLPHENYL)CYCLOPROPANECARBOXAMIDO)-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE RARECHEM AL BE 0264 1-[6-HYDROXY-4-(4-ISOPROPYLPHENYL)-3,6-DIMETHYL-4,5,6,7-TETRAHYDRO-2H-INDAZOL-5-YL]ETHANONE ETHYL 6-HYDROXY-4-(4-ISOPROPYLPHENYL)-2-PHENYL-4,5-DIHYDRO-5-PYRIMIDINECARBOXYLATE RARECHEM AL BI 0307 2-(4-TERT-BUTYL-PHENYL)-CYCLOPROPANECARBOXYLIC ACID 1-[6-HYDROXY-4-(4-ISOPROPYLPHENYL)-3,6-DIMETHYL-4,5,6,7-TETRAHYDRO-2,1-BENZISOXAZOL-5-YL]ETHANONE
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