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Cyclamen aldehyde

Cyclamen aldehyde is a fragrance molecule which has been used in soaps, detergents, lotions, and perfumes since the 1920s.[1] It was granted generally recognized as safe (GRAS) status by Flavor and Extract Manufacturers Association (FEMA) in 1965 and is approved by the Food and Drug Administration for food use in the United States. The Council of Europe (1970) included cyclamen aldehyde in the list of admissible artificial flavoring substances, at a level of 1 ppm.

Cyclamen aldehyde
Names
IUPAC name
3-(4-Isopropylphenyl)-2-methylpropanal
Other names
Cyclamal; 2-Methyl-3-(p-isopropylphenyl)propionaldehyde; 3-(4-Isopropylphenyl)-2-methylpropanal; alpha-Methyl-p-isopropylcinnamaldehyde
Identifiers
  • 103-95-7
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL3183483
ChemSpider
  • 451801
ECHA InfoCard 100.002.874
EC Number
  • 203-161-7
  • 517827
UNII
  • 4U37UX0E1E Y
  • DTXSID2044769
  • InChI=1S/C13H18O/c1-10(2)13-6-4-12(5-7-13)8-11(3)9-14/h4-7,9-11H,8H2,1-3H3
    Key: ZFNVDHOSLNRHNN-UHFFFAOYSA-N
  • CC(C)c1ccc(cc1)CC(C)C=O
Properties
C13H18O
Molar mass 190.286 g·mol−1
Appearance Colorless to pale yellow liquid
Odor Strong floral aroma
Density 0.95 g/mL
Boiling point 270 °C (518 °F; 543 K)
Insoluble
Solubility in other solvents Soluble in most fixed oils, ethanol; Insoluble in propylene glycol, glycerin
Hazards
Flash point 109 °C (228 °F; 382 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis edit

Cyclamen aldehyde is not naturally occurring and is prepared by the crossed-aldol condensation of cuminaldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst.[2]

References edit

  1. ^ "Monographs on fragrance raw materials". Food and Cosmetics Toxicology. 12 (3): 397. June 1974. doi:10.1016/0015-6264(74)90018-2.
  2. ^ Bedoukian, P.Z. (1967). Pelfumery and Flavoring Synthetics (2nd ed.). Elsevier Publishing Co. p. 145.

cyclamen, aldehyde, fragrance, molecule, which, been, used, soaps, detergents, lotions, perfumes, since, 1920s, granted, generally, recognized, safe, gras, status, flavor, extract, manufacturers, association, fema, 1965, approved, food, drug, administration, f. Cyclamen aldehyde is a fragrance molecule which has been used in soaps detergents lotions and perfumes since the 1920s 1 It was granted generally recognized as safe GRAS status by Flavor and Extract Manufacturers Association FEMA in 1965 and is approved by the Food and Drug Administration for food use in the United States The Council of Europe 1970 included cyclamen aldehyde in the list of admissible artificial flavoring substances at a level of 1 ppm Cyclamen aldehyde NamesIUPAC name 3 4 Isopropylphenyl 2 methylpropanalOther names Cyclamal 2 Methyl 3 p isopropylphenyl propionaldehyde 3 4 Isopropylphenyl 2 methylpropanal alpha Methyl p isopropylcinnamaldehydeIdentifiersCAS Number 103 95 73D model JSmol Interactive imageChEMBL ChEMBL3183483ChemSpider 451801ECHA InfoCard 100 002 874EC Number 203 161 7PubChem CID 517827UNII 4U37UX0E1E YCompTox Dashboard EPA DTXSID2044769InChI InChI 1S C13H18O c1 10 2 13 6 4 12 5 7 13 8 11 3 9 14 h4 7 9 11H 8H2 1 3H3Key ZFNVDHOSLNRHNN UHFFFAOYSA NSMILES CC C c1ccc cc1 CC C C OPropertiesChemical formula C 13H 18OMolar mass 190 286 g mol 1Appearance Colorless to pale yellow liquidOdor Strong floral aromaDensity 0 95 g mLBoiling point 270 C 518 F 543 K Solubility in water InsolubleSolubility in other solvents Soluble in most fixed oils ethanol Insoluble in propylene glycol glycerinHazardsFlash point 109 C 228 F 382 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesSynthesis editCyclamen aldehyde is not naturally occurring and is prepared by the crossed aldol condensation of cuminaldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst 2 References edit Monographs on fragrance raw materials Food and Cosmetics Toxicology 12 3 397 June 1974 doi 10 1016 0015 6264 74 90018 2 Bedoukian P Z 1967 Pelfumery and Flavoring Synthetics 2nd ed Elsevier Publishing Co p 145 Retrieved from https en wikipedia org w index php title Cyclamen aldehyde amp oldid 969521247, wikipedia, wiki, book, books, library,

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