(-)-CITRONELLAL

(-)-CITRONELLAL
  • CAS No.:5949-05-3
Other grades of this product :
(-)-CITRONELLAL Basic information
Product Name:(-)-CITRONELLAL
Synonyms:(S)-(-)-Citronellal 96%;L(-)-Citronellal;CITRONELLAL(L-);(3S)-3,7-dimethyl-6-Octenal;(-)-CITRONELLAL WITH GC;(S)-(-)-3,7-DIMETHYL-6-OCTENAL;(S)-3,7-DIMETHYL-6-OCTENAL;(S)-(-)-CITRONELLAL
CAS:5949-05-3
MF:C10H18O
MW:154.25
EINECS:227-707-9
Product Categories:Asymmetric Synthesis;Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Chiral Building Blocks;Acyclic Monoterpenes;Biochemistry;Citrus aurantium (Seville orange);Elettaria Cardamomum (Cardamom);Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);Zingiber officinale (Ginger);Terpenes;Aldehydes
Mol File:5949-05-3.mol
(-)-CITRONELLAL Chemical Properties
Boiling point 227.64°C (estimate)
density 0.851 g/mL at 20 °C (lit.)
refractive index n20/D 1.447
Fp 168 °F
storage temp. Hygroscopic, Refrigerator, under inert atmosphere
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Oil
color Colourless
optical activity[α]20/D 15°, neat
BRN 1720790
CAS DataBase Reference5949-05-3(CAS DataBase Reference)
EPA Substance Registry System6-Octenal, 3,7-dimethyl-, (3S)- (5949-05-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
10-23
HS Code 29121900
MSDS Information
ProviderLanguage
SigmaAldrich English
(-)-CITRONELLAL Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS TO PALE YELLOW LIQUID
Uses(S)-(-)-Citronellal may be used in the synthesis of bioactive compounds like (+)-hexahydrocannabinol, (S)-isopulegol, machaeriols A and B.
DefinitionChEBI: The (3S)-stereoisomer of 3,7-dimethyloct-6-enal (citronellal).
General Description(S)-(-)-Citronellal is a monoterpenoid compound mainly found in Corymbia citriodora and Cymbopogon nardus essential oils.
Purification MethodsFractionally distil it. Alternatively extract it with NaHSO3 solution, wash it with Et2O, then acidify it to decompose the bisulfite adduct and extract with Et2O, dry (Na2SO4), evaporate and distil. Check for purity by hydroxylamine titration. The ORD in MeOH (c 0.167) is: []700 +9o, []589 +11o, []275 +12o and []260 +12o. The semicarbazone has m 85o, and the 2,4-dinitrophenylhydrazone has m 79-80o. [(+)-compound: Tietze & Beifuss Org Synth 71 167 1993, IR: Carroll et al. J Chem Soc 3457 1950, ORD: Djerassi & Krakower J Am Chem Soc 81 237 1959, Beilstein 1 IV 3515.]

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