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5949-05-3

5949-05-3 Structure

5949-05-3 Structure
IdentificationMore
[Name]

(-)-CITRONELLAL
[CAS]

5949-05-3
[Synonyms]

3,7-DIMETHYL-6-OCTENAL
(-)-CITRONELLAL
CITRONELLAL, (-)-
L(-)-Citronellal
(S)-(-)-3,7-DIMETHYL-6-OCTENAL
(S)-3,7-DIMETHYL-6-OCTENAL
(S)-(-)-CITRONELLAL
3,7-dimethyl-,(3S)-6-Octenal
7-dimethyl-(s)-6-octena
(-)-Citrnellal
Citrnellal
CITRONELLAL(L-)
(3S)-3,7-dimethyl-6-Octenal
(-)-CITRONELLAL WITH GC
(-)-Citronellal, (3S)-3,7-Dimethyl-6-octenal
[EINECS(EC#)]

227-707-9
[Molecular Formula]

C10H18O
[MDL Number]

MFCD00075588
[Molecular Weight]

154.25
[MOL File]

5949-05-3.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR COLOURLESS TO PALE YELLOW LIQUID
[Boiling point ]

227.64°C (estimate)
[density ]

0.851 g/mL at 25 °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
[Odor]

at 10.00 % in dipropylene glycol. clean herbal citrus
[Odor Type]

citrus
[optical activity]

[α]20/D 15°, neat
[BRN ]

1720790
[LogP]

3.482 (est)
[CAS DataBase Reference]

5949-05-3(CAS DataBase Reference)
[EPA Substance Registry System]

6-Octenal, 3,7-dimethyl-, (3S)- (5949-05-3)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[F ]

10-23
[HS Code ]

29121900
Hazard InformationBack Directory
[Chemical Properties]

CLEAR 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.
[Definition]

ChEBI: 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 Methods]

Fractionally 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-CITRONELLAL(5949-05-3)MS
(-)-CITRONELLAL(5949-05-3)1HNMR
(-)-CITRONELLAL(5949-05-3)IR1
(-)-CITRONELLAL(5949-05-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5949-05-3(sigmaaldrich)
[TCI AMERICA]

(-)-Citronellal,>96.0%(GC)(5949-05-3)
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