27468

Sigma-Aldrich

(−)-Citronellal

purum, ≥98.0% (sum of enantiomers, GC)

Synonym(s):
(S)-3,7-Dimethyl-6-octenal
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1720790
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

grade

purum

assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D −16±1°, neat

refractive index

n20/D 1.447

density

0.851 g/mL at 20 °C (lit.)

SMILES string

C[C@@H](CC\C=C(\C)C)CC=O

InChI

1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m0/s1

InChI key

NEHNMFOYXAPHSD-JTQLQIEISA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Flash Point(F)

167 °F

Flash Point(C)

75 °C

Certificate of Analysis
Certificate of Origin
Gabriele Siedenburg et al.
Applied and environmental microbiology, 78(4), 1055-1062 (2011-12-14)
The biosynthesis of cyclic monoterpenes (C(10)) generally requires the cyclization of an activated linear precursor (geranyldiphosphate) by specific terpene cyclases. Cyclic triterpenes (C(30)), on the other hand, originate from the linear precursor squalene by the action of squalene-hopene cyclases (SHCs)...
Alina Mariana Balu et al.
Organic & biomolecular chemistry, 8(12), 2845-2849 (2010-05-01)
The selective conversion of citronellal to menthols, with good diastereoselectivities to (-)-menthol for the case of (+)-citronellal as starting material, can effectively be carried out in a one-step reaction under microwave irradiation catalysed by supported nanoparticles on mesoporous materials. 2%...
Lucindo Quintans-Júnior et al.
Journal of medicinal food, 14(6), 630-639 (2011-04-13)
Citronellal (CT) is a monoterpenoid and the major constituent of the mixture of terpenoids that give the citronella oil its lemon scent. Citronella oil is widely used around the world for various purposes and is mainly obtained from plants of...
Marisa Belicchi-Ferrari et al.
Journal of inorganic biochemistry, 104(2), 199-206 (2009-12-08)
This paper reports the syntheses and characterization of ethylmorpholine substituted citronellal thiosemicarbazone copper(II) and nickel(II) metal complexes. The compounds were characterized through elemental analyses and spectroscopic (IR, UV-Vis, NMR, MS) methods. The X-ray analysis of the two complexes shows that...
M S Melo et al.
Pharmaceutical biology, 48(4), 411-416 (2010-07-22)
Citronellal is a monoterpene reported to be a major component of the essential oils in various aromatic species of plants. The present study evaluated the central nervous system depressant and antinociceptive properties of citronellal through behavioral experimental models. Following intraperitoneal...

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