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W230715

Sigma-Aldrich

(±)-Citronellal

natural, ≥85%, FCC, FG

Synonym(s):

(±)-3,7-Dimethyl-6-octenal

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CHO
CAS Number:
106-23-0
Molecular Weight:
154.25
FEMA Number:
2307
Beilstein:
1720789
EC Number:
203-376-6
Council of Europe no.:
110c
MDL number:
MFCD00038090
UNSPSC Code:
12164502
PubChem Substance ID:
24900994
Flavis number:
5.021
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

Assay

≥85%

refractive index

n20/D 1.451 (lit.)

bp

207 °C (lit.)

density

0.857 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

green; rose; sweet; citrus

SMILES string

CC(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

InChI key

NEHNMFOYXAPHSD-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Walter S Leal et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(46), 18704-18709 (2013-10-30)
The southern house mosquito, Culex quinquefasciatus, has one of the most acute and eclectic olfactory systems of all mosquito species hitherto studied. Here, we used Illumina sequencing to identify olfactory genes expressed predominantly in antenna, mosquito's main olfactory organ. Less
Heike Demmer et al.
Journal of neurophysiology, 102(3), 1538-1550 (2009-06-26)
The insect mushroom bodies (MBs) are multimodal signal processing centers and are essential for olfactory learning. Electrophysiological recordings from the MBs' principal component neurons, the Kenyon cells (KCs), showed a sparse representation of olfactory signals. It has been proposed that
Satish Chandra Philkhana et al.
Chemical communications (Cambridge, England), 49(32), 3342-3344 (2013-03-19)
Concise and protecting-group free synthesis of ent-palmyrolide A and (-)-cis-palmyrolide A were achieved starting from commercially available (S)-citronellal. The key fragment of palmyrolide A, "(5S,7S)-7-hydroxy-5,8,8-trimethylnonanamide", which makes up the most challenging part of the target molecule, was prepared in just
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)
Despina J Bougioukou et al.
Chemical communications (Cambridge, England), 46(45), 8558-8560 (2010-10-06)
Simple strategies for using alkene reductase enzymes to produce gram-scale quantities of both (R)- and (S)-citronellal have been developed. The methodology is easily accessible to non-specialist laboratories, allowing alkene reductases to be added to the toolbox of routine synthetic transformations.
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