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Merck
CN

W230715

(±)-Citronellal

greener alternative

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
Council of Europe no.:
110c
UNSPSC Code:
12164502
PubChem Substance ID:
24900994
Flavis number:
5.021
EC Number:
203-376-6
NACRES:
NA.21
MDL number:
MFCD00038090
Beilstein/REAXYS Number:
1720789
Organoleptic:
green; rose; sweet; citrus
Grade:
FG
Halal
Kosher
natural
Food allergen:
no known allergens

Key Documents

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Product Name

(±)-Citronellal, natural, ≥85%, FCC, FG

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

grade

FG
Halal
Kosher
natural

reg. compliance

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

assay

≥85%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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

greener alternative category

Aligned

organoleptic

green; rose; sweet; citrus

Quality Level

300
400

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General description

We are committed to bringing you greener alternative products, which adhere to one or more of the 12 Principles of Green Chemistry. This product is Biobased and thus aligns with "Less Hazardous Chemical Syntheses" and "Use of Renewable Feedstocks".

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2932
SHBS7557
SHBS3218
SHBR4747
SHBP4436

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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.
Kazumi Osada et al.
Chemical senses, 36(2), 137-147 (2010-10-20)
Body odors provide a rich source of sensory information for other animals. There is considerable evidence to suggest that short-term fluctuations in body odor can be caused by diet; however, few, if any, previous studies have demonstrated that specific compounds
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