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27470

Sigma-Aldrich

(±)-Citronellal

≥95.0% (GC)

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
Beilstein/REAXYS Number:
1720789
EC Number:
203-376-6
MDL number:
MFCD00038090
UNSPSC Code:
12352100
PubChem Substance ID:
57648246
NACRES:
NA.22

Quality Level

100

assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.451 (lit.)

bp

207 °C (lit.)

density

0.857 g/mL at 25 °C (lit.)

functional group

aldehyde

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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Application

(±)-Citronellal was used to inhibit the development of mechanical nociception induced by carrageenan (CG) and tumor necrosis factor-α (TNF-α).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

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
BCCG5888
BCCD7650
BCCC7525
BCBZ9875
BCBT7717

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Hajo Kries et al.
The Journal of biological chemistry, 292(35), 14659-14667 (2017-07-14)
The natural product class of iridoids, found in various species of flowering plants, harbors astonishing chemical complexity. The discovery of iridoid biosynthetic genes in the medicinal plant Catharanthus roseus has provided insight into the biosynthetic origins of this class of
Raimundo Wagner de S Aguiar et al.
TheScientificWorldJournal, 2014, 492138-492138 (2014-03-07)
Corymbia citriodora and Cymbopogon nardus essential oils samples were analyzed by GC and GC-MS and their qualitative and quantitative compositions established. The main component of essential oils of C. citriodora and C. nardus was citronellal, at 61.78% and 36.6%, respectively.
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
Lucindo José Quintans-Júnior et al.
Journal of orofacial pain, 24(3), 305-312 (2010-07-29)
To evaluate the antinociceptive effects of citronellal (CTL) on formalin-, capsaicin-, and glutamate-induced orofacial nociception in mice and to investigate whether such effects might involve a change in neural excitability. Male mice were pretreated with CTL (50, 100, and 200
Ying-Fang Ting et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(23), 7030-7038 (2010-05-11)
Practical and convenient synthetic routes have been developed for the synthesis of a new class of pyrrolidinyl-camphor derivatives (7 a-h). These novel compounds were screened as catalysts for the direct Michael addition of symmetrical alpha,alpha-disubstituted aldehydes to beta-nitroalkenes. When this
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