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303429

Sigma-Aldrich

Citronellic acid

98%

Synonym(s):

3,7-Dimethyl-6-octenoic acid

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CO2H
CAS Number:
502-47-6
Molecular Weight:
170.25
EC Number:
207-939-7
MDL number:
MFCD00002728
UNSPSC Code:
12352100
PubChem Substance ID:
24858122
NACRES:
NA.22

Quality Level

100

assay

98%

refractive index

n20/D 1.454 (lit.)

bp

121-122 °C/1 mmHg (lit.)

density

0.923 g/mL at 25 °C (lit.)

SMILES string

CC(CC\C=C(\C)C)CC(O)=O

InChI

1S/C10H18O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,9H,4,6-7H2,1-3H3,(H,11,12)

InChI key

GJWSUKYXUMVMGX-UHFFFAOYSA-N

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General description

Citronellic acid, β-methyl branched acid, is a terepenoid. It is a major component isolated from the leaf oils of Pelargonium species.

Application

(R)-(+)-Citronellic acid was used in synthesis of stereoisomers of 3,11- dimethylnonacosan-2-one and 29-hydroxy-3,11-dimethylnonacosan-2-one.3

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H311,H315

Hazard Classifications

Acute Tox. 3 Dermal - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBH1319
01217EE
06127PI
S34460
04202JQ

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Geraniol 98%

Sigma-Aldrich

163333

Geraniol

Stereocontrolled synthesis of all of the possible stereoisomers of 3, 11-dimethylnonacosan-2-one and 29-hydroxy-3, 11-dimethylnonacosan-2-one: The female sex pheromone of the german cockroach.
Mori K, et al.
Tetrahedron, 37(7), 1329-1340 (1981)
Citronellic acid: A major component in two Pelargonium species (Geraniaceae).
Lis-Balchin M and Roth G.
J. Essent. Oil Res., 11(1), 83-85 (1999)
M L Hector et al.
World journal of microbiology & biotechnology, 9(5), 562-565 (1993-09-01)
Eighteen non-sibling mutants of Pseudomonas aeruginosa PAO were isolated that were deficient in the utilization of the β-methyl branched acid citronellic acid but not in the utilization of the unbranched n-octanoic acid (Cau mutants). These mutants are also deficient in
Aaron D Gross et al.
Chemico-biological interactions, 263, 1-6 (2016-12-18)
An outbreak of the southern cattle tick, Rhipicephalus (Boophilus) microplus, (Canestrini), in the United States would have devastating consequences on the cattle industry. Tick populations have developed resistance to current acaricides, highlighting the need to identify new biochemical targets along

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