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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

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

Signal Word

Danger

Hazard Statements

H311,H315

Hazard Classifications

Acute Tox. 3 Dermal - Skin Irrit. 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Geraniol

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
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)
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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