Skip to Content
Merck
All Photos(1)

Documents

364428

Sigma-Aldrich

(S)-(−)-Citronellic acid

98%

Synonym(s):

(S)-(−)-3,7-Dimethyl-6-octenoic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CO2H
CAS Number:
2111-53-7
Molecular Weight:
170.25
MDL number:
MFCD00134278
UNSPSC Code:
12352002
PubChem Substance ID:
24862429
NACRES:
NA.22

Assay

98%

form

liquid

optical activity

[α]25/D −8°, neat

refractive index

n20/D 1.453 (lit.)

bp

115-120 °C/0.4 mmHg (lit.)

density

0.926 g/mL at 25 °C (lit.)

SMILES string

C[C@@H](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)/t9-/m0/s1

InChI key

GJWSUKYXUMVMGX-VIFPVBQESA-N

Related Categories

Application

(S)-(-)-Citronellic acid may be used in the synthesis of trisubstituted piperidine substructures of the veratramine and jervine type, that can be building blocks for developing cyclopamine analogs.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

β-Citronellol 95%

Sigma-Aldrich

C83201

β-Citronellol

Silver nitrate ACS reagent, ≥99.0%

Sigma-Aldrich

209139

Silver nitrate

Philipp Heretsch et al.
Organic letters, 11(23), 5410-5412 (2009-11-04)
All four diastereomers of the trisubstituted piperidine-alkaloids of the veratramine and jervine type were synthesized with complete stereocontrol starting from enantiopure citronellic acids. The flexible, high-yielding, and scalable route described here will facilitate convergent syntheses and give access to analogues

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service