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Sigma-Aldrich

Geraniol

98%

Synonym(s):

trans-3,7-Dimethyl-2,6-octadien-1-ol

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
106-24-1
Molecular Weight:
154.25
Beilstein:
1722456
EC Number:
203-377-1
MDL number:
MFCD00002917
UNSPSC Code:
12352100
PubChem Substance ID:
24849742
NACRES:
NA.22

vapor density

5.31 (vs air)

vapor pressure

~0.2 mmHg ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.474 (lit.)

bp

229-230 °C (lit.)

solubility

water: soluble 0.1 g/L at 25 °C

density

0.879 g/mL at 20 °C (lit.)

SMILES string

C\C(C)=C\CC\C(C)=C\CO

InChI

1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+

InChI key

GLZPCOQZEFWAFX-JXMROGBWSA-N

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General description

Geraniol undergoes oxidation with molecular oxygen in supercritical carbon dioxide catalyzed by chromium containing mesoporous molecular sieve to yield citral.

Application

Geraniol was used in field evaluation of synthetic herbivore-induced plant volatiles as attractants to beneficial insects. It was used to evaluate the tumor-suppressive potency of isoprenoids in vitro and in vivo.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H317,H318

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

226.4 °F - closed cup

Flash Point(C)

108 °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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Selective catalytic oxidation of geraniol to citral with molecular oxygen in supercritical carbon dioxide.
Dapurkar SE, et al.
Applied Catalysis A: General, 394(1), 209-214 (2011)
Maria Cristina Bonferoni et al.
Pharmaceutics, 11(3) (2019-03-06)
The pharmacological activities of geraniol include anticancer and neuroprotective properties. However, its insolubility in water easily induces separation from aqueous formulations, causing administration difficulties. Here we propose new emulsified formulations of geraniol by using the amphiphilic polymer chitosan-oleate (CS-OA) as
L He et al.
The Journal of nutrition, 127(5), 668-674 (1997-05-01)
Sundry mevalonate-derived constituents (isoprenoids) of fruits, vegetables and cereal grains suppress the growth of tumors. This study estimated the concentrations of structurally diverse isoprenoids required to inhibit the increase in a population of murine B16(F10) melanoma cells during a 48-h
Ying Zhou et al.
Biomolecules, 9(12) (2019-12-06)
When insects attack plants, insect-derived elicitors and mechanical damage induce the formation and emission of plant volatiles that have important ecological functions and flavor properties. These events have mainly been studied in model plants, rather than crop plants. Our study
David G James
Journal of chemical ecology, 31(3), 481-495 (2005-05-19)
Fifteen synthetic herbivore-induced plant volatiles (HIPVs) were field-tested for attractivity to beneficial insects in two experiments conducted in an open field and a hop yard in Washington State. Eleven insect species or families showed significant attraction to 13 HIPVs. The
View All Related Papers

Protocols

GC Analysis of Geranium Bourbon Essential Oil on SUPELCOWAX® 10

-(+)-Limonene, purum, ≥98.0% (sum of enantiomers, GC); Geranyl tiglate; α-Terpineol, natural, ≥96%, FCC, FG; Geranyl formate; α-Pinene

GC Analysis of Lemon Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µM), Fast GC Analysis

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

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