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163333

Sigma-Aldrich

Geraniol

98%

Synonym(s):
trans-3,7-Dimethyl-2,6-octadien-1-ol
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
Molecular Weight:
154.25
Beilstein:
1722456
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Packaging

25, 100 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 163333.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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
Arunachalam Kannappan et al.
Journal of medical microbiology, 66(10), 1506-1515 (2017-09-13)
The current study has been designed to delineate the efficacy of geraniol (GE) on biofilm formation in Staphylococcus epidermidis as well as the effect of subinhibitory concentrations of GE on the development of adaptive resistance. Biofilm biomass quantification assay was

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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