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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/REAXYS Number:
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)

Quality Level

100

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

signalword

Danger

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

226.4 °F - closed cup

flash_point_c

108 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN9221
SHBL9235
SHBL2152
MKCD2460
MKBW0796V

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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
Layane da Silva Corrêa et al.
Applied biochemistry and biotechnology, 190(2), 574-583 (2019-08-10)
This article describes the synthesis of terpenic esters derived from geraniol and citronellol (geranyl and citronellyl alkanoates) through esterification reactions catalyzed by the immobilized lipases from Thermomyces lanuginosus (Lipozyme TL IM®) and Candida antarctica (Novozym 435®). Geraniol was esterified with
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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