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Merck

163333

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849742
EC Number:
203-377-1
Beilstein/REAXYS Number:
1722456
MDL number:
MFCD00002917
Assay:
98%
Form:
liquid

Key Documents

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InChI key

GLZPCOQZEFWAFX-JXMROGBWSA-N

InChI

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

SMILES string

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

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.)

functional group

hydroxyl

Quality Level

100

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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

flash_point_f

226.4 °F - closed cup

flash_point_c

108 °C - closed cup

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class II Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

163333-VAR: + 163333-BULK: + 163333-25G: + 163333-100G:

jan

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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
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
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