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268909

Sigma-Aldrich

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

97%

Synonym(s):

Nerol

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5 ML
$50.76
100 ML
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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
106-25-2
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1722455
EC Number:
203-378-7
MDL number:
MFCD00063204
UNSPSC Code:
12352100
PubChem Substance ID:
24856300
NACRES:
NA.22

$50.76

List Price$54.70Save 7%
Web-Only Promotion

Available to ship onApril 29, 2025Details

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Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.474 (lit.)

bp

103-105 °C/9 mmHg (lit.)

solubility

absolute ethanol: soluble(lit.)

density

0.876 g/mL at 25 °C (lit.)

functional group

hydroxyl

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-YFHOEESVSA-N

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General description

The antifungal efficacy of nerol (cis-3,7-Dimethyl-2,6-octadien-1-ol), against Aspergillus flavus, was studied[1].

Application

cis-3,7-Dimethyl-2,6-octadien-1-ol was used in the highly convergent and stereocontrolled synthesis of epothilone D[2].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

226.0 °F - closed cup

flash_point_c

107.78 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ1123
SHBN0144
SHBM9268
SHBM8860
SHBL5868

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Jun Tian et al.
TheScientificWorldJournal, 2013, 230795-230795 (2014-01-24)
The antifungal efficacy of nerol (NEL) has been proved against Aspergillus flavus by using in vitro and in vivo tests. The mycelial growth of A. flavus was completely inhibited at concentrations of 0.8 μ L/mL and 0.1 μ L/mL NEL
Ludger A Wessjohann et al.
The Journal of organic chemistry, 78(21), 10588-10595 (2013-10-02)
A highly convergent and stereocontrolled synthesis of epothilone D (4) is reported. Key features are a cheap and Z-selective synthesis of the northern half based on nerol and acetoacetate and chromium(II)-mediated Reformatsky reactions as a powerful tool for chemoselective asymmetric
Edita E Revay et al.
Acta tropica, 124(1), 102-105 (2012-07-04)
We conducted a study to determine the degree of personal protection provided by the Terminix(®) ALLCLEAR(®) Mosquito Mister - Lantern Edition. This outdoor unit was operated to disperse an aerosolized aqueous 0.3% geraniol emulsion in timed-release intervals of 5.0, 7.5
Lina Hagvall et al.
Contact dermatitis, 68(4), 224-231 (2013-03-21)
Geraniol is a commonly used fragrance terpene, and is tested in the baseline series in fragrance mix I. Geraniol is a pro-hapten and a pre-hapten, and sensitizers are formed in the autoxidation and skin metabolism of geraniol. Previous patch testing
Olugbenga J Owojori et al.
Environmental toxicology and chemistry, 31(7), 1639-1648 (2012-05-01)
The oribatid mite Oppia nitens has been suggested as a test species for ecotoxicological assessment of contaminated boreal soils. Knowledge of the ecotoxicity of pollutants of different modes of action to this species is necessary to assess its relative sensitivity
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