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268909

Sigma-Aldrich

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

97%

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

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.)

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.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H317 - H319

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

226.0 °F - closed cup

Flash Point(C)

107.78 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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