268909
cis-3,7-Dimethyl-2,6-octadien-1-ol
97%
Synonym(s):
Nerol
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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.
Application
cis-3,7-Dimethyl-2,6-octadien-1-ol was used in the highly convergent and stereocontrolled synthesis of epothilone D.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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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
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
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