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268909

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

Name: <I>cis</I>-3,7-Dimethyl-2,6-octadien-1-ol
Brand: ALDRICH

97%

Synonym(s):

Nerol

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About This Item

Linear Formula:

(CH₃)₂C=CHCH₂CH₂C(CH₃)=CHCH₂OH

CAS Number:

106-25-2

Molecular Weight:

154.25

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24856300

EC Number:

203-378-7

Beilstein/REAXYS Number:

1722455

MDL number:

MFCD00063204

Assay:

97%

Form:

liquid

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Properties

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

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H317,H319

pcodes

P261 - P264 - P272 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

10 - Combustible liquids

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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Total synthesis of epothilone D: the nerol/macroaldolization approach.

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

Investigations on the antifungal effect of nerol against Aspergillus flavus causing food spoilage.

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

Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.

Yukihiro Yamamoto et al.

Bioorganic & medicinal chemistry letters, 18(14), 4044-4046 (2008-06-17)

In order to prepare functional phospholipids in the medical and pharmaceutical fields, perillyl alcohol, myrtenol, and nerol were transphosphatidylated via phospholipase D in an aqueous system. The yields of phosphatidyl-perillyl alcohol, -myrtenol, and -nerol were 79 mol %, 87 mol

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Global Trade Item Number

SKU	GTIN
268909-100ML	04061826134870
268909-5ML	04061837323430