Direkt zum Inhalt
Merck

268909

Sigma-Aldrich

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

97%

Synonym(e):

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

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About This Item

Lineare Formel:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2OH
CAS-Nummer:
Molekulargewicht:
154.25
Beilstein:
1722455
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.474 (lit.)

bp

103-105 °C/9 mmHg (lit.)

Löslichkeit

absolute ethanol: soluble(lit.)

Dichte

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-

InChIKey

GLZPCOQZEFWAFX-YFHOEESVSA-N

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Allgemeine Beschreibung

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

Anwendung

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 2

Flammpunkt (°F)

226.0 °F - closed cup

Flammpunkt (°C)

107.78 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Analysenzertifikate (COA)

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Malathion European Pharmacopoeia (EP) Reference Standard

M0120000

Malathion

(±)-Citronellal ≥95.0% (GC)

Sigma-Aldrich

27470

(±)-Citronellal

Geranylbromid 95%

Sigma-Aldrich

329118

Geranylbromid

Citral natural, ≥96%, FCC, FG

Sigma-Aldrich

W230316

Citral

D-Carvon ≥96%, FG

Sigma-Aldrich

W224928

D-Carvon

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
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
Gavin L Sacks et al.
Journal of agricultural and food chemistry, 60(12), 2998-3004 (2012-03-09)
1,1,6-Trimethyl-1,2-dihydronaphthalene (TDN) is well-known to contribute "petrol" aromas to aged Riesling wines, but its prevalence and contribution to young Riesling or non-Riesling wines is not well understood. TDN concentrations were measured in 1-3-year-old varietal wines produced from Cabernet franc (n
Pankaj K Sharma et al.
Plant science : an international journal of experimental plant biology, 203-204, 63-73 (2013-02-19)
Plants synthesize volatile alcohol esters on environmental insult or as metabolic induction during flower/fruit development. However, essential oil plants constitutively produce them as the oil constituents. Their synthesis is catalyzed by BAHD family enzymes called alcohol acyltransferases (AATs). However, no
Bertrand Fouks et al.
The Journal of experimental biology, 216(Pt 2), 285-291 (2012-10-06)
Foraging is a result of innate and acquired mechanisms, and is optimized in order to increase fitness. During foraging, an animal faces many threats, such as predation and infection. The uptake of parasites and diseases while foraging is common and

Protokolle

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

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