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Merck
CN

48809

Geranyllinalool

technical, ≥90% (GC)

Synonym(s):

3,7,11,15-Tetramethyl-1,6,10,14-hexadecatetraen-3-ol

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About This Item

Empirical Formula (Hill Notation):
C20H34O
CAS Number:
Molecular Weight:
290.48
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-201-8
Beilstein/REAXYS Number:
6713421
MDL number:
Assay:
≥90% (GC)
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grade

technical

Quality Level

assay

≥90% (GC)

refractive index

n20/D 1.490

density

0.885 g/mL at 20 °C (lit.)

functional group

hydroxyl

SMILES string

C\C(C)=C/CC\C(C)=C\CC\C(C)=C\CCC(C)(O)C=C

InChI

1S/C20H34O/c1-7-20(6,21)16-10-15-19(5)14-9-13-18(4)12-8-11-17(2)3/h7,11,13,15,21H,1,8-10,12,14,16H2,2-6H3/b18-13+,19-15+

InChI key

IQDXAJNQKSIPGB-HQSZAHFGSA-N

General description

Geranyllinalool is a diterpene alcohol, commonly used as a fragrant. It imparts insecticidal property to xylophagous insects and pine wood.

Application

Geranyllinalool has been used in studying its influence on pyocyanin and Pseudomonas quinolone signal (PQS) production by Pseudomonas aeruginosa. It may be used as a starting material in the synthesis of teprenone by reacting with acetylated Meldrum′s acid.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

354.2 °F - closed cup

flash_point_c

179 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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Jiao Xie et al.
Food chemistry, 243, 269-276 (2017-11-18)
Oleocellosis is a serious physiological disorder in citrus fruit that mainly results in appearance and quality deterioration. It has been well established that the occurrence of oleocellosis is highly correlated with the release of peel oil from citrus fruit, while
Sol A Green et al.
Journal of experimental botany, 63(5), 1951-1967 (2011-12-14)
Flowers of the kiwifruit species Actinidia chinensis produce a mixture of sesquiterpenes derived from farnesyl diphosphate (FDP) and monoterpenes derived from geranyl diphosphate (GDP). The tertiary sesquiterpene alcohol (E)-nerolidol was the major emitted volatile detected by headspace analysis. Contrastingly, in
Diketene and Acetylated Meldrum's Acid: Agents for a Facile Teprenone Synthesis via Carroll Rearrangement.
De Castro KA, et al.
Bull. Korean Chem. Soc., 30(9), 2155-2157 (2009)



Global Trade Item Number

SKUGTIN
48809-1ML04061837324130