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Geranyl linalool

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Geranyl linalool Basic information

Product Name:
Geranyl linalool
Synonyms:
  • T-Geranyl Linalool
  • Geranyl linalool, tech., ca. 95%
  • 3,7,11,15-TETRAMETHYL-1,6,10,14-HEXADECATETRAEN-3-OL
  • 3,7,11,15-TETRAMETHYL-1,6,10,14-HEXADECATETRAENE-3-OL
  • GERANYL LINALOL
  • GERANYL LINALOOL
  • Geranyl linalool, tech., mixture of isomers, ca. 95%
  • 1,6,10,14-Hexadecatetraen-3-ol, 3,7,11,15-tetramethyl-, (6E,10E)-
CAS:
1113-21-9
MF:
C20H34O
MW:
290.48
EINECS:
214-201-8
Product Categories:
  • Biochemistry
  • Terpenes
  • Terpenes (Others)
  • Aliphatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Acyclic
  • Alkenes
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
Mol File:
1113-21-9.mol
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Geranyl linalool Chemical Properties

Boiling point:
250 °C
Density 
0.885 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.490
Flash point:
160°C
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Liquid
pka
14.40±0.29(Predicted)
color 
Clear colorless to pale yellow
Odor
at 100.00 %. mild floral rose balsam
Odor Type
floral
Water Solubility 
insoluble
BRN 
6713421
Stability:
Light Sensitive
InChIKey
IQDXAJNQKSIPGB-HQSZAHFGSA-N
LogP
7.351 (est)
CAS DataBase Reference
1113-21-9(CAS DataBase Reference)
NIST Chemistry Reference
1,6,10,14-Hexadecatetraen-3-ol, 3,7,11,15-tetramethyl-, (e,e)-(1113-21-9)
EPA Substance Registry System
1,6,10,14-Hexadecatetraen-3-ol, 3,7,11,15-tetramethyl-, (6E,10E)- (1113-21-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
MM0335000
10
HS Code 
29052200
Toxicity
LD50 oral in rat: > 5gm/kg

MSDS

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Geranyl linalool Usage And Synthesis

Description

Geranyl linalool is a colorless and transparent liquid. Structurally, geranyl linalool is a straight chain diterpenoid. Being bioactive natural product, geranyl linalool is the essential ingredients that determine the spice type. In the other hand, geranyl linalool was also an important intermediate for Teprenone, a gastric mucosa protective agent. Employing geranyl linalool as substrate, the most convenient synthesis method of Teprenone would be achieved. Catalyzed by isopropanol aluminum and reacted with methyl acetoacetate, Teprenone could be obtained in one step. Geranyl linalool can also be used as insect pheromone and natural insect insecticide. So, geranyl linalool possesses important economic value.

Chemical Properties

clear colourless to pale yellowish liquid

Uses

Geranyl Linalool is am aliphatic genaryl derivative. Geranyl Linalool unlike other genaryl derivatives showed poor inhibitory activity against carotenoid synthesis in Synechococcus. Geranyl Linalool was identified as a testosterone-dependent volatile compound in the preputial gland of rat Rattus norvegicus.

Uses

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.

Definition

ChEBI: A diterpenoid that is linalool in which one of the terminal methyl hydrogens is substituted by a geranyl group (the 6E,10E-geoisomer)

General Description

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

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