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Geranyl linalool

Product NameGeranyl linalool
CAS1113-21-9
MFC20H34O
MW290.48
EINECS214-201-8
MOL File1113-21-9.mol

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)

Safety Information

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

MSDS

Provider	Language
3,7,11,15-Tetramethyl-1,6,10,14-hexadecatetraene-3-ol	English
SigmaAldrich	English
ACROS	English

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

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.

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.

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.