Geranyllinalool

Base Information

• Chemical Name: Geranyllinalool
• CAS No.: 1113-21-9
• Deprecated CAS: 2211-30-5,3790-75-8
• Molecular Formula: C20H34O
• Molecular Weight: 290.489
• Hs Code.: 29052200
• European Community (EC) Number: 214-201-8,416-070-4,685-595-0
• UNII: VV41XXJ67L
• DSSTox Substance ID: DTXSID70883645
• Nikkaji Number: J13.158J,J354.877E
• Wikidata: Q27144589
• Mol file: 1113-21-9.mol

Synonyms:3,7,11,15-tetramethyl-1,6,10,14-hexadecatetraen-3-ol;geranyl linalool

Chemical Property of Geranyllinalool

Chemical Property:

• Appearance/Colour: clear colourless to pale yellowish liquid
• Vapor Pressure: 1.09E-07mmHg at 25°C
• Melting Point: 51oC
• Refractive Index: 1.488
• Boiling Point: 389.9 °C at 760 mmHg
• PKA: 14.40±0.29(Predicted)
• Flash Point: 124.4 °C
• PSA: 20.23000
• Density: 0.876 g/cm³
• LogP: 6.12280
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
• Water Solubility.: insoluble
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 290.260965704
• Heavy Atom Count: 21
• Complexity: 394

Purity/Quality:

99.9% ^*data from raw suppliers

GeranylLinalool ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCCC(C)(C=C)O)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/CCC(C)(C=C)O)/C)/C)C
• 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.
• 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. 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.

Technology Process of Geranyllinalool

There total 19 articles about Geranyllinalool which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.1%

6,10,14-trimethyl-5,9,13-pentadecatriene-2-on (1117-52-8) + vinyllithium (917-57-7) → (6E,10E)-geranyllinalool (1113-21-9)

Guidance literature:

at -40 - 0 ℃; for 2h;

Reference yield: 90.2%

6,10,14-trimethyl-5,9,13-pentadecatriene-2-on (1117-52-8) + vinylmagnesium chloride (3536-96-7) → (6E,10E)-geranyllinalool (1113-21-9)

Guidance literature:

for 3h;

Reference yield: 90.0%

Vinyl bromide (593-60-2,25951-54-6) + 6,10,14-trimethyl-5,9,13-pentadecatriene-2-on (1117-52-8) → (6E,10E)-geranyllinalool (1113-21-9)

Guidance literature:

Vinyl bromide; With magnesium; In tetrahydrofuran;

6,10,14-trimethyl-5,9,13-pentadecatriene-2-on; In tetrahydrofuran; at 0 - 20 ℃; for 14h;

upstream raw materials:

trans-geranyl bromide

Vinyl bromide

6,10,14-trimethyl-5,9,13-pentadecatriene-2-on

trans,trans,trans-1,5,9-trimethyl-1,5,9-cyclododecatriene

Downstream raw materials:

(E,E,E)-geranylgeranylacetone

(3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene

6,10,14,18-tetramethyl-5,9,13,17-nonadecatetaene-2-one

(5Z,9E,13E)-2-acetyl-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

Refernces

• 1、 Quílez Del Moral, José F.,Pérez, álvaro,Herrador, María Del Mar,Barrero, Alejandro F.. "Access to Natural Valparanes and Daucanes: Enantioselective Synthesis of (-)-Valpara-2,15-diene and (+)-Isodaucene". . p. 9 - 15. Retrieved 2019.
• 2、 -. "Synthesis method and method for synthesizing plant alcohol, isoplant alcohol and geranyl geraniol by using intermediate farnesylacetone (by machine translation)". . . Retrieved 2020/07/21.