9,11-Tetradecadien-1-ol, acetate, (9E,11E)-

Base Information

• Chemical Name: 9,11-Tetradecadien-1-ol, acetate, (9E,11E)-
• CAS No.: 54664-98-1
• Molecular Formula: C16H28 O2
• Molecular Weight: 252.397
• Hs Code.: 2915390090
• European Community (EC) Number: 250-242-8,259-287-8
• UNII: 3S5VD013S4
• DSSTox Substance ID: DTXSID00896849
• Nikkaji Number: J1.055C,J708K,J709I,J672F,J213.439J
• Wikidata: Q27257967
• Metabolomics Workbench ID: 3937
• Mol file: 54664-98-1.mol

Synonyms:54664-98-1;[(9E,11E)-tetradeca-9,11-dienyl] acetate;(9E,11E)-Tetradecadien-1-yl acetate;(E,E)-Tetradeca-9,11-dienyl acetate;9,11-Tetradecadien-1-ol, acetate, (9E,11E)-;9,11-Tetradecadienyl acetate, (9E,11E)-;UNII-3S5VD013S4;9E,11-Tetradecadienyl acetate;(9E,11E)-9,11-Tetradecadien-1-yl acetate;3S5VD013S4;e,e-9,11-tetradecadienyl acetate;EINECS 259-287-8;9,11-Tetradecadien-1-ol, acetate, (E,E)-;9,11-Tetradecadien-1-ol, 1-acetate, (9E,11E)-;9,11-tetradecadien-1-ol, acetate;cis-9,trans-11-Tetradecadienyl Acetate;30562-09-5;9,11-Tetradecadien-1-ol, acetate, (E,Z)-;9,11-Tetradecadien-1-ol, acetate, (Z,Z)-;(9Z,11E)-rodlure;9,11-Tetradecadien-1-ol, acetate, (9E,11Z)-;9,11-Tetradecadien-1-ol, acetate, (9Z,11E)-;(9Z,11E)-9,11-TETRADECADIEN-1-OL ACETATE;(9E,11E)-9,11-Tetradecadien-1-ol acetate;(9Z,11E)-Tetradecadien-1-yl acetate;Ferodin SL;Litlure A;SCHEMBL700022;SCHEMBL831892;9e,11e-tetradecadienyl acetate;DTXSID00896849;RFEQLTBBKNKGGJ-YTXTXJHMSA-N;9,11-Tetradecadien-1-ol acetate;E,Z-9,11-14-Ac;LMFA07010292;(e,e)-9,11-tetradecadienyl acetate;(9E,11E)-9,11-tetradecadienyl acetate;(e,e)-9,11-tetradecadien-1-yl acetate;(9Z,11Z)-9,11-Tetradecadien-1-ol acetate;TRANS,TRANS-9,11-TETRADECADIENYL ACETATE;1-Acetoxy-9,11-tetradecadien-1-ol, (9E,11E)-;TETRADECADIEN-1-YL ACETATE, (E,E)-9,11-;Q27257967

Chemical Property of 9,11-Tetradecadien-1-ol, acetate, (9E,11E)-

Chemical Property:

• Vapor Pressure: 6.47E-06mmHg at 25°C
• Refractive Index: 1.4698 (23℃)
• Boiling Point: 378.0±0.0℃ (760 Torr)
• Flash Point: 107.1±20.4℃
• PSA: 26.30000
• Density: 0.890±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 4.80260
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CC=CCCCCCCCCOC(=O)C
• Isomeric SMILES: CC/C=C/C=C/CCCCCCCCOC(=O)C

Technology Process of 9,11-Tetradecadien-1-ol, acetate, (9E,11E)-

There total 37 articles about 9,11-Tetradecadien-1-ol, acetate, (9E,11E)- 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: 98.0%

(E,E)-9,11-tetradecadien-1-ol (72553-58-3) + acetic anhydride (108-24-7) → (E,E)-9,11-tetradecadienyl acetate (54664-98-1)

Guidance literature:

With pyridine; dmap;

Reference yield: 58.0%

Acetic acid 8-((1R,2S,3R,5S,6R,7S)-5-ethyl-4,4-dioxo-4λ6-thia-tricyclo[5.2.1.02,6]dec-8-en-3-yl)-octyl ester (86593-92-2) → (E,E)-9,11-tetradecadienyl acetate (54664-98-1)

Guidance literature:

at 600 ℃;

DOI:10.1016/S0040-4039(00)81626-3

Reference yield:

methyl magnesium iodide (917-64-6) + Acetic acid (9Z,11E)-13-acetoxy-trideca-9,11-dienyl ester → (9Z,11E)-9,11-tetradecadiene-1-yl acetate (50767-79-8) + (9E,11Z)-tetradeca-9,11-dien-1-yl acetate (30562-09-5) + (9Z,11Z)-9,11-tetradecadienol acetate (54664-97-0) + (E,E)-9,11-tetradecadienyl acetate (54664-98-1)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; at -20 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)78724-7

upstream raw materials:

(2E,4E)-2,4-Heptadienylacetat

acetic anhydride

7-(tetrahydropyran-2-xyloxy)heptylmagnesium bromide

methyl magnesium iodide

Refernces

• 1、 Zhu, Junwei,Ryrholm, Nils,Ljungberg, Hakan,Hansson, Bill S.,Hall, David,Reed, Darwin,Loefstedt, Christer. "Olefinic acetates, Δ-9,11-14:OAc and Δ-7,9-12:OAc used as sex pheromone components in three geometrid moths, Idaea aversata, I. straminata, and I. biselata (Geometridae, Lepidoptera)". . p. 1505 - 1526. Retrieved 2007/10/03.
• 2、 Cheskis, B. A.,Ivanova, N. M.,Moiseenkov, A. M.,Nefedov, O. M.. "SIMPLE SYNTHESIS OF ACETOGENIN TRANSOID INSECT PHEROMONES STARTING FROM ACETYLCYCLOPROPANE". . p. 1372 - 1380. Retrieved 2007/10/02.