3E,8Z-Tetradecadienyl acetate

Base Information

Chemical Name:3E,8Z-Tetradecadienyl acetate
CAS No.:163041-87-0
Molecular Formula:C16H28O2
Molecular Weight:0.00000
Hs Code.:
European Community (EC) Number:682-690-9
Nikkaji Number:J699.699J
Wikidata:Q76415797
Metabolomics Workbench ID:3946
Mol file:163041-87-0.mol

Synonyms:163041-87-0;3E,8Z-Tetradecadienyl acetate;(E,Z)-3,8-Tetradecadienyl acetate;3,8-Tetradecadien-1-ol, acetate, (3E,8Z)- (9CI);[(3E,8Z)-tetradeca-3,8-dienyl] acetate;(3E,8Z)-TETRADECA-3,8-DIEN-1-YL ACETATE;(3E,8Z)-3,8-tetradecadien-1-yl acetate;3,8-Tetradecadien-1-ol, 1-acetate, (3E,8Z)-;SCHEMBL1301284;E,Z-3,8-Tetradecadienyl acetate;WWXVCCMNRBSSKV-LQZWXTFHSA-N;LMFA07010301;(3E,8Z)-3,8-tetradecadienyl acetate;(3E,8Z)-TETRADECA-3,8-DIEN-1-YLACETATE;A848815;(E,Z)-3,8-Tetradecadien-1-ol acetate CAS 163041-87-0

Suppliers and Price of 3E,8Z-Tetradecadienyl acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
3E,8Z-TetradecadienylAcetate
100mg
$ 110.00

Total 17 raw suppliers

Chemical Property of 3E,8Z-Tetradecadienyl acetate

Chemical Property:

PSA：0.00000
LogP:0.00000
Storage Temp.:Refrigerator
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:5.3
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:

90%, ^*data from raw suppliers

3E,8Z-TetradecadienylAcetate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCC=CCCCC=CCCOC(=O)C
Isomeric SMILES:CCCCC/C=C\CCC/C=C/CCOC(=O)C
Uses 3E,8Z-Tetradecadienyl Acetate is a sex pheromone of S. absoluta (Lepidoptera:Gelechiidae). It is derived from cis-4-Decen-1-ol (D225630), which is a reactant in the synthesis of epoxyisoprostanes as anti-inflammatory agents.

Technology Process of 3E,8Z-Tetradecadienyl acetate

There total 34 articles about 3E,8Z-Tetradecadienyl acetate 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: 93.0%

: 108-24-7
acetic anhydride

: 177408-62-7
(E₃,Z₈)-3,8-tetradecadienyl alcohol

: 163041-87-0
(3E,8Z)-3,8-tetradecadien-1-yl acetate

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 4h; stereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0034-1379977

Reference yield: 72.0%

: (8Z)-Tetradecen-4-ynol

: 163041-87-0
(3E,8Z)-3,8-tetradecadien-1-yl acetate

Guidance literature:: With pyridine; acetic anhydride; In diethylene glycol dimethyl ether;

Reference yield:

: 62992-46-5
1-(tetrahydropyranyloxy)-4-pentyn

: 163041-87-0
(3E,8Z)-3,8-tetradecadien-1-yl acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 58 percent / n-BuLi; DMPU / hexane; tetrahydrofuran / 0 °C

2: 85 percent / H₂ / P₂-Ni / ethanol / 4 h

3: 90 percent / Br₂; PPh₃ / CH₂Cl₂ / 0 °C

4: 52 percent / n-BuLi; DMPU / hexane; tetrahydrofuran / 0 °C

5: 107 mg / Dowex 50WX₈ / methanol / 20 °C

6: LiAlH₄ / bis-(2-methoxy-ethyl) ether / 3 h / 120 °C

7: 18 mg / pyridine

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; n-butyllithium; dowex 50Wx₈; hydrogen; bromine; triphenylphosphine; P₂-Ni; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; diethylene glycol dimethyl ether; 1: Alkylation / 2: Catalytic hydrogenation / 3: Substitution / 4: Alkylation / 5: ether cleavage / 6: Reduction / 7: Esterification;
DOI:10.1007/BF02033586