Prodlure

Base Information

• Chemical Name: Prodlure
• CAS No.: 50767-79-8
• Molecular Formula: C16H28 O2
• Molecular Weight: 252.397
• Hs Code.: 2915390090
• European Community (EC) Number: 250-242-8,256-752-7
• UNII: D9YH588N7G
• DSSTox Substance ID: DTXSID70889400
• Wikidata: Q27276290
• Metabolomics Workbench ID: 3966
• Mol file: 50767-79-8.mol

Synonyms:Prodlure;50767-79-8;Litlure A;Ferodin SL;9Z,11E-Tetradecadienyl acetate;(9Z,11E)-Tetradecadien-1-yl acetate;z,e-9,11-tetradecadienyl acetate;PT-2;(9Z,11E)-Prodlure;[(9Z,11E)-tetradeca-9,11-dienyl] acetate;(Z,E)-9,11-Tetradecadienyl acetate;(Z,E)-Tetradeca-9,11-dienyl acetate;EINECS 256-752-7;(E,Z)-Tetradeca-9,11-dienyl acetate;UNII-D9YH588N7G;D9YH588N7G;9,11-Tetradecadien-1-ol, acetate, (9Z,11E)-;cis-9,trans-11-Tetradecadienyl Acetate;(9Z,11E)-9,11-Tetradecadien-1-yl acetate;9,11-Tetradecadien-1-yl, acetate, (E,Z)-;(9Z,11E)-tetradeca-9,11-dien-1-yl acetate;30562-09-5;(Z,E)-9,11-TDDA;(9Z,11E)-9,11-TETRADECADIEN-1-OL ACETATE;(9Z,11E)-9,11-Tetradecadienol Acetate;9,11-Tetradecadien-1-ol, acetate, (E,Z)-;(Z,E)-9,11-Tetradecadien-1-ol Acetate;9,11-Tetradecadien-1-ol, acetate, (9E,11Z)-;PRODLURE [MI];cis-9,trans-11-Tetradecadien-1-ol Acetate;cis-9,trans-11-Tetradecadien-1-yl Acetate;SCHEMBL556183;(9Z,?11E)?-?Prodlure;DTXSID70889400;CHEBI:187547;LMFA07010321;(9Z,11E)-Tetradecadien-1-ylacetate;AKOS040742852;(Z)-9-(E)-11-Tetradecadienyl acetate;BS-44795;HY-101735;LS-148878;CS-0021834;F76359;1-Acetoxy-9,11-tetradecadien-1-ol, (9Z,11E)-;9,11-Tetradecadien-1-ol,1-acetate, (9Z,11E)-;9,11-Tetradecadien-1-ol, 1-acetate, (9Z,11E)-;Q27276290;(9Z,11E)-9,11-TETRADECADIEN-1-OL 1-ACETATE

Chemical Property of Prodlure

Chemical Property:

• Vapor Pressure: 6.47E-06mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.4342 (estimate)
• 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:

91% ^*data from raw suppliers

(9Z,11E)-9,11-TetradecadienolAcetate ^*data from reagent 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
• Description: In a sustainable agriculture community, pheromone-based products have been used as low-risk alternatives to conventional pesticides. A pesticide is defined as any substance or mixture of substances intended for preventing, destroying, repelling, or mitigating any pest according to federal and state law. A pheromone used for mating disruption is classified as a pesticide because it prevents the pest from being able to mate, thus reducing or eliminating its propagation. The products may be applied either by ground or by air, depending on the size and geographic extent of the infestation. Pheromone dispensers used to manage coddling moth worldwide have been registered since 1991 in the United States.
• Uses: The sex pheromone of the currant shoot borer Lampronia capitella. For insects, pheromone functions include identifying the location of food sources, alarming other individuals about potential dangers, and locating potential mates. When used in pest management, most of the SCLPs included in this discussion are formulated into pesticide end products used as attractants for mating disruption for the targeted Lepidopteran species.

Technology Process of Prodlure

There total 26 articles about Prodlure 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: 77.0%

(9Z,11E)-9,11-tetradecadien-1-ol (65726-40-1) + acetic anhydride (108-24-7) → (9Z,11E)-9,11-tetradecadiene-1-yl acetate (50767-79-8)

Guidance literature:

With pyridine; dmap; for 3h; Ambient temperature;

Reference yield: 72.0%

(E)-11-tetradecen-9-yn-1-yl acetate (54664-96-9) → (9Z,11E)-9,11-tetradecadiene-1-yl acetate (50767-79-8)

Guidance literature:

With PII Ni; hydrogen; ethylenediamine; In ethanol;

Reference yield: 56.0%

1,3-hexadiene (20237-34-7) + 9-decen-1-yl acetate (50816-18-7) → (9Z,11E)-9,11-tetradecadiene-1-yl acetate (50767-79-8)

Guidance literature:

With C₃₅H₄₇N₃O₄Ru; In 1,2-dichloro-ethane; at 50 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.6b08387

upstream raw materials:

2-dec-9-ynyloxy-tetrahydro-pyran

trimethyl-(10-((tetrahydro-2H-pyran-2-yl)oxy)dec-1-yn-1-yl)silane

(E)-13-(Tetrahydro-pyran-2-yloxy)-tridec-2-en-4-ynoic acid ethyl ester

1,8-Octanediol

Downstream raw materials:

(E,E)-9,11-tetradecadienyl acetate

Refernces

• 1、 -. "A kind of 9Z, 11E - tetradecenoic dienol acetate method for the synthesis of". Paragraph 0027. . Retrieved 2017/02/28.
• 2、 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.