4E,7Z-Tridecadienyl acetate

Base Information

• Chemical Name: 4E,7Z-Tridecadienyl acetate
• CAS No.: 57981-60-9
• Molecular Formula: C15H26 O2
• Molecular Weight: 238.37
• European Community (EC) Number: 261-058-2,262-757-5
• DSSTox Substance ID: DTXSID901273160
• Metabolomics Workbench ID: 3914
• Mol file: 57981-60-9.mol

Synonyms:4E,7Z-Tridecadienyl acetate;(E,Z)-Trideca-4,7-dien-1-yl acetate;(E,Z)-4,7-Tridecenyl acetate;(E,Z)-4,7-tridecadienyl acetate;(4E,7Z)-TRIDECA-4,7-DIEN-1-YL ACETATE;EINECS 262-757-5;4,7-Tridecadien-1-ol, acetate, (E,Z)-;57981-60-9;61389-12-6;4,7-Tridecadien-1-ol, acetate, (4Z,7E)-;4,7-Tridecadien-1-ol, 1-acetate, (4Z,7E)-;[(4E,7Z)-trideca-4,7-dienyl] acetate;(Z,E)-Trideca-4,7-dien-1-yl acetate;SCHEMBL1301550;CHEBI:184437;DTXSID901273160;LMFA07010269;AKOS015959090;4,7-Tridecadien-1-ol,1-acetate, (4E,7Z)-;4,7-Tridecadien-1-ol, 1-acetate, (4E,7Z)-;(Z,E)-Trideca-4,7-Dien-1-Yl Acetate CAS 57981-60-9

Chemical Property of 4E,7Z-Tridecadienyl acetate

Chemical Property:

• Vapor Pressure: 0.00101mmHg at 25°C
• Boiling Point: 302.2°Cat760mmHg
• Flash Point: 91°C
• PSA: 26.30000
• Density: 0.893g/cm³
• LogP: 4.41250
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 229

Purity/Quality:

95% ^*data from raw suppliers

(4E,7Z)-4,7-TRIDECADIENYL ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCOC(=O)C
• Isomeric SMILES: CCCCC/C=C\C/C=C/CCCOC(=O)C
• Uses: (E,Z)-4,7-Tridecadienyl acetate is the major component of sex pheromones of potato tuber moth. It can be synthesized via the regio- and stereo-controlled Beckmann fragmentation of trimethylsilylcycloalkanone oximes.

Technology Process of 4E,7Z-Tridecadienyl acetate

There total 64 articles about 4E,7Z-Tridecadienyl 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: 99.0%

(4E,7Z)-4,7-Tridecadien-1-ol (57981-61-0) + acetic anhydride (108-24-7) → (4E,7Z)-4,7-tridecadien-1-yl acetate (57981-60-9)

Guidance literature:

With pyridine; dmap; at 25 ℃; for 0.5h;

DOI:10.1007/BF00863822

Reference yield: 96.0%

(4E,7Z)-4,7-Tridecadien-1-ol (57981-61-0) + acetyl chloride (75-36-5) → (4E,7Z)-4,7-tridecadien-1-yl acetate (57981-60-9)

Guidance literature:

With pyridine; In diethyl ether; for 4h; Ambient temperature;

Reference yield:

(5Z)-1,5-undecadien-3-ol (56722-23-7) → (4E,7Z)-4,7-tridecadien-1-yl acetate (57981-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / propionic acid / toluene / 3 h / Heating

2: 76 percent / LiAlH₄ / diethyl ether

3: 88 percent / pyridine

With pyridine; lithium aluminium tetrahydride; propionic acid; In diethyl ether; toluene; 1: Claisen-Johnson rearrangement / 2: Reduction / 3: Acetylation;

DOI:10.1007/BF01430748

upstream raw materials:

ethyl 4(E),7(Z)-tridecadienoate

acetyl chloride

(4E,7Z)-4,7-Tridecadien-1-ol

acetic anhydride