(E)-9-Tetradecen-1-ol acetate

Base Information

• Chemical Name: (E)-9-Tetradecen-1-ol acetate
• CAS No.: 61319-25-3
• Molecular Formula: C16H30 O2
• Molecular Weight: 254.413
• European Community (EC) Number: 853-230-6
• DSSTox Substance ID: DTXSID101014841
• Nikkaji Number: J422.111G,J891.995J
• Metabolomics Workbench ID: 3938
• Mol file: 61319-25-3.mol

Synonyms:9-tetradecen-1-ol acetate;9-tetradecen-1-ol acetate, (cis)-isomer;9-tetradecen-1-ol acetate, (trans)-isomer;cis-9-tetradecen-1-ol acetate

Chemical Property of (E)-9-Tetradecen-1-ol acetate

Chemical Property:

• Vapor Pressure: 3.79E-07mmHg at 25°C
• Boiling Point: 374.7°C at 760 mmHg
• Flash Point: 143.7°C
• PSA: 26.30000
• Density: 0.94g/cm³
• LogP: 5.02660
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 209

Purity/Quality:

98% or more ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCCOC(=O)C
• Isomeric SMILES: CCCC/C=C/CCCCCCCCOC(=O)C

Technology Process of (E)-9-Tetradecen-1-ol acetate

There total 18 articles about (E)-9-Tetradecen-1-ol 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%

1-Acetoxy-9-tetradecyne (53596-75-1) → 9-tetradecyn-1-yl acetate (61319-25-3)

Guidance literature:

With quinoline; hydrogen; Pd-BaSO₄; In methanol;

Reference yield: 36.0%

1-hexene (592-41-6,25067-06-5) + 9-decen-1-yl acetate (50816-18-7) → ethene (74-85-1) + 9-tetradecyn-1-yl acetate (61319-25-3) + diacetoxy-1,8 octadecene-9 (57568-18-0)

Guidance literature:

tetramethylstannane; tungsten(VI) chloride; at 70 ℃; for 16h;

DOI:10.1016/0040-4020(80)80163-3

Reference yield:

2-dec-9-ynyloxy-tetrahydro-pyran (19754-58-6) → 9-tetradecyn-1-yl acetate (61319-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h

2: 89 percent / AcOH

3: 99 percent / H₂, quinoline / 5percent Pd/BaSO₄ / methanol

With quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; hydrogen; acetic acid; Pd-BaSO₄; In methanol;

upstream raw materials:

1-hexene

9-decen-1-yl acetate

myristelaidic acid methyl ester

acetic anhydride

Refernces

• 1、 Pop, Lidia,Oprean, I.,Barabas, A.,Hodosan, F.. "Syntheses of Monounsaturated Sex Pheromones of Lepidoptera via 3-Alkyn-1-ols". . p. 867 - 878. Retrieved 2007/10/02.
• 2、 Levisalles, Jaques,Villemin, Didier. "METATHESE D'ACETATES D'ALCOOLS ω-INSATURES. SYNTHESE DE PHEROMONES D'INSECTES". . p. 3181 - 3186. Retrieved 2007/10/02.