(4Z,8Z)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid

Base Information

• Chemical Name: (4Z,8Z)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid
• CAS No.: 23224-49-9
• Molecular Formula: C17H28 O2
• Molecular Weight: 264.408
• Hs Code.: 2916190090
• Mol file: 23224-49-9.mol

Synonyms:farnesyl acetate;farnesylacetate;farnesylacetic acid;farnesylacetic acid, (E,E)-isomer

Chemical Property of (4Z,8Z)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid

Chemical Property:

• Vapor Pressure: 2.67E-07mmHg at 25°C
• Boiling Point: 393.8°Cat760mmHg
• Flash Point: 290.7°C
• PSA: 37.30000
• Density: 0.93g/cm³
• LogP: 5.27040
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 264.208930132
• Heavy Atom Count: 19
• Complexity: 356

Purity/Quality:

98.5% ^*data from raw suppliers

FarnesylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCCC(=O)O)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C\CC/C(=C\CCC(=O)O)/C)/C)C
• Uses: Farnesylacetic Acid can be used in analytical study of analysis of aroma characteristics and aroma components from mengding yellow tea.

Technology Process of (4Z,8Z)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid

There total 3 articles about (4Z,8Z)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid 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:

→ 5,9,13-trimethyl-tetradeca-4,8,12-trienoic acid (23224-49-9)

Guidance literature:

With potassium hydroxide; Erhitzen des nach dem Ansaeuern erhaltenen Reaktionsprodukts unter vermindertem Druck auf 150grad;

Reference yield:

farnesyl bromide (24163-93-7,24163-94-8,28290-41-7,56881-57-3,6874-67-5) + sodium ethyl acetylacetate enolate (1007476-32-5) → 5,9,13-trimethyl-tetradeca-4,8,12-trienoic acid (23224-49-9)

Guidance literature:

With Diethyl carbonate; Erwaermen des Reaktionsprodukts mit Bariumhydroxid in wss.Aethanol;

DOI:10.1002/hlca.19520350529

Reference yield:

methyl magnesium iodide (917-64-6) + 9.13-Dimethyl-5-oxo-tetradecadien-(8,12)-saeure (101448-12-8) → 5,9,13-trimethyl-tetradeca-4,8,12-trienoic acid (23224-49-9)

Guidance literature:

Multistep reaction; (i) KOH, (ii) /BRN= 1209226/, Et₂O, (iii) (heating);

upstream raw materials:

methyl magnesium iodide

9.13-Dimethyl-5-oxo-tetradecadien-(8,12)-saeure

farnesyl bromide

sodium ethyl acetylacetate enolate

Downstream raw materials:

Farnesylessigsaeureethylester

Farnesylessigsaeure-geranylester

Farnesylessigsaeure-cinnamylester

Farnesylessigsaeure-phenylester