18-fluorooctadecan-1-ol

Base Information

• Chemical Name: 18-fluorooctadecan-1-ol
• CAS No.: 408-44-6
• Molecular Formula: C18H37FO
• Molecular Weight: 288.4842
• Mol file: 408-44-6.mol

Synonyms:

Chemical Property of 18-fluorooctadecan-1-ol

Chemical Property:

• Vapor Pressure: 3.2E-07mmHg at 25°C
• Boiling Point: 376.8°Cat760mmHg
• Flash Point: 230.4°C
• Density: 0.877g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 18-fluorooctadecan-1-ol

There total 3 articles about 18-fluorooctadecan-1-ol 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:

18-chloro-octadecan-1-ol (96752-02-2) → 18-fluoro-octadecan-1-ol (408-44-6)

Guidance literature:

With potassium fluoride; diethylene glycol; at 175 ℃;

DOI:10.1021/jo01113a006

Reference yield:

octadecane-1,18-diol (3155-43-9) → 18-fluoro-octadecan-1-ol (408-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: petroleum ether; water; hydrochloric acid

2: diethylene glycol; potassium fluoride / 175 °C

With hydrogenchloride; potassium fluoride; water; Petroleum ether; diethylene glycol;

DOI:10.1021/jo01113a006

Reference yield:

dimethyl 1,18-octadecanedioate (1472-93-1) → 18-fluoro-octadecan-1-ol (408-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper oxide-chromium oxide / 255 °C / 91938.4 Torr / Hydrogenation

2: petroleum ether; water; hydrochloric acid

3: diethylene glycol; potassium fluoride / 175 °C

With hydrogenchloride; potassium fluoride; copper oxide-chromium oxide; water; Petroleum ether; diethylene glycol;

DOI:10.1021/jo01113a006

upstream raw materials:

18-chloro-octadecan-1-ol

octadecane-1,18-diol

dimethyl 1,18-octadecanedioate

Downstream raw materials:

18‐fluorooctadecanoic acid

Refernces

A New Synthesis of (Z)-13-Eicosen-10-one and (Z)-12-Nonadecen-9-one, the Pheromones of Peach Fruit Moth

10.1246/bcsj.55.3047

The research describes a new and simple synthesis method for (Z)-13-eicosen-10-one and (Z)-12-nonadecen-9-one, which are pheromones of the Japanese peach fruit moth. The synthesis process starts with 1-(p-tolylsulfonyl)nonane and 1-(p-tolylsulfonyl)octane. These compounds are condensed with methyl 4,4-dimethoxybutanoate using lithium diisopropylamide (LDA) to form sulfones. The sulfones are then treated with aluminum amalgam in aqueous tetrahydrofuran (THF) to yield dimethoxy ketones. These ketones are subsequently acidified with hydrochloric acid to form oxo aldehydes. Finally, a salt-free Wittig reaction using heptyltriphenylphosphonium bromide and sodium amide is employed to produce the desired pheromones. The method is advantageous due to its simplicity, short process, and relatively good yield compared to other reported methods.

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