1-bromo-1-fluorononane

Base Information

• Chemical Name: 1-bromo-1-fluorononane
• CAS No.: 1361128-80-4
• Molecular Formula: C₉H₁₈BrF
• Molecular Weight: 225.144
• Mol file: 1361128-80-4.mol

Synonyms:

Chemical Property of 1-bromo-1-fluorononane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-bromo-1-fluorononane

There total 2 articles about 1-bromo-1-fluorononane 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:

nonane-1,1-diyl bis(trifluoromethanesulfonate) (1361128-81-5) → 1-bromo-1-fluorononane (1361128-80-4) + 1,1-difluorononane (62127-42-8)

Guidance literature:

nonane-1,1-diyl bis(trifluoromethanesulfonate); With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 0 ℃; for 12h;

With tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.jfluchem.2011.10.008

Reference yield:

nonan-1-al (124-19-6) → 1-bromo-1-fluorononane (1361128-80-4) + 1,1-difluorononane (62127-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 24 h / -5 - 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 12 h / 0 °C

2.2: 16 h / 20 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.jfluchem.2011.10.008

Reference yield:

allylcyclohexane (2114-42-3) + 1-bromo-1-fluorononane (1361128-80-4) + bis(pinacol)diborane (73183-34-3) → 2-(1-cyclohexyl-4-fluorododecan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + 2-(1-cyclohexyl-4-fluorododecan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:

bis(pinacol)diborane; With tetrakis(acetonitrile)copper(I)tetrafluoroborate; potassium tert-butylate; 1,3-bis(mesityl)imidazolium chloride; zinc dibromide; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 ℃; for 0.0166667h; Glovebox; Inert atmosphere;

allylcyclohexane; 1-bromo-1-fluorononane; In 1,4-dioxane; N,N-dimethyl-formamide; at 50 ℃; for 2h; Overall yield = 50 percent; Overall yield = 100.6 mg; Optical yield = 30 percent de;

DOI:10.1021/jacs.1c02050

upstream raw materials:

nonan-1-al

nonane-1,1-diyl bis(trifluoromethanesulfonate)

Refernces