5-FLUORO-M-XYLENE

Base Information

• Chemical Name: 5-FLUORO-M-XYLENE
• CAS No.: 461-97-2
• Molecular Formula: C8H9F
• Molecular Weight: 124.158
• Hs Code.: 29039990
• Mol file: 461-97-2.mol

Synonyms:m-Xylene,5-fluoro- (7CI,8CI);1-Fluoro-3,5-dimethylbenzene;3,5-Dimethylfluorobenzene;5-Fluoro-1,3-dimethylbenzene;5-Fluoro-m-xylene;

Chemical Property of 5-FLUORO-M-XYLENE

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 5.61mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 145 ºC
• Flash Point: 35 ºC
• PSA: 0.00000
• Density: 0.983g/cm³
• LogP: 2.44250
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

5-Fluoro-m-xylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: F,Xi
• Statements: 10-36/37/38
• Safety Statements: 16-33-36/37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Fluoro-m-xylene is used in the synthesis of iminodiaziridines. Also used in the preparation of halogen-containing polyisophthalamides.

Technology Process of 5-FLUORO-M-XYLENE

There total 11 articles about 5-FLUORO-M-XYLENE 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: 97.3%

3,5-dimethylaminoaniline (108-69-0) → 3,5-dimethylfluorobenzene (461-97-2)

Guidance literature:

3,5-dimethylaminoaniline; With hydrogen fluoride; at -30 - 0.5 ℃; Flow reactor; Large scale;

With nitrosylsulfuric acid; at -3 - 0.5 ℃; Flow reactor; Large scale;

Reference yield: 78.0%

3,5-dimethylphenyl boronic acid (172975-69-8) → 3,5-dimethylfluorobenzene (461-97-2)

Guidance literature:

3,5-dimethylphenyl boronic acid; With sodium hydroxide; In methanol; at 23 ℃; for 0.25h; Inert atmosphere;

With silver trifluoromethanesulfonate; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

With Selectfluor; In acetone; at 23 ℃; for 1h; regiospecific reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol901113t

Reference yield: 68.0%

3,5-dimethylphenyl iodide (22445-41-6) → 3,5-dimethylfluorobenzene (461-97-2)

Guidance literature:

With copper(I) trifluoromethanesulfonate bis(trimethylacetonitrile) complex; silver fluoride; In N,N-dimethyl-formamide; at 140 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ja304410x

upstream raw materials:

3,4-dimethyl-fluorobenzene

3,5-dimethylaminoaniline

3,5-dimethylphenyl boronic acid

3,5-dimethylphenyl iodide

Downstream raw materials:

2,6-dimethyl-4-fluoro-1-nitro-benzene

1-fluoro-3,5-dimethyl-2-nitrobenzene

5-fluoroisophthalic acid

1,3-bis(bromomethyl)-5-fluorobenzene

Refernces

10.1021/ja00978a039

The study investigates the substituent effects on the 19F and 1H nuclear magnetic resonance (NMR) spectra of 4-substituted 3,5-dimethylfluorobenzenes. The researchers prepared a series of 4-substituted 3,5-dimethylfluorobenzenes and measured their 19F NMR chemical shifts in carbon tetrachloride and dimethylformamide. They compared these values with those of para-substituted fluorobenzenes to understand the contributions of steric hindrance and mesomeric interactions. The study found that the differences in chemical shifts could be attributed to steric hindrance of mesomerism, suggesting that the σ-inductive effect is not significant. The proton NMR spectra of these compounds were also examined, revealing that proton chemical shifts are highly sensitive to long-range magnetic interactions, making their interpretation more complex compared to 19F NMR shifts. The study concludes that the 19F NMR shifts can be interpreted reasonably well in terms of substituent effect theory, while proton NMR shifts are more influenced by long-range magnetic interactions.