1-Fluoro-3,5-dimethoxybenzene

Base Information

• Chemical Name: 1-Fluoro-3,5-dimethoxybenzene
• CAS No.: 52189-63-6
• Molecular Formula: C8H9FO2
• Molecular Weight: 156.157
• Hs Code.: 29093090
• DSSTox Substance ID: DTXSID90378962
• Nikkaji Number: J267.335E
• Wikidata: Q72467962
• Mol file: 52189-63-6.mol

Synonyms:1-Fluoro-3,5-dimethoxybenzene;52189-63-6;1,3-Dimethoxy-5-fluorobenzene;Benzene, 1-fluoro-3,5-dimethoxy-;MFCD00012445;3,5-DIMETHOXYFLUOROBENZENE;3,5-dimethoxy fluorobenzene;SCHEMBL168353;3,5-dimethoxy-1-fluorobenzene;1-fluoro-3,5-dimethoxy benzene;1-fluoro-3,5-dimethoxy-benzene;DTXSID90378962;IWFKMNAEFPEIOY-UHFFFAOYSA-N;TD1115;AKOS005063909;1-Fluoro-3,5-dimethoxybenzene, 98%;AC-9713;AM62018;CS-W000054;DS-17617;FT-0606677;A20684;EN300-117528;1-Fluoro-3,5-dimethyltoxybenzene;5-Fluororesorcinol dimethyl ether;5-Fluoro-1,3-dimethoxybenzene

Chemical Property of 1-Fluoro-3,5-dimethoxybenzene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.11mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 228.491 °C at 760 mmHg
• Flash Point: 91.111 °C
• PSA: 18.46000
• Density: 1.102 g/cm³
• LogP: 1.84290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly miscible with water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 156.05865769
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Fluoro-3,5-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)F)OC
• Uses: 1-Fluoro-3,5-dimethoxybenzene is used in the preparation of 5-fluoro-benzene-1,3-diol using reagents like tetrabutylammnoium iodide and boron trichloirde.

Technology Process of 1-Fluoro-3,5-dimethoxybenzene

There total 12 articles about 1-Fluoro-3,5-dimethoxybenzene 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:

3.5-dimethoxyaniline (10272-07-8) → 3,5-dimethoxyfluorobenzene (52189-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 28.8 g / fluoroboric acid, sodium nitrite / H₂O

2: 7.6 g / warming, distillation

With tetrafluoroboric acid; sodium nitrite; In water;

Reference yield:

1-bromo-3,5-dimethoxybenzene (20469-65-2) → 3,5-dimethoxyfluorobenzene (52189-63-6)

Guidance literature:

1-bromo-3,5-dimethoxybenzene; With magnesium; lithium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate; In tetrahydrofuran; methyl nonafluorobutyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.200905855

Reference yield:

ethyl 3,5-dimethoxybenzoate (17275-82-0) → 3,5-dimethoxyfluorobenzene (52189-63-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 78 percent / hydrazine hydrate / 2 h / Heating

2: 63 percent / sodium nitrite, hydrochloric acid (2M), acetic acid (glacial) / H₂O / 1 h / -10 °C

3: 93 percent / toluene / 2.5 h / Heating

4: 8.7 g / sodium hydroxide (20percent) / 60 °C

8: 28.8 g / fluoroboric acid, sodium nitrite / H₂O

9: 7.6 g / warming, distillation

With hydrogenchloride; sodium hydroxide; tetrafluoroboric acid; hydrazine hydrate; acetic acid; sodium nitrite; In water; toluene;

upstream raw materials:

3,5-dimethoxybenzenediazonium tetrafluoroborate

ethyl 3,5-dimethoxybenzoate

3,5-Dihydroxybenzoic acid

3,5-dimethoxybenzamide

Downstream raw materials:

1,3-dimethoxy-5-pentylbenzene

5-Fluoro-7-methoxy-3-phenyl-chromen-4-one

(5-Fluoro-4-oxo-3-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester

3-fluoro-5-methoxyphenol

Refernces

• 1、 Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias. "Efficient synthesis of aryl fluorides". experimental part. p. 2219 - 2222. Retrieved 2010/06/17.
• 2、 Durrani, Aziz A.,Tyman, John H. P.. "Long-chain Phenols. Part 16. A Novel Synthesis of Homologous Orsellinic Acids and their Methyl Ethers". . p. 1658 - 1666. Retrieved 2007/10/02.