1,2-DIMETHOXY-4-FLUOROBENZENE Chemical Properties

Boiling point:

120-123°C 45mm

Density 

1.171 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.51(lit.)

Flash point:

197 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Oil

color 

Colourless

Specific Gravity

1.19

Water Solubility 

Soluble in water 0.079 g/L 25°C.

BRN 

2441600

InChI

InChI=1S/C8H9FO2/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5H,1-2H3

InChIKey

DAGKHJDZYJFWSO-UHFFFAOYSA-N

SMILES

C1(OC)=CC=C(F)C=C1OC

CAS DataBase Reference

398-62-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,2-DIMETHOXY-4-FLUOROBENZENE Usage And Synthesis

Chemical Properties

white to light yellow crystal

Uses

4-Fluoro-1,2-dimethoxybenzene is a raw material used in organic synthesis.

Synthesis

General procedure for the synthesis of 4-fluoro-1,2-dimethoxybenzene from 3,4-dimethoxyaniline: 1. Continuous diazotization step: material A (50 mL containing 3,4-dimethoxyaniline (100 mmol), fluoboric acid (120 mmol), hydrochloric acid (180 mmol)) and material B (50 mL containing aqueous sodium nitrite solution) were mixed in a reaction tube at 25 °C with a residence time of about 15 seconds. Subsequently, sodium nitrite solution (105 mmol) was pumped into the reaction system through a T-fitting at a flow rate of 4 mL/min. The reaction mixture flowed out through the outlet and was collected in a cooling vessel, maintaining vigorous stirring during the process. The resulting slurry was cooled to -5°C and then pumped. The solids were washed with methanol and subsequently dried under vacuum to give the corresponding diazonium tetrafluoroborate. 2. Continuous fluorination carbonylation process: a slurry of the above prepared diazonium tetrafluoroborate in 300 mL of co-solvent was introduced continuously into the reaction tube at a flow rate of 4 mL/min. The mixture was kept at a set temperature for 1 min and subsequently cooled in the tandem tube. The collected liquid was washed with aqueous NaOH and water to give an almost colorless liquid of 4-fluoro-1,2-dimethoxybenzene.

References

[1] Tetrahedron Letters, 2013, vol. 54, # 10, p. 1261 - 1263
[2] Patent: CN105503549, 2016, A. Location in patent: Paragraph 0018; 0019; 0020
[3] Journal of Organic Chemistry, 1986, vol. 51, # 21, p. 4073 - 4075
[4] Angewandte Chemie - International Edition, 2018, vol. 57, # 31, p. 9896 - 9900
[5] Angew. Chem., 2018, vol. 130, p. 10044 - 10048,5

1,2-DIMETHOXY-4-FLUOROBENZENE(398-62-9)Related Product Information

• 1,2-DIMETHOXY-4-FLUOROBENZENE
• 1,2-DIFLUORO-4,5-DIMETHOXYBENZENE
• 6-FLUOROVERATRALDEHYDE
• 2',4'-DIMETHOXY-2,2,2-TRIFLUOROACETOPHENONE
• 1,4-DIMETHOXY-2-FLUOROBENZENE,2,5-DIMETHOXY-1-FLUOROBENZENE,1,4-Dimethoxy-2-fluorobenzene 98%,1,4-Dimethoxy-2-fluorobenzene98%
• 1,4-DIFLUORO-2,5-DIMETHOXYBENZENE
• 2,4-DIMETHOXY-1-FLUOROBENZENE
• 1,3-DIMETHOXY-5-FLUOROBENZENE
• Fluorobenzene
• 4,5-DIMETHOXY-2-FLUOROBENZYL CHLORIDE
• 4,5-DIMETHOXY-2-FLUOROBENZONITRILE
• 3,4-DIMETHOXY-6-FLUOROCINNAMIC ACID
• 5,6,7,8-TETRAFLUOROBENZO-1,4-DIOXANE
• (2-FLUORO-4,5-DIMETHOXYPHENYL)-(R)-HYDROXYACETONITRILE
• 2,3-DIMETHOXY-1-FLUOROBENZENE
• 2-BROMO-3,5-DIMETHOXY-1-FLUOROBENZENE,2-Bromo-3,5-dimethoxy-1-fluorobenzene 98%,2-Bromo-3,5-dimethoxy-1-fluorobenzene98%
• RARECHEM AL BF 0312
• RARECHEM AN KA 0413