5-FLUORO-M-XYLENE Chemical Properties

Boiling point:

145 °C

Density 

0.98

refractive index 

1.475

Flash point:

35°C

storage temp. 

Sealed in dry,Room Temperature

form 

liquid

color 

Colourless to light yellow

BRN 

1926374

InChI

InChI=1S/C8H9F/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3

InChIKey

RCWIWNUVHNAUQC-UHFFFAOYSA-N

SMILES

C1(F)=CC(C)=CC(C)=C1

CAS DataBase Reference

461-97-2(CAS DataBase Reference)

NIST Chemistry Reference

5-Fluoro-m-xylene(461-97-2)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

10-36/37/38

Safety Statements 

16-33-36/37/39-26-23

RIDADR 

1993

Hazard Note 

Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

29039990

MSDS

• Language:English Provider:ALFA

5-FLUORO-M-XYLENE Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

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

Synthesis

The general procedure for the synthesis of 3,5-dimethylfluorobenzene from 1-amino-3,5-xylene is as follows: 1. Continuous diazotization step: - Preparatory material A: 1-amino-3,5-xylene (100 mmol), fluoboric acid (120 mmol) and hydrochloric acid (180 mmol) were dissolved in 50 mL of water. - Prepare Material B: Dissolve sodium nitrite (105 mmol) in 50 mL of water. - Material A and Material B were each pumped through a T-fitting into a reaction tube at a flow rate of 4 mL/min at 25 °C. The mixture flowed through the outlet and was collected in a cooling vessel. Vigorous stirring was maintained. - The reaction mixture was cooled to -5 °C and the solid was collected by filtration. The solid was washed with methanol and subsequently dried under vacuum to give diazonium tetrafluoroborate. 2. Continuous fluorination step: - The diazonium tetrafluoroborate prepared above was suspended in 300 mL of co-solvent and introduced continuously into the reaction tube at a flow rate of 4 mL/min. - The reaction was maintained at the set temperature for 1 min, followed by cooling in the tandem tube. - The reaction solution was collected and washed with aqueous NaOH and water to give an almost colorless liquid of 3,5-dimethylfluorobenzene.

References

[1] Tetrahedron Letters, 2013, vol. 54, # 10, p. 1261 - 1263
[2] Chemistry - A European Journal, 2008, vol. 14, # 18, p. 5465 - 5481
[3] Journal of the American Chemical Society, 1994, vol. 116, # 4, p. 1324 - 1336
[4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1986, p. 169 - 174
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984, # 3, p. 529 - 532

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