3-FLUORO-O-XYLENE

3-FLUORO-O-XYLENE Property

Boiling point:

148-152 °C(lit.)

Density 

0.99 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.486(lit.)

Flash point:

97 °F

storage temp. 

Sealed in dry,2-8°C

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

0.992

Water Solubility 

Insoluble in water.

BRN 

2040955

CAS DataBase Reference

443-82-3(CAS DataBase Reference)

NIST Chemistry Reference

3-Fluoro-o-xylene(443-82-3)

Safety

Hazard Codes 

F,Xi

Risk Statements 

10-37

Safety Statements 

16-24/25

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

RTECS 

ZE4560000

Hazard Note 

Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

29039990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

3-FLUORO-O-XYLENE Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Synthesis

Example 5: Synthesis of 2,3-dimethylfluorobenzene 1. Diazotization reaction: 2,3-dimethylaniline (2.3 g, 0.02 mol) was slowly added to Et3N-3HF (30 cm3) at 0 °C. Subsequently, sodium nitrite (2.0 g, 0.03 mol) was added in batches with the aid of ultrasound and significant gas release was observed for about 25 min. The reaction mixture gradually changed from clear to yellow and finally to dark color due to tar generation. 2. Post-treatment: the brown reaction mixture was poured into water (150 cm3) and extracted with ether (180 cm3 x 2). The remaining tar-like substance was transferred to Soxhlet extractor and extracted continuously with ether (30cm3) for 24 hours. All the ether extracts were combined and dried with magnesium sulphate and subsequently the ether was removed by fractional distillation to give a brown oily substance. 3. purification: the above oily substance was distilled at 142-143°C (atmospheric pressure) to give 1-fluoro-2,3-dimethylbenzene (1.47 g, 63.4% yield) as a clear liquid. 4. Characterization: - 1H NMR (CDCl3) δ: 2.18 (d, J = 2.0 Hz, 3H, 2-CH3), 2.28 (s, 3H, 3-CH3), 6.88 (t, J = 7.6 Hz, 1H, 6-H), 6.91 (d, J = 7.6 Hz, 1H, 4-H), 7.03 (q, J = 8.0 Hz and J = 6.0 Hz, 1H, 5 -H). - 19F NMR (CDCl3) δ: 118.3 (tq, J = 7.6Hz and J = 2.0Hz, 1-F). - Mass spectrum: molecular ion peak at m/z 124, and fragmentation peaks at m/z 109, 101, 96, 86, 83 and 77, consistent with the expected fragmentation pattern of 1-fluoro-2,3-dimethylbenzene.

References

[1] Patent: US6179970, 2001, B2
[2] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 3, p. 402 - 415
[3] Proceedings - Indian Academy of Sciences, Section A, 1959, vol. 50, p. 51,56, 58, 59
[4] Journal of Organic Chemistry, 1961, vol. 26, p. 3208 - 3211