2,6-Dimethylfluorobenzene Chemical Properties

Boiling point:

147-148 °C(lit.)

Density 

0.988 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.479(lit.)

Flash point:

87 °F

storage temp. 

2-8°C

form 

liquid

color 

Clear, colourless

Specific Gravity

0.988

Water Solubility 

Not miscible or difficult to mix in water.

BRN 

1857413

InChI

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

InChIKey

JTAUTNBVFDTYTI-UHFFFAOYSA-N

SMILES

C1(C)=CC=CC(C)=C1F

CAS DataBase Reference

443-88-9(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Dimethylfluorobenzene(443-88-9)

Safety Information

Hazard Codes 

F,Xn

Risk Statements 

10

Safety Statements 

16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

29039990

MSDS

• Language:English Provider:2-Fluoro-m-xylene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,6-Dimethylfluorobenzene Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

It is used in the spectroscopic observation of jet-cooled 2-fluoro-m-xylyl radical.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 21, p. 906, 1978 DOI: 10.1021/jm00207a013

Synthesis

Example 2: General procedure for synthesizing 2-fluoro-1,3-dimethylbenzene from 2,6-dimethylaniline The diazotization of 2,6-dimethylaniline (2.3 g, 0.02 mol) was carried out in an Et3N-3HF system under the same conditions as for 2,4,6-trimethylaniline in Example 1. Upon initial addition of sodium nitrite (2.0 g, 0.03 mol), the color of the reaction mixture gradually changed from yellow to red. A small amount of tar is generated during the reaction, which can be easily separated by solvent extraction. The post-treatment was consistent with the description of 2,4,6-trimethylaniline. The organic layer was extracted from the aqueous phase using diethyl ether (150 mL), and the organic extract was dried over magnesium sulfate and fractionated by solvent to give an orange colored oil. The oily substance was distilled at 141-143 °C and atmospheric pressure to give the colorless liquid 1-fluoro-2,6-dimethylbenzene (2.0 g, 86.3% yield). The distillation process was completed in 1 hour. The 1H NMR (CDCl3) spectrum of the product showed: δ 2.25 (2-CH3 and 6-CH3, d, J = 2.0 Hz, 6H); δ 6.91 (3-H and 5-H, dd, J = 8.3 Hz and J = 6.5 Hz, 2H); and δ 7.01 (4-H, t, J = 8.0 Hz, 1H).19F NMR (CDCl3) spectrum was found to be at δ 122.5 (1-F, ts, J = 6.5 Hz and J = 2.0 Hz) showed signals. Mass spectrometry analysis showed the molecular ion peak at m/z 124 and characteristic fragmentation peaks of 1-fluoro-2,6-dimethylbenzene were observed at m/z 109, 103, 96, 89, 83 and 77.

References

[1] Patent: US6179970, 2001, B2
[2] Journal of the American Chemical Society, 1992, vol. 114, # 7, p. 2482 - 2494
[3] Proceedings - Indian Academy of Sciences, Section A, 1959, vol. 50, p. 51,56, 58, 59
[4] Journal of Medicinal Chemistry, 1978, vol. 21, # 9, p. 906 - 913
[5] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1995, vol. 50, # 7, p. 1075 - 1078

2,6-Dimethylfluorobenzene(443-88-9)Related Product Information

• Xylene
• 4-Fluorobenzaldehyde
• o-Xylene
• m-Xylene
• Musk xylene
• 2-Fluorotoluene
• 1,2-Difluorobenzene
• Transfluthrin
• Sodium xylenesulfonate
• Florfenicol
• 2,4,5,6-Tetrafluoroisophthalonitrile
• 2-FLUORO-3-(TRIFLUOROMETHYL)BENZOYL CHLORIDE
• 2-FLUORO-3-(TRIFLUOROMETHYL)BENZOPHENONE
• 3-CYANO-4-DIMETHYLAMINO-2-FLUOROBENZALDEHYDE
• TETRAFLUOROISOPHTHALIC ACID
• 2-FLUORO-3-METHYLBENZYL BROMIDE
• 2-Fluoro-3-methylbenzoic acid
• 2-FLUORO-3-(TRIFLUOROMETHYL)BENZOIC ACID