| Identification | More | [Name]
2,6-Dimethylfluorobenzene | [CAS]
443-88-9 | [Synonyms]
1-FLUORO-2,6-DIMETHYLBENZENE
2,5-DIMETHYLFLUOROBENZENE
2,6-DIMETHYLFLUOROBENZENE
2-FLUORO-1,3-DIMETHYLBENZENE
2-FLUORO-M-XYLENE
FLUORO-M-XYLENE
Benzene, 2-fluoro-1,3-dimethyl-
Fluoromxylenedimethylfluorobenzene
Fluoroxylene3
1,3-Dimethyl-2-fluorobenzene~2,6-Dimethylfluorobenzene
2-Fluoro-m-xylene,98%
2-Fluoro-m-xylene,1,3-Dimethyl-2-fluoroBenzene
1,3-dimethyl-2-fluorobenzene
2,6-Dimethylfluorobenzene 98%
2,6-Dimethylfluorobenzene98%
2,6-Dimethyl-1-fluorobenzene | [EINECS(EC#)]
207-144-5 | [Molecular Formula]
C8H9F | [MDL Number]
MFCD00039215 | [Molecular Weight]
124.16 | [MOL File]
443-88-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
147-148 °C(lit.) | [density ]
0.988 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.479(lit.)
| [Fp ]
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 Data | Back Directory | [Hazard Codes ]
F,Xn | [Risk Statements ]
R10:Flammable. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Flammable | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [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 |
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