| Identification | More | [Name]
5-FLUORO-M-XYLENE | [CAS]
461-97-2 | [Synonyms]
1-FLUORO-3,5-DIMETHYLBENZENE
3,5-DIMETHYLFLUOROBENZENE
5-FLUORO-M-XYLENE
1,3-Dimethyl-5-fluorobenzene~3,5-Dimethylfluorobenzene
Fluoroxylene4
5-Fluoro-m-xylene,97%
5-Fluoro-m-xylene,1,3-Dimethyl-5-fluoroBenzene
1,3-dimethyl-5-fluorobenzene
3,5-Dimethylfluorobenzene 98%
3,5-Dimethylfluorobenzene98% | [Molecular Formula]
C8H9F | [MDL Number]
MFCD00052366 | [Molecular Weight]
124.16 | [MOL File]
461-97-2.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to slightly yellow liquid | [Boiling point ]
145 °C | [density ]
0.98 | [refractive index ]
1.475 | [Fp ]
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 Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
1993 | [Hazard Note ]
Flammable | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [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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