| Identification | More | [Name]
2-Chloro-4-fluorotoluene | [CAS]
452-73-3 | [Synonyms]
2-CHLORO-4-FLUORO-1-METHYLBENZENE
2-CHLORO-4-FLUOROTOLUENE
4-FLUORO-2-CHLOROTOLUENE
Benzene, 2-chloro-4-fluoro-1-methyl-
2-Chloro-4-fluorotoluene,98%
2-Chloro-4-fluorotoluene 98%
2-CHLORO-3-FLUOROTOLU
1-Chloro-5-fluoro-2-methylbenzene
3-Chloro-4-methylphenyl fluoride | [EINECS(EC#)]
207-209-8 | [Molecular Formula]
C7H6ClF | [MDL Number]
MFCD00000572 | [Molecular Weight]
144.57 | [MOL File]
452-73-3.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless to light yellow liqui | [Boiling point ]
154-156 °C (lit.) | [density ]
1.197 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.499(lit.)
| [Fp ]
122 °F
| [storage temp. ]
Flammables area | [form ]
clear liquid | [color ]
Colorless to Light yellow | [Specific Gravity]
1.197 | [Detection Methods]
GC | [BRN ]
1931690 | [InChI]
InChI=1S/C7H6ClF/c1-5-2-3-6(9)4-7(5)8/h2-4H,1H3 | [InChIKey]
CSARJIQZOSVYHA-UHFFFAOYSA-N | [SMILES]
C1(C)=CC=C(F)C=C1Cl | [CAS DataBase Reference]
452-73-3(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Chloro-4-fluorotoluene(452-73-3) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [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 .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Irritant/Flammable | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29039990 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
colorless to light yellow liqui | [Uses]
2-Chloro-4-fluorotoluene has been used in the preparation of 2-chloro-4-fluoro-benzylbromide. | [General Description]
2-Chloro-4-fluorotoluene generates vibronically excited, jet-cooled benzyl-type radicals by corona excited supersonic expansion coupled with a pinhole-type glass nozzle technique. | [Synthesis]
1. In a 1 L reactor (equipped with a condenser and a gas phase outlet diameter of 1/6 to 1/5 the diameter of the reactor), reduce the temperature to 20°C or lower. Slowly add 424 g (21.2 mol, 20 equiv.) of anhydrous hydrogen fluoride under stirring conditions, and further reduce the temperature after the addition is complete.
2. 150 g (1.059 mol, 1 eq.) of 3-chloro-4-methylaniline was added dropwise at 5 °C or lower, with the dropwise acceleration controlled to maintain the reaction temperature in the range of 5 to 15 °C, and the final addition was completed at about 3 °C.
3. after completion of the spiking, the temperature was lowered to 5 °C or lower, 73.1 g (1.06 mol, 1 eq.) of sodium nitrite was added in batches, and the reaction temperature was controlled to be in the range of -5 to 15 °C for 4 hours, followed by a heat hold for 1 hour.
4. Upon completion of the reaction, the reactor was programmed to warm up (strictly control the rate of warming: 0.5 to 1 °C per hour in the range of 0 to 20 °C; 1 to 2 °C per hour in the range of 20 to 80 °C), and was finally warmed up to 80 °C and held for 2 hours.
5. At the end of the holding time, reduce the temperature to 30 to 35°C and leave to stratify. The organic layer was neutralized to pH 7-8 with a dilute alkaline solution, followed by hydrodistillation.
6. 141 g of the organic layer at room temperature was collected and purity was 93.4% by gas chromatography. By distillation 125.1 g of the target product 2-chloro-4-fluorotoluene was obtained in 81.8% yield and 99.9% purity by gas chromatography. | [References]
[1] Patent: CN108569948, 2018, A. Location in patent: Paragraph 0035-0059 |
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