2-Chloro-4-fluorotoluene Chemical Properties

Boiling point:

154-156 °C (lit.)

Density 

1.197 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.499(lit.)

Flash point:

122 °F

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

1.197

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 Information

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36/37/39-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Irritant/Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

29039990

MSDS

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2-Chloro-4-fluorotoluene Usage And Synthesis

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

2-Chloro-4-fluorotoluene(452-73-3)Related Product Information

• 4-Chlorotoluene
• Benzyl chloride
• 3-Fluorobenzotrifluoride
• 2-Chlorotoluene
• 2-Methylbenzotrifluoride
• 3-Chlorotoluene
• Benzotrifluoride
• 2-Chloro-4-fluorobenzoic acid
• 2-Chloro-4-fluorobenzoyl chloride
• 2-CHLORO-4-FLUOROBENZYL ALCOHOL
• 2-Chloro-4-fluorobenzonitrile
• 2-CHLORO-4-FLUOROBENZAMIDE
• Fluorine
• Difluorochloromethane
• 2-Chloro-4-fluorobenzaldehyde
• Methyl 2-chloro-4-fluorobenzoate
• 2'-CHLORO-4'-FLUOROACETOPHENONE
• 2-CHLORO-4-FLUOROBENZYLAMINE