3,5-Difluorochlorobenzene Chemical Properties

Boiling point:

111-112 °C (lit.)

Density 

1.329 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.465(lit.)

Flash point:

85 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

BRN 

2205670

InChI

InChI=1S/C6H3ClF2/c7-4-1-5(8)3-6(9)2-4/h1-3H

InChIKey

RFKBODCWHNDUTJ-UHFFFAOYSA-N

SMILES

C1(Cl)=CC(F)=CC(F)=C1

CAS DataBase Reference

1435-43-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38

Safety Statements 

37/39-26-16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

2

Hazard Note 

Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

29039990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,5-Difluorochlorobenzene Usage And Synthesis

Application

3,5-Difluorochlorobenzene can be used as an intermediate in pesticide and pharmaceutical chemistry, and can be used in the synthesis of drug molecules, hormones, and bioactive molecules. In organic synthesis transformations, the chlorine atom in 3,5-difluorochlorobenzene can be converted into a boronic acid structure or a boronic ester derivative under the catalysis of the transition metal palladium.

Chemical Properties

clear colourless liquid

Synthesis

General procedure for the synthesis of 3,5-difluorochlorobenzene from 6-chloro-2,4-difluoroaniline: 1. 0.5 moles (1.0 equiv.) of 6-chloro-2,4-difluoroaniline and 200 ml of dichloromethane were added to a reaction flask and stirred until completely dissolved. 2. 0.55 moles (1.1 eq.) of N-chlorosuccinimide (NCS) was added in 5 batches, the reaction temperature was controlled at 10~15°C, and after the addition was completed, the reaction was heated to reflux for 2 hours. 3. The completion of the reaction was monitored by TLC and the pH was adjusted to 6-7 by adding 10% dilute hydrochloric acid to the reaction mixture. 4. The organic phase was separated, washed with water and rotary evaporated to dryness to give 0.44 mol (0.88 eq.) of 2,4-difluoro-5-chloroaniline. 5. 0.44 mol of 2,4-difluoro-5-chloroaniline was added to 1.5 mol (3 eq.) of 25% dilute sulfuric acid and stirred for 0.5 hr. 6. Add 0.75 mol (1.5 eq.) of sodium phosphite, control the reaction temperature at 30~35°C, slowly add 0.5 mol (1 eq.) of aqueous sodium nitrite dropwise, control the rate of dropwise acceleration so that the reaction temperature rises 4~5°C per hour. 7. Warm up to 60°C, keep the temperature stirring for 2 hours. 8. 8. leave to stratify, the organic phase is washed with water and then steam distilled. 9. 9. 0.41 moles (0.82 equivalents) of 3,5-difluorochlorobenzene were obtained by distillation, with a purity of 99.8%.

References

[1] Patent: CN106986741, 2017, A. Location in patent: Paragraph 0017; 0018; 0019; 0020; 0021; 0022

3,5-Difluorochlorobenzene(1435-43-4)Related Product Information

• Transfluthrin
• 3,5-Dichloroaniline
• 1,3-Dichlorobenzene
• 1,3-Difluorobenzene
• 4-Fluorobenzonitrile
• Florfenicol
• Lobenzarit disodium
• 1,2-Dichlorobenzene
• 4-Fluorobenzaldehyde
• 1,2-Difluorobenzene
• Flumethrin
• 3,5-Difluorophenol
• 2,4-Dichlorobenzyl chloride
• Permethrin
• 2-CHLORO-4,6-DIFLUOROANILINE
• FENFLURAMINE
• Chloropentafluorobenzene
• p-Dichlorobenzene