| Identification | More | [Name]
3,5-Difluorochlorobenzene | [CAS]
1435-43-4 | [Synonyms]
1-CHLORO-3,5-DIFLUOROBENZENE
3,5-DIFLUOROCHLOROBENZENE
1-Chloro-3,5-difluorobenzene 97%
1-Chloro-3,5-difluorobenzene97%
3,5-Difluorchlorbenzol | [EINECS(EC#)]
627-820-7 | [Molecular Formula]
C6H3ClF2 | [MDL Number]
MFCD00041518 | [Molecular Weight]
148.54 | [MOL File]
1435-43-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless liquid | [Boiling point ]
111-112 °C (lit.) | [density ]
1.329 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.465(lit.)
| [Fp ]
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 Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
2
| [Hazard Note ]
Flammable | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [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 |
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