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3-Chloro-4-fluoroaniline
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Name

3-Chloro-4-fluoroaniline

 EINECS 206-682-8
CAS No. 367-21-5 Density 1.349 g/cm3
PSA 26.02000 LogP 2.64250
Solubility 10 g/L (20 °C) in water Melting Point 42-44 °C(lit.)
Formula C6H5ClFN Boiling Point 227.5 °C at 760 mmHg
Molecular Weight 145.564 Flash Point 99.4 °C
Transport Information UN 2811 6.1/PG 2 Appearance dark purple to black solid
Safety 36/37/39-45-26 Risk Codes 23/24/25-33-36/37/38-20/21/22
Molecular Structure Molecular Structure of 367-21-5 (3-Chloro-4-fluoroaniline) Hazard Symbols ToxicT, HarmfulXn, IrritantXi
Synonyms

Benzenamine, 3-chloro-4-fluoro-;3-chloro-4-fluoro-aniline;Aniline, 3-chloro-4-fluoro-;3-Chloro-4-fluoro-phenylamine;

Article Data 35

3-Chloro-4-fluoroaniline Synthetic route

350-30-1

3-chloro-4-fluoronitrobenzene

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave;99.9%
With sodium tetrahydroborate; cyclohexanediamine-Pd-β-cyclodextrin In water at 20℃; for 3h; Sealed tube;96%
With hydrazine hydrate In ethanol at 100℃; under 760.051 Torr; for 8h; Time; Sealed tube; chemoselective reaction;94.7%

C14H11ClFNO2

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;86%
119951-96-1

(3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
With methanol; oxalyl dichloride at 20℃; for 2h;80%
121-73-3

3-Chloronitrobenzene

A

367-21-5

3-chloro-4-fluorophenylamine

B

108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With Piperonyl butoxide; hydrogen fluoride Yields of byproduct given;A 34%
B n/a

1-(3-Chloro-4-fluoro-phenyl)-ethanone oxime

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
(i) PCl5, (ii) aq. HCl; Multistep reaction;
350-46-9

4-Fluoronitrobenzene

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron-powder / Einleiten von Chlor
2: titanium (III)-chloride; water
View Scheme
Multi-step reaction with 2 steps
1: Cl2, FeCl3
2: Fe, aq. NH4Cl
View Scheme
108-42-9

3-chloro-aniline

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride; sodium nitrite / water / 0.5 h
2: trifluoromethan; fluorosulfonyl fluoride / 70 °C
3: hydrogenchloride / water / 2 h / 50 °C
View Scheme

4-fluoro-3-chloronitrosoaniline

367-21-5

3-chloro-4-fluorophenylamine

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 2h;
367-21-5

3-chloro-4-fluorophenylamine

87-13-8

diethyl 2-ethoxymethylenemalonate

70032-30-3

diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate

Conditions
ConditionsYield
at 120 - 130℃; for 2h;100%
for 0.0333333h; Gould-Jacob reaction; Irradiation;99%
at 110℃; for 1h; Microwave irradiation;99%
367-21-5

3-chloro-4-fluorophenylamine

24424-99-5

di-tert-butyl dicarbonate

119951-96-1

(3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 3-chloro-4-fluorophenylamine With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;		100%
With 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 30 - 35℃; for 0.25h; neat (no solvent); chemoselective reaction;95%
In water at 30 - 35℃; for 6h;92%

3-Chloro-4-fluoroaniline Chemical Properties

Molecular Structure:

Molecular Formula: C6H5ClFN
Molecular Weight: 145.562
IUPAC Name: 3-Chloro-4-fluoroaniline
Synonyms of 3-Chloro-4-fluoroaniline (CAS NO.367-21-5): Aniline, 3-chloro-4-fluoro- ; EINECS 206-682-8 ; NSC 10290 ; Benzenamine, 3-chloro-4-fluoro-
CAS NO: 367-21-5
Product Categories: Drug Intermediates ; Anilines, Aromatic Amines and Nitro Compounds ; Fluorobenzene ; C2 to C6 ; Nitrogen Compounds ; ChloroChemical Class ; FluoroMore...Close... ; Alpha Sort ; Amines ; Analytical Standards ; AromaticsChemical Class ; AromaticsVolatiles/ Semivolatiles ; C ; CAlphabetic ; CHChemical Class ; Chemical Class ; Halogenated ; Aniline series
Melting point: 42-44 °C
Index of Refraction: 1.569
Molar Refractivity: 35.37 cm3
Molar Volume: 107.8 cm3
Surface Tension: 42.9 dyne/cm
Density: 1.349 g/cm3
Flash Point: 99.4 °C
Enthalpy of Vaporization: 46.41 kJ/mol
Boiling Point: 227.5 °C at 760 mmHg
Vapour Pressure: 0.0773 mmHg at 25°C

3-Chloro-4-fluoroaniline Uses

 3-Chloro-4-fluoroaniline (CAS NO.367-21-5) is used as the important intermediates for Norfloxacin Synthesis.

3-Chloro-4-fluoroaniline Safety Profile

Safety Information about 3-Chloro-4-fluoroaniline (CAS NO.367-21-5):
Hazard Codes: T,Xi,Xn
Risk Statements:
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R33: Danger of cumulative effects
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:
 S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
 S45:I n case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
 S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 2

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