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Cas Database |
| Name |
4-Bromo-3-fluoroaniline |
EINECS | -0 |
| CAS No. | 656-65-5 | Density | 1.694 g/cm3 |
| PSA | 26.02000 | LogP | 2.75160 |
| Solubility | Soluble in acetonitrile, methanol. Insoluble in water. | Melting Point |
65-68 °C |
| Formula | C6H5BrFN | Boiling Point | 228.8 °C at 760 mmHg |
| Molecular Weight | 190.015 | Flash Point | 92.2 °C |
| Transport Information | UN 2811 | Appearance | Beige to brown needles and crystalline powder |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  T,  Xi
|
| Synonyms |
Aniline,4-bromo-3-fluoro- (6CI,8CI);3-Fluoro-4-bromoaniline;Benzenamine,4-bromo-3-fluoro-;4-Bromo-3-fluorobenzenamine;4-Bromo-3-fluorophenylamine; |
Article Data | 8 |
4-Bromo-3-fluoroaniline Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water In ethanol at 80℃; for 4h; | 100% |
| With hydrogenchloride In ethanol for 2h; Heating; | 99% |
| Conditions | Yield |
|---|---|
| With 1-hexyl-3-methyl-1-imidazolium bromide; copper(ll) bromide for 0.166667h; regioselective reaction; | 90% |
| With tetrabutylammomium bromide; copper(ll) bromide In ethanol at 25℃; regioselective reaction; | 80% |
| Multi-step reaction with 3 steps 1: 70 percent / acetic acid / 0.33 h / Heating 2: 100 percent / NBS / CH2Cl2 / a) reflux, 5 h, b) room temp., 16 h 3: 99 percent / 36percent HCl / ethanol / 2 h / Heating View Scheme | |
| With N-Bromosuccinimide In dimethyl sulfoxide at 20℃; regioselective reaction; | > 95 %Chromat. |
| Multi-step reaction with 3 steps 1: acetic acid / 3 h / 105 °C 2: N-Bromosuccinimide / dichloromethane / 24 h / 60 °C 3: hydrogenchloride; water / ethanol / 4 h / 80 °C View Scheme |
- 133059-44-6
4-bromo-3-fluorobenzonitrile
- 656-65-5
3-fluoro-4-bromophenylamine
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromo-3-fluorobenzonitrile With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at -5 - 5℃; for 2h; Stage #2: With sodium hypochlorite In water at -5 - 5℃; for 8h; Temperature; | 79% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 100 percent / NBS / CH2Cl2 / a) reflux, 5 h, b) room temp., 16 h 2: 99 percent / 36percent HCl / ethanol / 2 h / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: N-bromo-succinimide View Scheme | |
| Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dichloromethane / 24 h / 60 °C 2: hydrogenchloride; water / ethanol / 4 h / 80 °C View Scheme |
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In DCE at 20℃; | A 11 %Chromat. B 89 %Chromat. |
- 64248-62-0
3,4-Difluorobenzonitrile
- 656-65-5
3-fluoro-4-bromophenylamine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: ammonia / ethanol / 24 h / 70 - 80 °C 2.1: hydrogen bromide; copper(I) bromide; sodium nitrite / water / 4 h / -5 - 5 °C 3.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 2 h / -5 - 5 °C 3.2: 8 h / -5 - 5 °C View Scheme |
- 24424-99-5
di-tert-butyl dicarbonate
- 656-65-5
3-fluoro-4-bromophenylamine
- 868735-43-7
tert-butyl N-(4-bromo-3-fluorophenyl)carbamate
| Conditions | Yield |
|---|---|
| In 1,4-dioxane; water at 80℃; | 100% |
| In water at 20℃; for 40h; | 94% |
| In water at 20℃; for 16h; | 76% |
- 656-65-5
3-fluoro-4-bromophenylamine
- 407-25-0
trifluoroacetic anhydride
- 929279-27-6
N-(4-bromo-5-fluoro-2-nitrophenyl)-2,2,2-trifluoroacetamide
| Conditions | Yield |
|---|---|
| Stage #1: 3-fluoro-4-bromophenylamine; trifluoroacetic anhydride at 0℃; for 0.5h; Stage #2: With potassium nitrate at 0 - 25℃; | 100% |
| With ammonium nitrate In chloroform for 2h; | 95% |
| Stage #1: 3-fluoro-4-bromophenylamine; trifluoroacetic anhydride With ammonium nitrate In chloroform at 20℃; for 2.16667h; Stage #2: With sodium hydrogencarbonate In chloroform; water pH=~ 8; | 95% |
- 656-65-5
3-fluoro-4-bromophenylamine
- 501-53-1
benzyl chloroformate
- 510729-01-8
(4-bromo-3-fluorophenyl)carbamic acid benzyl ester
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In acetone at 15 - 22℃; for 1.5h; | 100% |
| Stage #1: 3-fluoro-4-bromophenylamine With sodium hydrogencarbonate In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: benzyl chloroformate In tetrahydrofuran at 0℃; for 3h; | 100% |
| With sodium hydrogencarbonate In water; acetone at 0 - 20℃; for 24h; | 94% |
- 111-49-9
hexamethylene imine
- 656-65-5
3-fluoro-4-bromophenylamine
- 2493-02-9
4-bromophenyl isocyanate
- 948883-08-7
5-azepan-1-yl-pentanoic acid (4-bromo-3-fluoro-phenyl)-amide
| Conditions | Yield |
|---|---|
| Stage #1: 3-fluoro-4-bromophenylamine; 4-bromophenyl isocyanate With triethylamine In dichloromethane at 20℃; for 2h; Stage #2: hexamethylene imine With triethylamine In 1,2-dichloro-ethane at 55℃; for 4h; | 100% |
4-Bromo-3-fluoroaniline Chemical Properties
IUPAC Name: 4-bromo-3-fluoroaniline
Empirical Formula: C6H5BrFN
Molecular Weight: 190.013g/mol
Structure of 4-Bromo-3-fluoroaniline (CAS NO.656-65-5):
Index of Refraction: 1.596
Molar Refractivity: 38.17 cm3
Molar Volume: 112.1 cm3
Polarizability: 15.13×10-24cm3
Surface Tension: 45.2 dyne/cm
Density: 1.694 g/cm3
Flash Point: 92.2 °C
Enthalpy of Vaporization: 46.54 kJ/mol
Melting Point: 72-73°C
Boiling Point: 228.8 °C at 760 mmHg
Vapour Pressure: 0.0721 mmHg at 25°C
Product Categories: Amines;blocks;Bromides;FluoroCompounds;Fluorobenzene;Anilines, Aromatic Amines and Nitro Compounds;Aniline;Anilines, Amides & Amines;Bromine Compounds;Fluorine Compounds;Phenyls & Phenyl-Het;C2 to C6;Nitrogen Compounds
Canonical SMILES: C1=CC(=C(C=C1N)F)Br
InChI: InChI=1S/C6H5BrFN/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2
InChIKey: YTMVYYAKOPIJCZ-UHFFFAOYSA-N
4-Bromo-3-fluoroaniline Safety Profile
Hazard Codes: 
Xi,
T,
Xn
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: UN2811
WGK Germany: 3
Hazard Note: Toxic
HazardClass: 6.1
PackingGroup: III
4-Bromo-3-fluoroaniline Specification
4-Bromo-3-fluoroaniline , its cas register number is 656-65-5. It also can be called 3-Fluoro-4-bromoaniline ; Benzenamine, 4-bromo-3-fluoro- ; 3-Bromo-4-fluoroaniline ; 3-Fluoro-4-Bromo Aniline ; 4-Bromo-3-fluoroaniline 98% ; 4-Bromo-3-fluorophenylamine . 4-Bromo-3-fluoroaniline (CAS NO.656-65-5) is a beige to brown needles and crystalline powder.
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