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| CAS No.: | 106-40-1 |
|---|---|
| Name: | 4-Bromoaniline |
| Article Data: | 523 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H6BrN |
| Molecular Weight: | 172.024 |
| Synonyms: | Aniline,p-bromo- (8CI);1-Amino-4-bromobenzene;benzenamine, 4-bromo-;Aniline, p-bromo-;p-Bromophenylamine;p-Bromoaniline; |
| EINECS: | 203-393-9 |
| Density: | 1.594 g/cm3 |
| Melting Point: | 56-62 °C(lit.) |
| Boiling Point: | 225.9 °C at 760 mmHg |
| Flash Point: | 90.4 °C |
| Solubility: | <0.1 g/100 mL at 23°C in water |
| Appearance: | brown crystals |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 21/22-36/37/38-20/21/22 |
| Safety: | 26-36/37-36/37/39 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 26.02000 |
| LogP: | 2.61250 |
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| Conditions | Yield |
|---|---|
| With copper(I) chloride; potassium borohydride In methanol for 0.166667h; Ambient temperature; | 100% |
| With sodium tetrahydroborate In methanol at 60℃; for 3h; Sealed tube; | 100% |
| With water; oxalic acid; titanium(IV) oxide for 3h; Wavelength; Irradiation; Inert atmosphere; Sealed tube; Green chemistry; chemoselective reaction; | 100% |
- 108613-06-5
N-(4-bromophenyl)-1-tert-butyl-1,1-dimethylsilanamine
- 106-40-1
4-bromo-aniline
| Conditions | Yield |
|---|---|
| With silica gel In ethanol; water at 20℃; for 2h; | 100% |
| Conditions | Yield |
|---|---|
| With oxygen; sodium bromide In dibutyl ether at 45℃; under 760.051 Torr; for 5h; Schlenk technique; | 99% |
| With N-Bromosuccinimide at 20℃; for 0.166667h; regioselective reaction; | 98% |
| With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one for 0.0138889h; microwave irradiation; | 95% |
| Conditions | Yield |
|---|---|
| With iron(III) oxide; hydrazine hydrate In water at 120℃; for 2h; Inert atmosphere; | 98% |
| With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.166667h; Ambient temperature; | 97% |
| With borohydride supported on an ion exchange resin In methanol for 4h; Product distribution; Heating; other aryl azides and arylsulfonyl azides; var. temp. and times; | 96% |
| Conditions | Yield |
|---|---|
| With 40% potassium fluoride/alumina at 85℃; for 0.0666667h; Microwave irradiation; Neat (no solvent); | 97% |
| With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent); | 96% |
| With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction; | 95% |
| Conditions | Yield |
|---|---|
| With platinum on carbon; hydrogen In methanol at 25℃; under 1500.15 Torr; for 24h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Pressure; | A 90% B 5% |
| With isopropyl alcohol; sodium hydroxide for 12h; Inert atmosphere; Reflux; chemoselective reaction; | A n/a B 84% |
| With hydrogen In methanol at 30℃; under 22502.3 Torr; Reagent/catalyst; | A n/a B 83% |
| Conditions | Yield |
|---|---|
| With sodium azide; copper; diisopropylamine; ascorbic acid In dimethyl sulfoxide at 80℃; for 14h; | A 88% B 7% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; potassium bromide In water; acetonitrile | A 87% B 12% |
| With pyridinium hydrobromide perbromide In tetrahydrofuran for 0.25h; Product distribution; other aromatic amines; | A 84% B n/a |
| With N-Bromosuccinimide; silver hexafluoroantimonate; 1-methylthiotriptycene In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique; Overall yield = 95 percentSpectr.; | A 76% B n/a |
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(E)-N-(4-bromophenyl)-1-(p-tolyl)methanimine
- 109-77-3
malononitrile
A
- 2826-25-7
2-(4-methylbenzylidene)malononitrile
B
- 106-40-1
4-bromo-aniline
| Conditions | Yield |
|---|---|
| With sodium dodecyl-sulfate In water at 25 - 30℃; for 0.2h; | A 87% B n/a |
- 106-40-1
4-bromo-aniline
| Conditions | Yield |
|---|---|
| With indium; ammonium chloride In ethanol for 2.5h; Heating; | 86% |
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Chemistry
Molecular Structure of 4-Bromoaniline (CAS NO.106-40-1):
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IUPAC Name: 4-bromoaniline
Empirical Formula: C6H6BrN
Molecular Weight: 172.02
Form: crystalline
Color: white to light yellow
Water Solubility: <0.1 g/100 mL at 23 °C
Merck: 14,1404
BRN: 742031
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.625
Molar Refractivity: 38.17 cm3
Molar Volume: 107.8 cm3
Surface Tension: 47.7 dyne/cm
Density: 1.594 g/cm3
Flash Point: 90.4 °C
Melting point: 56-62 °C(lit.)
Enthalpy of Vaporization: 46.24 kJ/mol
Boiling Point: 225.9 °C at 760 mmHg
Vapour Pressure: 0.0843 mmHg at 25°C
InChI
InChI=1/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2
Smiles
c1(ccc(Br)cc1)N
EINECS: 203-393-9
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, peroxides, acids, acid chlorides, acid anhydrides, chloroformates. May be air sensitive.
Product Categories: Fine chemical & intermediates; Anilines, Aromatic Amines and Nitro Compounds; Amines; Phenyls & Phenyl-Het; API intermediates; Anilines, Amides & Amines; Bromine Compounds; Anilines (Building Blocks for Liquid Crystals); Bifunctional Compounds (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials; Phenyls & Phenyl-Het; C2 to C6; Nitrogen Compounds
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 248mg/kg (248mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979. | |
| mouse | LD50 | oral | 289mg/kg (289mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979. | |
| rat | LD50 | oral | 456mg/kg (456mg/kg) | Ceskoslovenska Hygiena. Czechoslovak Hygiene. Vol. 23, Pg. 168, 1978. |
Consensus Reports
4-Bromoaniline (CAS NO.106-40-1) is reported in EPA TSCA Inventory.
Safety Profile
Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Br− and NOx.
Hazard Codes: 
Xn
Risk Statements: 21/22-36/37/38-20/21/22
R21/22:Harmful in contact with skin and if swallowed.
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: 26-36/37-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: BW9280000
F: 8-9-23
Hazard Note: Harmful
HazardClass: 6.1
PackingGroup: III
HS Code: 29214210
Specification
4-Bromoaniline , with CAS number of 106-40-1, can be called 4-Bromanilinu ; 4-Bromo-aniline ; Aniline, p-bromo- ; Benzenamine, 4-bromo- ; p-Bromophenylamine ; p-Bromoaniline . It is a crystalline, 4-Bromoaniline (CAS NO.106-40-1) is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water, with highly reactive mixtures in air. Flash point data are not available for 4-Bromoaniline, but 4-Bromoaniline is probably combustible.
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