4-Bromoaniline supplier | CasNO.106-40-1

Name
4-Bromoaniline
EINECS 203-393-9
CAS No. 106-40-1
Article Data523
CAS DataBase
Density 1.594 g/cm³
Solubility <0.1 g/100 mL at 23°C in water
Melting Point 56-62 °C(lit.)
Formula C₆H₆BrN
Boiling Point 225.9 °C at 760 mmHg
Molecular Weight 172.024
Flash Point 90.4 °C
Transport Information UN 2811 6.1/PG 3
Appearance brown crystals
Safety 26-36/37-36/37/39
Risk Codes 21/22-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Aniline,p-bromo- (8CI);1-Amino-4-bromobenzene;benzenamine, 4-bromo-;Aniline, p-bromo-;p-Bromophenylamine;p-Bromoaniline;
PSA 26.02000
LogP 2.61250

Synthetic route

: 586-78-7
para-nitrophenyl bromide

: 106-40-1
4-bromo-aniline

Conditions

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

Conditions	Yield
With silica gel In ethanol; water at 20℃; for 2h;	100%

: 62-53-3
aniline

: 106-40-1
4-bromo-aniline

Conditions

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%

: 2101-88-4
1-azido-4-bromobenzene

: 106-40-1
4-bromo-aniline

Conditions

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%

: 103-88-8
4-bromoacetanilide

: 106-40-1
4-bromo-aniline

Conditions

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%

: 586-78-7
para-nitrophenyl bromide

A: 62-53-3
aniline

B: 106-40-1
4-bromo-aniline

Conditions

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%

: 589-87-7
1,4-bromoiodobenzene

A: 2101-88-4
1-azido-4-bromobenzene

B: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With sodium azide; copper; diisopropylamine; ascorbic acid In dimethyl sulfoxide at 80℃; for 14h;	A 88% B 7%

: 62-53-3
aniline

A: 106-40-1
4-bromo-aniline

B: 615-36-1
2-bromoaniline

Conditions

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

: 124397-40-6
(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

Conditions	Yield
With sodium dodecyl-sulfate In water at 25 - 30℃; for 0.2h;	A 87% B n/a

...Expand

: (4-bromo-phenyl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With indium; ammonium chloride In ethanol for 2.5h; Heating;	86%

: 1601-98-5
1,2-bis(4-bromophenyl)diazene

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.583333h; pH=2; Inert atmosphere; Irradiation;	86%

: 360791-98-6
2-(4-bromophenoxy)propanamide

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry;	86%
With potassium hydroxide at 140℃;	126.5 mg

: 25203-36-5
methyl N-(4-bromophenyl)carbamate

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With sodium hydrogen telluride In N,N-dimethyl-formamide at 70 - 75℃; for 5h;	85%
With water; hydrogen cation at 99.9℃; Rate constant;

: 120-72-9
indole

: 3340-78-1
2-phenyl-1,2,3,4-tetrahydroisoquinoline

: 586-78-7
para-nitrophenyl bromide

A: 1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

B: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With Co(dmgH)2Cl2; Eosin Y In water; acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;	A 85% B 94 %Spectr.

...Expand

: 62-53-3
aniline

A: 615-57-6
2,4-dibromo-aniline

B: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With tetra-N-butylammonium tribromide In chloroform for 0.05h;	A 14% B 84%
With tetra-N-butylammonium tribromide In chloroform at 20℃; for 0.05h; Product distribution; substituted anilines, 2-aminopyridine, other solvents, other reaction time, other reagent: tetraphenylphosphonium tribromide;	A 16% B 82%
With tetra-N-butylammonium tribromide In chloroform at 20℃; for 0.05h; other reagent: tetraphenylphosphonium tribromide;	A 16% B 82%

: N,N',N''-tris(p-bromophenyl)phosphorous triamide

A: 2,4-bis(p-bromoanilino)-1,3-bis(p-bromophenyl)-1,3,2,4-diazadiphosphetidine

B: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
In xylene for 2h; Heating;	A 60.5% B 83.5%

: 586-78-7
para-nitrophenyl bromide

A: 1601-98-5
1,2-bis(4-bromophenyl)diazene

B: 106-40-1
4-bromo-aniline

C: 1215-42-5, 21650-67-9, 125367-64-8
4,4'-dibromoazoxybenzene

Conditions

Conditions	Yield
With hydrazine hydrate; nickel(II) nitrate; zinc In tert-butyl alcohol for 0.333333h; Heating;	A 6 % Chromat. B 8% C 82%
With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 3h; Heating;	A 13% B 5% C 79%

...Expand

: 586-78-7
para-nitrophenyl bromide

A: 106-40-1
4-bromo-aniline

B: 92-87-5
p,p'-diaminobiphenyl

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction;	A 82% B 7%

: 92159-87-0
benzyl (4-bromophenyl)carbamate

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	81%

: 5391-88-8
1-(4-bromophenyl)ethanol

: 106-40-1
4-bromo-aniline

Conditions

Conditions	Yield
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 10h;	81%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;	78%

: 86-98-6
4,7-dichloroquinoline

: 106-40-1
4-bromo-aniline

: N-(4-bromophenyl)-7-chloroquinolin-4-amine

Conditions

Conditions	Yield
In ethanol for 24h; Reflux;	100%
for 0.166667h; microwave irradiation;	95%
With ethanol

: 123-08-0
4-hydroxy-benzaldehyde

: 106-40-1
4-bromo-aniline

: 3382-65-8
4-hydroxybenzylidene-4'-bromoaniline

Conditions

Conditions	Yield
for 24h; Ambient temperature;	100%
In methanol at 20℃;	90%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;	87%

: 124-63-0
methanesulfonyl chloride

: 106-40-1
4-bromo-aniline

: 4284-50-8
N-(4-bromophenyl)methanesulfonamide

Conditions

Conditions	Yield
Stage #1: methanesulfonyl chloride; 4-bromo-aniline With triethylamine In dichloromethane at 0 - 20℃; for 3.08333h; Stage #2: With methanol; ammonia; water In tetrahydrofuran at 20℃; for 16h;	100%
Stage #1: methanesulfonyl chloride; 4-bromo-aniline With triethylamine In dichloromethane at 0 - 20℃; for 3.08333h; Stage #2: With ammonia; water In tetrahydrofuran; methanol at 20℃; for 16h;	100%
With pyridine In dichloromethane at 0 - 20℃; for 12h;	98%

: 141-75-3
butyryl chloride

: 106-40-1
4-bromo-aniline

: 119199-11-0
N-(4-bromophenyl)butanamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃;	100%
With triethylamine In chloroform at 20℃; for 0.0222222h; Flow reactor;	82%

: 532-55-8
Benzoyl isothiocyanate

: 106-40-1
4-bromo-aniline

: 19249-89-9
1-benzoyl-3-(4-bromophenyl)thiourea

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1.2h;	100%
In acetone	82%
at 75℃; for 2h; Reflux;	72%

: 98-59-9
p-toluenesulfonyl chloride

: 106-40-1
4-bromo-aniline

: 32857-48-0
N-(4-bromophenyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With pyridine In dichloromethane for 2h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 4℃;	100%
With pyridine In dichloromethane at 20℃; for 16h;	99%

: 64-18-6
formic acid

: 106-40-1
4-bromo-aniline

: 2617-78-9
N-(4-bromophenyl)formamide

Conditions

Conditions	Yield
In toluene Reflux;	100%
With sodium formate at 20℃; for 2.75h; Neat (no solvent);	99%
With zinc(II) oxide at 70℃; for 0.333333h;	98%

: 106-40-1
4-bromo-aniline

: 3623-23-2
4-bromonitrosobenzene

Conditions

Conditions	Yield
With Oxone In dichloromethane; water at 20℃; for 4h;	100%
With oxone\|\|potassium monopersulfate triple salt In dichloromethane; water at 20℃;	100%
With dihydrogen peroxide In methanol; water at 20℃; for 2h; Catalytic behavior; Sealed tube; chemoselective reaction;	94%

: 108-24-7
acetic anhydride

: 106-40-1
4-bromo-aniline

: 103-88-8
4-bromoacetanilide

Conditions

Conditions	Yield
With cadmium(II) oxide at 80℃; for 0.166667h; Neat (no solvent); Microwave irradiation;	100%
In dichloromethane at 20℃; Inert atmosphere;	100%
In dichloromethane at 0 - 20℃; Inert atmosphere;	100%

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 106-40-1
4-bromo-aniline

: 82363-27-7
3,4-dimethoxybenzal-4-bromoaniline

Conditions

Conditions	Yield
In toluene Heating;	100%
In methanol at 20℃;	76%

: 106-40-1
4-bromo-aniline

: 589-87-7
1,4-bromoiodobenzene

Conditions

Conditions	Yield
Stage #1: 4-bromo-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; Inert atmosphere; Stage #2: With potassium iodide In ethyl acetate for 0.5h;	100%
With sulfuric acid; potassium iodide; sodium nitrite In water at -5 - 60℃; Inert atmosphere;	92%
Stage #1: 4-bromo-aniline With sulfuric acid; silica gel; sodium nitrite at 20℃; grinding; Neat (no solvent); Stage #2: With water at 20℃; grinding; Neat (no solvent); Stage #3: With potassium iodide at 20℃; for 0.166667h; Sandmeyer reaction; grinding; Neat (no solvent);	87%

: 556-61-6
methyl thioisocyanate

: 106-40-1
4-bromo-aniline

: 61449-55-6
1-(4-bromophenyl)-3-methyl-thiourea

Conditions

Conditions	Yield
at 20℃; for 24h; Addition; solid-phase reaction;	100%
In ethanol for 1h; Heating;

: 106-40-1
4-bromo-aniline

: 98-80-6
phenylboronic acid

: 92-67-1
4-Aminobiphenyl

Conditions

Conditions	Yield
With potassium carbonate In methanol at 75℃; for 0.0833333h; Catalytic behavior; Suzuki-Miyaura Coupling; Microwave irradiation;	100%
With C22H21Cl4N4O3Pd2S(1-)*C16H36N(1+); potassium carbonate In water at 75℃; for 2h; Reagent/catalyst; Suzuki Coupling; Schlenk technique;	99%
With sodium carbonate; palladium In ethanol; water at 20 - 83℃; for 0.366667h; Concentration; Suzuki Coupling; Microwave irradiation;	99%

: 106-40-1
4-bromo-aniline

: 107-12-0
propiononitrile

: N-(4-bromo-phenyl)-propionamidine

Conditions

Conditions	Yield
With aluminium trichloride In toluene at 107℃; for 1.5h;	100%

: 1493-27-2
ortho-nitrofluorobenzene

: 106-40-1
4-bromo-aniline

: 58476-59-8
4-bromo-N-(2-nitrophenyl)benzenamine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 100℃; for 48h; Inert atmosphere; Schlenk technique;	100%
With potassium fluoride at 170 - 180℃; for 30h;	92%
With potassium fluoride at 150℃; for 18h; Inert atmosphere;	90%

: 106-40-1
4-bromo-aniline

: 4,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-3-diazonium nitrate

: 3-(4-bromophenyl)-1-(4,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-3-yl)triazene

Conditions

Conditions	Yield
With trimethylamine at 20℃; under 375.03 Torr; for 12h;	100%

: 1849-54-3
3-hydroxypyridine-4-carboxaldehyde

: 106-40-1
4-bromo-aniline

: 4-{[(E)-4-Bromo-phenylimino]-methyl}-pyridin-3-ol

Conditions

Conditions	Yield
In toluene Heating;	100%
In toluene for 5h; Heating;	82%

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 106-40-1
4-bromo-aniline

: 669000-20-8
methyl 3-((4-bromophenyl)amino)-3-oxopropanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
Stage #1: 4-bromo-aniline With triethylamine In ethyl acetate at 10℃; Stage #2: 3-chloro-3-oxopropanoic acid methyl ester at 17℃; for 0.75h;	122.75 g

: N-(2-ethylhexyl)-1,7-(3',5'-di-tert-butoxyphenoxy)perylene-3,4-dicarboxyanydride-9,10-dicarboxyimide

: 106-40-1
4-bromo-aniline

: C66H69BrN2O6

Conditions

Conditions	Yield
With 1H-imidazole In toluene for 3h; Reflux;	100%

: 106-40-1
4-bromo-aniline

: 151169-74-3
2,3-dichlorobenzeneboronic acid

: 1148126-14-0
2',3'-dichlorobiphenyl-4-amine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In toluene for 24h; Suzuki coupling; Inert atmosphere; Reflux;	100%

: 762-42-5
dimethyl acetylenedicarboxylate

: 106-40-1
4-bromo-aniline

: 106509-83-5
dimethyl 2-(4-bromophenylamino)maleate

Conditions

Conditions	Yield
at 20℃; for 0.133333h; Milling; Inert atmosphere;	100%
In methanol at 70℃; for 24h; Michael addition;	79%

: 1258500-12-7
1-(2,5-dimethyl-1H-pyrrol-1-yl)prop-2-en-1-one

: 106-40-1
4-bromo-aniline

: 1258500-19-4
N-(3-(2,5-dimethyl-1H-pyrrol-1-yl)-3-oxoprop-1-yl)-4-bromoaniline

Conditions

Conditions	Yield
In water at 50℃; for 24h; Michael condensation;	100%

: 32315-10-9
bis(trichloromethyl) carbonate

: 106-40-1
4-bromo-aniline

: 2493-02-9
4-bromophenyl isocyanate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%
Stage #1: bis(trichloromethyl) carbonate; 4-bromo-aniline In dichloromethane at 20℃; for 0.5h; Stage #2: With triethylamine In dichloromethane at -35 - 20℃; for 2h;	93%
With triethylamine In toluene for 7h; Reflux; Cooling with ice;	72%

: 14371-10-9
(E)-3-phenylpropenal

: 106-40-1
4-bromo-aniline

: (1E,2E)-N-(4-bromophenyl)-3-phenylprop-2-en-1-imine

Conditions

Conditions	Yield
In neat (no solvent) for 0.25h;	100%

: 106-40-1
4-bromo-aniline

: 107-12-0
propiononitrile

: C9H11BrN2

Conditions

Conditions	Yield
With aluminum (III) chloride In toluene at 100℃; for 0.0833333h;	100%

4-Bromoaniline Chemical Properties

Molecular Structure of 4-Bromoaniline (CAS NO.106-40-1):

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

4-Bromoaniline Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	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.

4-Bromoaniline Consensus Reports

4-Bromoaniline (CAS NO.106-40-1) is reported in EPA TSCA Inventory.

4-Bromoaniline Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Br⁻ and NO_x.
Hazard Codes: Harmful 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

4-Bromoaniline 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.

Product Name

4-Bromoaniline

Synthetic route

4-Bromoaniline Chemical Properties

4-Bromoaniline Toxicity Data With Reference

4-Bromoaniline Consensus Reports

4-Bromoaniline Safety Profile

4-Bromoaniline Specification

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