Product Name

  • Name

    4-Bromo-2-nitroaniline

  • EINECS
  • CAS No. 875-51-4
  • Article Data92
  • CAS DataBase
  • Density 1.812 g/cm3
  • Solubility
  • Melting Point 110-113 °C(lit.)
  • Formula C6H5BrN2O2
  • Boiling Point 308.7 °C at 760 mmHg
  • Molecular Weight 217.022
  • Flash Point 140.5 °C
  • Transport Information
  • Appearance yellow
  • Safety 26-36/37/39
  • Risk Codes 22-36/37/38-43-20/21/22
  • Molecular Structure Molecular Structure of 875-51-4 (4-Bromo-2-nitroaniline)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms 4-Bromo-o-nitroaniline;Benzenamine, 4-bromo-2-nitro-;p-Bromo-o-nitroaniline;4-bromo-2-nitro-aniline;4-Bromo-2-nitrobenzeneamine;Aniline, 4-bromo-2-nitro-;2-Nitro-4-bromoaniline;3-12-00-01670 (Beilstein Handbook Reference);4-Bromo-2-nitrobenzenamine;4-bromo-2-nitroaniline (IM OCS);
  • PSA 71.84000
  • LogP 3.04390

Synthetic route

2-nitro-aniline
88-74-4

2-nitro-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In methanol at 0 - 20℃; for 12h;99%
With HMTAB In dichloromethane at 20℃; for 0.5h;98%
With 1-butyl-3-methylpyridinium tribromide at 20℃;98%
4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide

4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With potassium carbonate; dimethyl sulfoxide; thiophenol In acetonitrile at 100℃; for 24h;96%
N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide

N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 90℃; for 8h;92%
N-(4-bromo-2-nitrophenyl)acetamide

N-(4-bromo-2-nitrophenyl)acetamide

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 80℃; for 12h;86%
With hydrogenchloride In tetrahydrofuran Heating;77%
With hydrogenchloride
2-nitro-aniline
88-74-4

2-nitro-aniline

A

2-bromo-6-nitroaniline
59255-95-7

2-bromo-6-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With dihydrogen peroxide; potassium bromide In water; acetonitrileA 15%
B 82%
With dihydrogen peroxide; potassium bromide; HZSM-5 In acetic acid at 20℃; for 4h; Bromination;A 15%
B 77%
With N-Bromosuccinimide; acetic acid at 34.84 - 89.84℃; for 5.5h;A 6.81 g
B 74%
With dihydrogen peroxide; ammonium bromide; acetic acid at 20℃; for 4h;
Stage #1: 2-nitro-aniline With dihydrogen peroxide; acetic acid; potassium bromide In water at 20℃; for 3h;
Stage #2: With sodium hydrogencarbonate In diethyl ether; water regioselective reaction;
4-bromo-aniline
106-40-1

4-bromo-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one In trifluoroacetic acid for 3h; Ambient temperature;70%
With nitric acid; acetic acid
Multi-step reaction with 3 steps
1: Diazotization.Zersetzung des Diazoniumperbromids mit Alkohol
2: beim Nitrieren
3: alcohol; ammonia / 200 - 210 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane
2: nitric acid; acetic anhydride / dichloromethane
3: hydrogenchloride / water / Reflux
View Scheme
Multi-step reaction with 3 steps
1: pyridine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice
2: nitric acid; copper(II) nitrate hydrate; oxygen / acetonitrile; water / 4 h / 50 °C / 760.05 Torr
3: potassium carbonate; dimethyl sulfoxide; thiophenol / acetonitrile / 24 h / 100 °C
View Scheme
N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine

N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Stage #1: N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine With triethylsilane; trifluoroacetic acid at 50℃; Inert atmosphere;
Stage #2: With acetic acid; hydrazine In methanol at 20℃; Inert atmosphere; regioselective reaction;
68%
4’-methoxy-2-nitroazobenzene
35527-28-7

4’-methoxy-2-nitroazobenzene

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

2,4-dibromo-6-nitroaniline
827-23-6

2,4-dibromo-6-nitroaniline

C

2-nitro-aniline
88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With hydrogen bromide In acetic acid for 1h; Heating;A 51%
B 10%
C 22%
2-(4-bromophenyl)isoindoline-1,3-dione
40101-31-3

2-(4-bromophenyl)isoindoline-1,3-dione

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

4-bromo-3-nitroaniline
53324-38-2

4-bromo-3-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid Erhitzen des Reaktionsprodukts mit 90prozentig.wss.Schwefelsaeure auf 130grad;
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ammonia; ethylene glycol at 120 - 130℃;
With ethanol; ammonia at 200 - 210℃;
4-bromo-1-chloro-2-nitrobenzene
16588-24-2

4-bromo-1-chloro-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ethanol; ammonia at 160℃;

4-Bromo-2-nitroaniline

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Bromieren und Verseifung des Reaktionsproduktes;
4-Bromo-1-fluoro-2-nitrobenzene

4-Bromo-1-fluoro-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ammonium hydroxide
acetic acid-(N-bromo-2-nitro-anilide)
99233-17-7

acetic acid-(N-bromo-2-nitro-anilide)

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With water
N-(4-bromophenyl)-nitramine
412328-47-3

N-(4-bromophenyl)-nitramine

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

(4-amino-3-nitro-phenyl)-arsonic acid
5440-06-2

(4-amino-3-nitro-phenyl)-arsonic acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide
bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

2-nitro-aniline
88-74-4

2-nitro-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

4-bromo-aniline
106-40-1

4-bromo-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

ammonia
7664-41-7

ammonia

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
at 200 - 210℃;
4-Bromo-1-fluoro-2-nitrobenzene
364-73-8

4-Bromo-1-fluoro-2-nitrobenzene

ammonium hydroxide

ammonium hydroxide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

N-(4-bromophenyl)-nitramine
412328-47-3

N-(4-bromophenyl)-nitramine

mineral acid

mineral acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-nitro-aniline
88-74-4

2-nitro-aniline

A

2-bromo-6-nitroaniline
59255-95-7

2-bromo-6-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

C

2,4-dibromo-6-nitroaniline
827-23-6

2,4-dibromo-6-nitroaniline

Conditions
ConditionsYield
With sodium perborate; ammonium heptamolybdate; potassium bromide In acetic acid at 20℃; for 1.25h; Bromination;
2-nitro-aniline
88-74-4

2-nitro-aniline

A

4-iodo-2-nitroaniline
20691-72-9

4-iodo-2-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium periodate; potassium iodide; lithium bromide In water; acetic acid at 25℃; for 8h;
4-bromoacetanilide
103-88-8

4-bromoacetanilide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / nitric acid / 0.17 h / -40 °C
2: 77 percent / aq. HCl / tetrahydrofuran / Heating
View Scheme
Multi-step reaction with 2 steps
1: HNO3 / 8 min below 0 deg C, 8 min, RT.
2: 3N KOH / 24 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: alcoholic potash
2: glacial acetic acid; nitric acid
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; sodium nitrate
2: aqueous sulfuric acid
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; acetic anhydride / dichloromethane
2: hydrogenchloride / water / Reflux
View Scheme
o-nitroacetanilide
552-32-9

o-nitroacetanilide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform; KHCO3; acid; bromine
2: acidified water
View Scheme
bromochlorobenzene
106-39-8

bromochlorobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated nitric acid
2: alcohol; ammonia / 160 °C
View Scheme
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: beim Nitrieren
2: alcohol; ammonia / 200 - 210 °C
View Scheme
chlorobenzene
108-90-7

chlorobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bromine
2: concentrated nitric acid
3: alcohol; ammonia / 160 °C
View Scheme
Å molecular sieves

Å molecular sieves

dichloromethane
75-09-2

dichloromethane

4-methylmorpholine N-oxide
7529-22-8

4-methylmorpholine N-oxide

5-benzimidazolecarboxylic acid
15788-16-6

5-benzimidazolecarboxylic acid

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

1H-benzo[d]imidazole-5-carbaldehyde
58442-17-4

1H-benzo[d]imidazole-5-carbaldehyde

Conditions
ConditionsYield
With LiAlH4; tetrapropylammonium perruthennate In tetrahydrofuran; N,N-dimethyl-formamideA 452 mg (32%, 2 steps)
B n/a
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

pyridine-3-boronic acid 1,3-propanediol cyclic ester

pyridine-3-boronic acid 1,3-propanediol cyclic ester

2-nitro-4-(pyridin-3-yl)benzenamine
167959-19-5

2-nitro-4-(pyridin-3-yl)benzenamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,2-dimethoxyethane at 90℃; for 8h; Suzuki coupling;100%
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 90℃; for 8h;
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

cyclopropylboronic acid
411235-57-9

cyclopropylboronic acid

4-cyclopropyl-2-nitro-phenylamine
335254-72-3

4-cyclopropyl-2-nitro-phenylamine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; catacxium A In water; toluene at 90℃; Inert atmosphere;100%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 12h; Inert atmosphere;89%
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 17h; Sealed tube;72%
3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole
832114-00-8

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-(3,5-dimethylisoxazol-4-yl)-2-nitroaniline

4-(3,5-dimethylisoxazol-4-yl)-2-nitroaniline

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In 1,2-dimethoxyethane; water for 0.5h; Suzuki Coupling;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;88%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;88%

Conditions
ConditionsYield
With potassium phosphate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In ethanol; water for 8h; Inert atmosphere; Reflux;100%
4-Bromo-2-nitroaniline

4-Bromo-2-nitroaniline

acetic anhydride
108-24-7

acetic anhydride

N-(4-bromo-2-nitrophenyl)acetamide
881-50-5

N-(4-bromo-2-nitrophenyl)acetamide

Conditions
ConditionsYield
With acetic acid at 95℃; for 7.5h;99.1%
With acetic acid at 100℃; for 3h;94%
With acetic acid at 100℃; for 5h;92.1%
CYANAMID
420-04-2

CYANAMID

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

7-bromo-1-oxido-1,2,4-benzotriazin-1-ium-3-amine
6298-38-0

7-bromo-1-oxido-1,2,4-benzotriazin-1-ium-3-amine

Conditions
ConditionsYield
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline at 50 - 100℃;
Stage #2: With hydrogenchloride In water at 100℃; for 3h;
Stage #3: With sodium hydroxide In water at 100℃; for 1h;
99%
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline In diethyl ether at 100℃; for 0.5h;
Stage #2: With hydrogenchloride In diethyl ether; water at 50 - 110℃; for 1h;
Stage #3: With sodium hydroxide In diethyl ether; water at 50 - 110℃; for 1h;
79%
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline at 100℃; for 0.5h;
Stage #2: With hydrogenchloride In water at 50 - 100℃; for 3h;
Stage #3: With sodium hydroxide In water at 100℃; for 1h;
60%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
761446-44-0

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

4-(1-methyl-1H-pyrazol-4-yl)-2-nitroaniline
959909-79-6

4-(1-methyl-1H-pyrazol-4-yl)-2-nitroaniline

Conditions
ConditionsYield
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In ISOPROPYLAMIDE; water at 80℃; for 1h; Suzuki Coupling;99%
With sodium carbonate In N,N-dimethyl acetamide; water at 80℃; for 1h; Inert atmosphere;99%
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl acetamide; water at 80℃; for 1h; Suzuki Coupling;99%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl (E)-3-(4′-bromo-2′-nitrophenyl)acrylate
1297609-84-7

methyl (E)-3-(4′-bromo-2′-nitrophenyl)acrylate

Conditions
ConditionsYield
With tert.-butylnitrite; methanesulfonic acid; palladium diacetate; methoxybenzene In methanol at 0 - 25℃; for 48h; Reagent/catalyst; Heck Reaction;99%
Stage #1: 4-Bromo-2-nitroaniline With tert.-butylnitrite In methanol at 0℃; for 0.5h;
Stage #2: acrylic acid methyl ester With methanesulfonic acid; palladium diacetate In methanol at 0 - 25℃; Heck-Matsuda reaction; chemoselective reaction;
98%
With palladium diacetate; toluene-4-sulfonic acid In methanol at 60℃; for 1.5h; Inert atmosphere; chemoselective reaction;76%
With tert.-butylnitrite In methanol at 25℃; for 24h; chemoselective reaction;74%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

methyl iodide
74-88-4

methyl iodide

N-methyl-4-bromo-2-nitroaniline
53484-26-7

N-methyl-4-bromo-2-nitroaniline

Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;
99%

Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 47 - 65℃; for 2h; Inert atmosphere;
Stage #2: With sodium hypochlorite In ethanol; water at 2 - 20℃; for 19.5h;
98%
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 60℃; for 1h;
Stage #2: With sodium hypochlorite at 0℃; for 1h;
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 47 - 65℃; for 2h;
Stage #2: With sodium hypochlorite In ethanol; water at 5℃; for 1.5h;
thiophene boronic acid

thiophene boronic acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-nitro-4-thiophen-2-yl-phenylamine
405170-93-6

2-nitro-4-thiophen-2-yl-phenylamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 3h; Suzuki-Miyaura coupling;98%
With potassium carbonate; tris-(o-tolyl)phosphine; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water Suzuki coupling;
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1-(4-bromo-2-nitrophenyl)-1H-pyrrole
1169610-77-8

1-(4-bromo-2-nitrophenyl)-1H-pyrrole

Conditions
ConditionsYield
With acetic acid for 4h; Reflux;98%
With acetic acid for 1h; Reflux;86%
With acetic acid for 2h; Clauson-Kaas Synthesis; Reflux;
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

N-benzhydryl-4-bromo-2-nitroaniline

N-benzhydryl-4-bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium tetrachloroaurate(III) dihydrate; sodium 3-(diphenylphosphanyl)benzenesulfonate In water at 80℃; for 16h; Sealed tube; Green chemistry;98%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-(methylthio)benzo[d]oxazole-6-carbaldehyde

2-(methylthio)benzo[d]oxazole-6-carbaldehyde

4-bromo-N-((2-(methylthio)benzo[d]oxazol-6-yl)methyl)-2-nitroaniline

4-bromo-N-((2-(methylthio)benzo[d]oxazol-6-yl)methyl)-2-nitroaniline

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In dichloromethane at -5 - 0℃; for 2h;97.4%

Conditions
ConditionsYield
With iron(III) chloride; hydrazine In methanol97%
With hydrogenchloride; tin(ll) chloride at 65 - 70℃; for 1h;96%
With tin(ll) chloride In ethanol Reduction; Heating;94%

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-bromo-1-methylsulfanyl-2-nitro-benzene
345635-46-3

4-bromo-1-methylsulfanyl-2-nitro-benzene

Conditions
ConditionsYield
With isopentyl nitrite at 25 - 90℃; for 2h;97%
With isopentyl nitrite at 80 - 90℃; for 2h;76%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

isopentyl nitrite
110-46-3

isopentyl nitrite

4-bromo-1-methylsulfanyl-2-nitro-benzene
345635-46-3

4-bromo-1-methylsulfanyl-2-nitro-benzene

Conditions
ConditionsYield
In Dimethyldisulphide; ethyl acetate97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-bromo-2-nitrobenzenediazonium tetrafluoroborate

4-bromo-2-nitrobenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
With tert.-butylnitrite; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-(trifluoromethyl)phenylboronic acid
1423-27-4

2-(trifluoromethyl)phenylboronic acid

3-nitro-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine
1221349-90-1

3-nitro-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,2-dimethoxyethane; water at 90℃; for 16h; Inert atmosphere;97%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki coupling; Inert atmosphere;97%
With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; Inert atmosphere;
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,2-dimethoxyethane; water at 90℃; for 16h; Inert atmosphere;
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-trifluoromethoxyphenylboronic acid
175676-65-0

2-trifluoromethoxyphenylboronic acid

3-nitro-2'-(trifluoromethoxy)-[1,1'-biphenyl]-4-amine
1259026-48-6

3-nitro-2'-(trifluoromethoxy)-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki coupling; Inert atmosphere;97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

(4-bromo-2-nitrophenyl)hydrazine hydrochloride
100032-79-9

(4-bromo-2-nitrophenyl)hydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With hydrogenchloride In water at 40℃; for 2h;
Stage #2: With sodium nitrite In water at -10℃; for 2h;
Stage #3: With hydrogenchloride; tin(ll) chloride In water at -30 - -20℃;
97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

allyltributylstanane
24850-33-7

allyltributylstanane

4-allyl-2-nitroaniline
160522-85-0

4-allyl-2-nitroaniline

Conditions
ConditionsYield
With bis(triphenylphosphine)palladium(II)-chloride; triphenylphosphine In N,N-dimethyl-formamide at 120℃;96%

4-Bromo-2-nitroaniline Chemical Properties

Molecular structure of 4-Bromo-2-nitroaniline (CAS NO.875-51-4) is:

Product Name: 4-Bromo-2-nitroaniline
CAS Registry Number: 875-51-4
IUPAC Name: 4-bromo-2-nitroaniline
Molecular Weight: 217.0201 [g/mol]
Molecular Formula: C6H5BrN2O2
XLogP3: 1.9
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 110-113 °C(lit.)
Surface Tension: 64.3 dyne/cm
Density: 1.812 g/cm3
Flash Point: 140.5 °C
Enthalpy of Vaporization: 54.94 kJ/mol
Boiling Point: 308.7 °C at 760 mmHg
Vapour Pressure: 0.00067 mmHg at 25°C
Product Categories: Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;Amines;Phenyls & Phenyl-Het;Anilines, Amides & Amines;Bromine Compounds;Nitro Compounds;Phenyls & Phenyl-Het;C2 to C6;Nitrogen Compounds

4-Bromo-2-nitroaniline Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 12, 1953.

4-Bromo-2-nitroaniline Safety Profile

Safty information about 4-Bromo-2-nitroaniline (CAS NO.875-51-4) is:
Hazard Codes: HarmfulXn,Xi
Risk Statements: 22-36/37/38-43-20/21/22 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R43:May cause sensitization by skin contact. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: BW9370000
Hazard Note: Irritant
HazardClass: IRRITANT, IRRITANT-HARMFUL

4-Bromo-2-nitroaniline Specification

 4-Bromo-2-nitroaniline , its cas register number is 875-51-4. It also can be called 2-Nitro-4-bromoaniline ; 4-Bromo-2-nitrobenzeneamine ; 4-Bromo-o-nitroaniline ; Aniline, 4-bromo-2-nitro- ; Benzenamine, 4-bromo-2-nitro- ; p-Bromo-o-nitroaniline ; Aniline, 4-bromo-2-nitro- ; Benzenamine, 4-bromo-2-nitro- .

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