1-Bromo-4-nitrobenzene supplier

Name
1-Bromo-4-nitrobenzene
EINECS 209-583-8
CAS No. 586-78-7
Article Data210
CAS DataBase
Density 1.719 g/cm³
Solubility Soluble in ethanol, ethyl ether and benzene
Melting Point 124-126 °C(lit.)
Formula C₆H₄BrNO₂
Boiling Point 252.635 °C at 760 mmHg
Molecular Weight 202.007
Flash Point 106.59 °C
Transport Information UN 3459 6.1/PG 3
Appearance light yellow powder
Safety 22-26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Benzene,1-bromo-4-nitro-;4-Bromo-1-nitrobenzene;4-Bromonitrobenzene;4-Nitro-1-bromobenzene;4-Nitrobromobenzene;4-Nitrophenyl bromide;NSC 3526;p-Bromonitrobenzene;p-Nitrobromobenzene;p-Nitrophenyl bromide;
PSA 45.82000
LogP 2.88050

Synthetic route

: 456-27-9
4-nitrobenzenediazonium tetrafluoroborate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination;	99%
With N-Bromosuccinimide; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 1h; Sandmeyer Reaction; Electrochemical reaction;	84%
With 1,3-bis-n-butylimidazolium bromide at 80℃; for 0.5h;	71%

: 5467-74-3
4-Bromophenylboronic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nitric acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere;	98%
With copper(II) nitrate trihydrate; trifluoroacetic acid In ethyl acetate at 100℃; for 3h;	96%
With 1,1,1,3',3',3'-hexafluoro-propanol; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide at 60℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;	96%

: 943-14-6
2-bromo-5-nitrobenzoic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With silver carbonate In dimethyl sulfoxide at 120℃; for 16h;	97%
With silver carbonate In dimethyl sulfoxide at 120℃;

: 636-99-7
4-nitrophenylhydrazine hydrochloride

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With boron tribromide; dimethyl sulfoxide at 80℃; for 1h;	97%

: 139139-81-4
bis(4-bromophenyl)iodonium triflate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With sodium nitrite In ethyl acetate at 70℃; for 16h; Temperature; Solvent; Sealed tube; regioselective reaction;	96%

: 106-40-1
4-bromo-aniline

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In toluene for 3h; Reflux;	95%
With tert.-butylhydroperoxide In acetonitrile at 60℃; for 4h; Reagent/catalyst; Temperature; Solvent; Schlenk technique;	91%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 1.5h; Ambient temperature;	89%

: 573-97-7
1-bromo-2-naphthol

: 4-nitrobenzenediazonium o-benzenedisulfonimide

A: 586-78-7
para-nitrophenyl bromide

B: 6410-10-2
para red

Conditions

Conditions	Yield
With sodium hydroxide; tetraethylammonium bromide In acetonitrile at 20℃; for 10h; Product distribution; Further Variations:; Reagents; Reaction partners;	A 80% B 15%

...Expand

: 1947-33-7
4-nitrobenzenediazonium 4-methylbenzenesulfonate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With potassium bromide In water at 20℃; for 1h;	80%

: 92722-14-0
tert-butyl 2-(4-nitrophenyl)diazenecarboxylate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With Bromotrichloromethane; trifluoroacetic acid In benzene at 20℃;	79%
With Bromotrichloromethane; trifluoroacetic acid In acetonitrile at 80℃; for 0.5h;	57%

: 108-86-1
bromobenzene

A: 577-19-5
2-nitrophenyl bromide

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nitric acid at 50℃; for 3h;	A 20.9% B 78.2%
With Iron(III) nitrate nonahydrate; phosphorus pentoxide In neat (no solvent) at 20℃; for 6h; Milling; Green chemistry; Overall yield = 93 percent;	A 25% B 68%
With thionyl chloride; bismuth subnitrate In dichloromethane at 20℃; for 9h;	A 18% B 60%

: 586-77-6
4-bromo-N,N-dimethylaniline

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonium iodide; water In dimethyl sulfoxide at 90℃; for 4h; Sealed tube;	73%

: 636-98-6
p-nitrobenzene iodide

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nickel dibromide In N,N-dimethyl-formamide at 170℃; for 0.0833333h; microwave irradiation;	72%

: 100-25-4
para-dinitrobenzene

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
Stage #1: para-dinitrobenzene With perchloric acid; sulfuric acid; sodium nitrite In water; ethyl acetate Electrochemical reaction; Stage #2: With hydrogen bromide; copper In water Electrochemical reaction;	67%

: 107-13-1
acrylonitrile

: 100-16-3
4-nitrophenylhydrazone

A: 62448-25-3
2-bromo-3-(4-nitro-phenyl)-propionitrile

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With copper(ll) bromide In water; acetic acid for 1h;	A 30% B 60%
With copper(II) sulfate; sodium bromide In water; acetic acid for 1h;	A 48% B 35%

...Expand

: 62-23-7
4-nitro-benzoic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; bromine In various solvent(s) for 22h; bromodecarboxylation; Heating; irradiation;	59%
With Bromotrichloromethane; 2,2’-disulfanediyldipyridine-1-oxide 2.) o-dichlorobenzene, 130 deg C; Yield given. Multistep reaction;

: 100-01-6
4-nitro-aniline

: 106-95-6
allyl bromide

A: 53483-17-3
1-allyl-4-nitro-benzene

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tert.-butylnitrite In acetonitrile at 50℃; for 1.33h;	A 55% B n/a

...Expand

: 93680-31-0
C7H6N8O2

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; trifluoroacetic acid In acetonitrile at 70 - 80℃;	52%

: 292638-85-8
acrylic acid methyl ester

: 100-16-3
4-nitrophenylhydrazone

A: 126558-68-7
2-Bromo-3-(4-nitro-phenyl)-propionic acid methyl ester

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With copper(II) sulfate; sodium bromide In water; acetic acid for 1h;	A 47% B 42%

...Expand

: 5467-74-3
4-Bromophenylboronic acid

A: 584-48-5
2,4-dinitrobromobenzene

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With ammonium nitrate; trifluoroacetic anhydride In acetonitrile at -35℃; for 5h; Nitration; Ipso-nitration;	A 42% B 37%

: 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%

: 123-75-1
pyrrolidine

: 586-78-7
para-nitrophenyl bromide

: 10220-22-1
1-(4-nitro-phenyl)-pyrrolidine

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; under 6375510 Torr; for 20h;	100%
In tetrahydrofuran at 50℃; under 9000720 Torr; for 20h;	100%
With C30H25BrN3PPdS; potassium carbonate In iso-butanol at 100℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere;	99.4%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 586-78-7
para-nitrophenyl bromide

: 112473-27-5
1-(4-Nitro-phenyl)-4-aza-1-azonia-bicyclo[2.2.2]octane; bromide

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 75h;	100%
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; Yield given;

: 536-74-3
phenylacetylene

: 586-78-7
para-nitrophenyl bromide

: 1942-30-9
4-(phenylethynyl)nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 65℃; for 8h; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With 1,4-diaza-bicyclo[2.2.2]octane; PdCl2[4,4'-bis(n-C10F21CH2OCH2)-2,2'-bipyridine] In N,N-dimethyl-formamide at 140℃; for 0.5h; Catalytic behavior; Sonogashira Cross-Coupling; Microwave irradiation;	100%
With copper(l) iodide; triethylamine; triphenylphosphine In water at 60℃; for 24h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Time; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	100%

: 586-78-7
para-nitrophenyl bromide

: 108-95-2
phenol

: 620-88-2
4-nitrophenyl phenyl ether

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile) In N,N-dimethyl-formamide at 100℃; for 1.5h; Reagent/catalyst; Temperature; Solvent; Microwave irradiation; Green chemistry;	100%
With potassium fluoride; copper(II) ion; silica gel In dimethyl sulfoxide at 130℃; for 16h; Ullmann diaryl etherification;	98%
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 120℃; for 22h; Ullmann condensation; Inert atmosphere;	95%

: 586-78-7
para-nitrophenyl bromide

: 98-80-6
phenylboronic acid

: 92-93-3
1-phenyl-4-nitrobenzene

Conditions

Conditions	Yield
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 2h; Suzuki-Miyaura cross-coupling;	100%
With PdCl*(2-({[(2-methylselanyl)ethyl]imino}methyl)benzenol); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Suzuki-Miyaura cross-coupling;	100%
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 40℃; for 16h; Suzuki-Miyaura cross-coupling;	100%

: 586-78-7
para-nitrophenyl bromide

: 135-19-3
β-naphthol

: 71311-82-5
4-nitrophenyl 2-naphthyl ether

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile) In N,N-dimethyl-formamide at 100℃; for 0.5h; Microwave irradiation; Green chemistry;	100%
With copper(l) iodide; 2-carbomethoxy-3-hydroxyquinoxaline-di-N-oxide; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Schlenk technique; Inert atmosphere;	93%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 12h; Catalytic behavior; Ullmann Condensation; Sealed tube; Schlenk technique;	91%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 586-78-7
para-nitrophenyl bromide

: 33432-53-0
2-methyl-4-(4-nitrophenyl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 12h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	100%
With copper(l) iodide; triethylamine; triphenylphosphine at 90℃; for 3h; Sonogashira coupling; Inert atmosphere;	97%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 12h; Heating;	96%

: 292638-84-7
styrene

: 586-78-7
para-nitrophenyl bromide

: 1694-20-8
trans-4-nitrostilbene

Conditions

Conditions	Yield
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction;	100%
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.25h;	99%
With 0.42C23H20N4O42Cl(1-)Zn(2+)10.16H2O0.58Pd(2+)*0.58C23H20N4O4(1-); potassium carbonate In N,N-dimethyl acetamide at 100℃; for 1h; Heck Reaction;	99%

: 141-32-2
acrylic acid n-butyl ester

: 586-78-7
para-nitrophenyl bromide

: 86622-84-6, 131061-15-9
(E)-n-butyl 4-nitrocinnamate

Conditions

Conditions	Yield
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction;	100%
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.25h;	100%
With tri-n-propylamine In 1-methyl-pyrrolidin-2-one at 125℃; for 1h; Mizoroki-Heck reaction; Inert atmosphere;	100%

: 586-78-7
para-nitrophenyl bromide

: 140-88-5
ethyl acrylate

: 24393-61-1
ethyl (E)-3-(4-nitrophenyl)-2-propenoate

Conditions

Conditions	Yield
With triethylamine; {[Pd(η5-C5H5)Fe(η5-C5H3)C(CH3)=N(C6H4CH3-4)](μ-I)}2 In 1,4-dioxane at 100℃; for 10h;	100%
With potassium phosphate; tetrabutylammomium bromide; [PdCl{[η5-C5H5)]Fe[(η5-C5H3)C(CH3)=NC12H25]}]2 In N,N-dimethyl-formamide at 140℃; for 12h; Heck coupling;	99%
With C37H38BrClFeN3Pd; potassium acetate In N,N-dimethyl acetamide at 150℃; for 12h; Heck reaction; Inert atmosphere; regioselective reaction;	99%

: 586-78-7
para-nitrophenyl bromide

: 149104-90-5
4-acetylphenylboronic acid

: 135-69-3
4-acetyl-4'-nitrobiphenyl

Conditions

Conditions	Yield
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 19h; Suzuki-Miyaura cross-coupling;	100%
With palladium 10% on activated carbon; caesium carbonate at 100℃; for 24h; Suzuki-Miyaura coupling; Neat (no solvent);	100%
With sodium phosphate dodecahydrate In water; isopropyl alcohol at 20℃; for 23h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;	98%

: 456-27-9
4-nitrobenzenediazonium tetrafluoroborate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination;	99%
With N-Bromosuccinimide; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 1h; Sandmeyer Reaction; Electrochemical reaction;	84%
With 1,3-bis-n-butylimidazolium bromide at 80℃; for 0.5h;	71%

: 5467-74-3
4-Bromophenylboronic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nitric acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere;	98%
With copper(II) nitrate trihydrate; trifluoroacetic acid In ethyl acetate at 100℃; for 3h;	96%
With 1,1,1,3',3',3'-hexafluoro-propanol; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide at 60℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;	96%

: 943-14-6
2-bromo-5-nitrobenzoic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With silver carbonate In dimethyl sulfoxide at 120℃; for 16h;	97%
With silver carbonate In dimethyl sulfoxide at 120℃;

: 636-99-7
4-nitrophenylhydrazine hydrochloride

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With boron tribromide; dimethyl sulfoxide at 80℃; for 1h;	97%

: 139139-81-4
bis(4-bromophenyl)iodonium triflate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With sodium nitrite In ethyl acetate at 70℃; for 16h; Temperature; Solvent; Sealed tube; regioselective reaction;	96%

: 106-40-1
4-bromo-aniline

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In toluene for 3h; Reflux;	95%
With tert.-butylhydroperoxide In acetonitrile at 60℃; for 4h; Reagent/catalyst; Temperature; Solvent; Schlenk technique;	91%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 1.5h; Ambient temperature;	89%

: 108-86-1
bromobenzene

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With sodium nitrate In neat (no solvent) at 20℃; for 0.0666667h; Green chemistry;	92%
With bismuth(III) nitrate; sulfuric acid; silica gel at 25℃; for 0.0666667h;	90%
With tetrammine copper(II) sulphate; nitric acid In dichloromethane; water at 20℃; for 2h; regioselective reaction;	85%

: 100-01-6
4-nitro-aniline

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tert.-butylnitrite; tetrabutylammomium bromide; copper(I) bromide; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Reagent/catalyst; Time; Solvent;	91%
With tert.-butylnitrite; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide	87%
With tert.-butylnitrite; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide In acetonitrile at 20℃; for 1h;	86%

: 17763-80-3
para-nitrophenyl triflate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With [Cp*Ru(CH3CN)3]OTf; lithium bromide at 100℃; for 12h; Inert atmosphere;	91%
With tetrabutylammomium bromide In toluene for 48h; Heating;	60%

: 24067-17-2
4-nitrophenylboronic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With sodium nitrite In acetonitrile at 80℃; for 16h; Sealed tube;	89%

: di-(p-bromophenyl)iodonium trifluoromethanesulfonate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With sodium nitrite In 1,2-dichloro-ethane at 20 - 80℃; Schlenk technique;	88%

: 586-76-5
4-Bromobenzoic acid

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	84%
With 1,3-disulfonic acid imidazolium nitrate In neat (no solvent) at 50℃; for 0.333333h; Inert atmosphere;	77%

: 4-nitrobenzenediazonium o-benzenedisulfonimide

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; copper In acetonitrile at 20℃; for 0.75h; Substitution;	83%
With tetrabutylammomium bromide In acetonitrile at 20℃; for 0.75h; Substitution;	77%
Multi-step reaction with 2 steps 1: 86 percent / aq. NaOH / 0.5 h / 0 - 5 °C 2: 83 percent / aq. HBr / acetonitrile / 0.25 h / 60 °C View Scheme

: 7227-92-1
3,3-dimethyl-1-(4-nitrophenyl)triazene

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With hydrogen bromide In acetonitrile at 60℃; for 0.25h;	83%

: 573-97-7
1-bromo-2-naphthol

: 4-nitrobenzenediazonium o-benzenedisulfonimide

A: 586-78-7
para-nitrophenyl bromide

B: 6410-10-2
para red

Conditions

Conditions	Yield
With sodium hydroxide; tetraethylammonium bromide In acetonitrile at 20℃; for 10h; Product distribution; Further Variations:; Reagents; Reaction partners;	A 80% B 15%

...Expand

: 1947-33-7
4-nitrobenzenediazonium 4-methylbenzenesulfonate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With potassium bromide In water at 20℃; for 1h;	80%

: 92722-14-0
tert-butyl 2-(4-nitrophenyl)diazenecarboxylate

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With Bromotrichloromethane; trifluoroacetic acid In benzene at 20℃;	79%
With Bromotrichloromethane; trifluoroacetic acid In acetonitrile at 80℃; for 0.5h;	57%

: 108-86-1
bromobenzene

A: 577-19-5
2-nitrophenyl bromide

B: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With nitric acid at 50℃; for 3h;	A 20.9% B 78.2%
With Iron(III) nitrate nonahydrate; phosphorus pentoxide In neat (no solvent) at 20℃; for 6h; Milling; Green chemistry; Overall yield = 93 percent;	A 25% B 68%
With thionyl chloride; bismuth subnitrate In dichloromethane at 20℃; for 9h;	A 18% B 60%

: 586-77-6
4-bromo-N,N-dimethylaniline

: 586-78-7
para-nitrophenyl bromide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonium iodide; water In dimethyl sulfoxide at 90℃; for 4h; Sealed tube;	73%

: 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%

: 123-75-1
pyrrolidine

: 586-78-7
para-nitrophenyl bromide

: 10220-22-1
1-(4-nitro-phenyl)-pyrrolidine

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; under 6375510 Torr; for 20h;	100%
In tetrahydrofuran at 50℃; under 9000720 Torr; for 20h;	100%
With C30H25BrN3PPdS; potassium carbonate In iso-butanol at 100℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere;	99.4%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 586-78-7
para-nitrophenyl bromide

: 112473-27-5
1-(4-Nitro-phenyl)-4-aza-1-azonia-bicyclo[2.2.2]octane; bromide

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 75h;	100%
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; Yield given;

: 536-74-3
phenylacetylene

: 586-78-7
para-nitrophenyl bromide

: 1942-30-9
4-(phenylethynyl)nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 65℃; for 8h; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With 1,4-diaza-bicyclo[2.2.2]octane; PdCl2[4,4'-bis(n-C10F21CH2OCH2)-2,2'-bipyridine] In N,N-dimethyl-formamide at 140℃; for 0.5h; Catalytic behavior; Sonogashira Cross-Coupling; Microwave irradiation;	100%
With copper(l) iodide; triethylamine; triphenylphosphine In water at 60℃; for 24h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Time; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	100%

: 586-78-7
para-nitrophenyl bromide

: 108-95-2
phenol

: 620-88-2
4-nitrophenyl phenyl ether

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile) In N,N-dimethyl-formamide at 100℃; for 1.5h; Reagent/catalyst; Temperature; Solvent; Microwave irradiation; Green chemistry;	100%
With potassium fluoride; copper(II) ion; silica gel In dimethyl sulfoxide at 130℃; for 16h; Ullmann diaryl etherification;	98%
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 120℃; for 22h; Ullmann condensation; Inert atmosphere;	95%

: 586-78-7
para-nitrophenyl bromide

: 98-80-6
phenylboronic acid

: 92-93-3
1-phenyl-4-nitrobenzene

Conditions

Conditions	Yield
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 2h; Suzuki-Miyaura cross-coupling;	100%
With PdCl*(2-({[(2-methylselanyl)ethyl]imino}methyl)benzenol); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Suzuki-Miyaura cross-coupling;	100%
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 40℃; for 16h; Suzuki-Miyaura cross-coupling;	100%

: 586-78-7
para-nitrophenyl bromide

: 135-19-3
β-naphthol

: 71311-82-5
4-nitrophenyl 2-naphthyl ether

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile) In N,N-dimethyl-formamide at 100℃; for 0.5h; Microwave irradiation; Green chemistry;	100%
With copper(l) iodide; 2-carbomethoxy-3-hydroxyquinoxaline-di-N-oxide; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Schlenk technique; Inert atmosphere;	93%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 12h; Catalytic behavior; Ullmann Condensation; Sealed tube; Schlenk technique;	91%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 586-78-7
para-nitrophenyl bromide

: 33432-53-0
2-methyl-4-(4-nitrophenyl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 12h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	100%
With copper(l) iodide; triethylamine; triphenylphosphine at 90℃; for 3h; Sonogashira coupling; Inert atmosphere;	97%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 12h; Heating;	96%

: 292638-84-7
styrene

: 586-78-7
para-nitrophenyl bromide

: 1694-20-8
trans-4-nitrostilbene

Conditions

Conditions	Yield
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction;	100%
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.25h;	99%
With 0.42C23H20N4O42Cl(1-)Zn(2+)10.16H2O0.58Pd(2+)*0.58C23H20N4O4(1-); potassium carbonate In N,N-dimethyl acetamide at 100℃; for 1h; Heck Reaction;	99%

: 141-32-2
acrylic acid n-butyl ester

: 586-78-7
para-nitrophenyl bromide

: 86622-84-6, 131061-15-9
(E)-n-butyl 4-nitrocinnamate

Conditions

Conditions	Yield
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction;	100%
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.25h;	100%
With tri-n-propylamine In 1-methyl-pyrrolidin-2-one at 125℃; for 1h; Mizoroki-Heck reaction; Inert atmosphere;	100%

1-Bromo-4-nitrobenzene Consensus Reports

Reported in EPA TSCA Inventory.

1-Bromo-4-nitrobenzene Specification

1-Bromo-4-nitrobenzene is an organic compound with the formula C₆H₄BrNO₂, and its systematic name is the same with the product name. With the CAS registry number 586-78-7, it is also named as p-Bromonitrobenzene. It belongs to the product categories of Nitro Compounds; Nitrogen Compounds; Organic Building Blocks. Its EINECS number is 209-583-8. In addition, the molecular weight is 202.01. Its classification code is Mutation data. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides and light.

Physical properties of 1-Bromo-4-nitrobenzened are: (1)ACD/LogP: 2.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.55; (4)ACD/LogD (pH 7.4): 2.55; (5)ACD/BCF (pH 5.5): 51.05; (6)ACD/BCF (pH 7.4): 51.05; (7)ACD/KOC (pH 5.5): 581.03; (8)ACD/KOC (pH 7.4): 581.03; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 45.82 Å²; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 40.488 cm³; (15)Molar Volume: 117.46 cm³; (16)Polarizability: 16.051×10^-24cm³; (17)Surface Tension: 50.59 dyne/cm; (18)Density: 1.72 g/cm³; (19)Flash Point: 106.59 °C; (20)Enthalpy of Vaporization: 47.018 kJ/mol; (21)Boiling Point: 252.635 °C at 760 mmHg; (22)Vapour Pressure: 0.03 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-nitro-aniline at the temperature of 25 °C. This reaction will need reagents copper(II) bromide, t-butyl thionitrite and solvent acetonitrile with the reaction time of 2 min. The yield is about 78%.

1-Bromo-4-nitrobenzene can be prepared by 4-nitro-aniline at the temperature of 25 °C

Uses of 1-Bromo-4-nitrobenzene: it can be used to produce bis-(4-bromo-phenyl)-diazene at the ambient temperature. It will need reagents Zn, ammonia and solvent methanol with the reaction time of 18 hours. The yield is about 60%.

1-Bromo-4-nitrobenzene can be used to produce bis-(4-bromo-phenyl)-diazene at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1ccc(Br)cc1
(2)Std. InChI: InChI=1S/C6H4BrNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H
(3)Std. InChIKey: ZDFBKZUDCQQKAC-UHFFFAOYSA-N

Product Name

1-Bromo-4-nitrobenzene

Synthetic route

1-Bromo-4-nitrobenzene Consensus Reports

1-Bromo-4-nitrobenzene Specification

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