• Name

  1-BROMO-2-CHLORO-3-NITROBENZENE

• EINECS
• CAS No. 3970-37-4
• Article Data17
• CAS DataBase
• Density 1.827 g/cm³
• Solubility
• Melting Point
• Formula C₆H₃BrClNO₂
• Boiling Point 290.355 °C at 760 mmHg
• Molecular Weight 236.452
• Flash Point 129.403 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1-Bromo-2-chloro-3-nitrobenzene;
• PSA 45.82000
• LogP 3.53390

Synthetic route

3970-35-2

2-chloro-3-nitrobezoic acid

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
With bromine; mercury(II) oxide In tetrachloromethane for 3.5h; Heating; Irradiation;	96%
With bromine; mercury(II) oxide In tetrachloromethane light;	96%
With bromine; mercury(II) oxide In tetrachloromethane at 20℃; for 4.5h; Heating / reflux; Irradiation;	95%

59255-95-7

2-bromo-6-nitroaniline

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
With tert.-butylnitrite; copper dichloride In acetonitrile at 60℃; for 1h; Inert atmosphere;	86.2%
With tert.-butylnitrite; copper dichloride In acetonitrile at 60℃; for 1h; Inert atmosphere;	82.7%
Diazotization.Eintropfen der Diazoniumloesung in Kupferchloruerloesung;
Stage #1: 2-bromo-6-nitroaniline With sodium nitrate; sulfuric acid; acetic acid at 25 - 35℃; for 0.5h; Stage #2: With hydrogenchloride; copper(l) chloride In water at 70℃;

3970-41-0

2-chloro-3-nitroaniline

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-nitroaniline With hydrogen bromide; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: With hydrogen bromide; copper(I) bromide In water at 70℃; for 1h; Sandmeyer Reaction;	71%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; for 0.5h;

26429-41-4

1,2-dibromo-3-nitrobenzene

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
With tetrabutylammonium bromchlorocuprate(I) In chlorobenzene at 90℃; Rate constant; halogen exchange reaction of 3-bromo-2-iodonitrobenzene with tetrabutylammonium bromochlorocuprate(I), NMR study;
With tetrabutylammonium dichlorocuprate(I) In dimethyl sulfoxide at 85℃; Rate constant; Thermodynamic data; Kinetics; solvent dependence, ΔH(excit), ΔS(excit);
Multi-step reaction with 2 steps 1: alcohol; ammonia / 180 °C 2: Diazotization.Eintropfen der Diazoniumloesung in Kupferchloruerloesung View Scheme

32337-96-5

1-bromo-2-iodo- 3-nitrobenzene

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
With tetrabutylammonium bromchlorocuprate(I) In chlorobenzene at 90℃; Rate constant; halogen exchange reaction of 3-bromo-2-iodonitrobenzene with tetrabutylammonium bromochlorocuprate(I), NMR study;

583-53-9

1,2-dibromobenzene

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid 2: alcohol; ammonia / 180 °C 3: Diazotization.Eintropfen der Diazoniumloesung in Kupferchloruerloesung View Scheme
Multi-step reaction with 3 steps 1: nitric acid 2: alcohol; ammonia / 180 °C 3: Diazotization.Eintropfen der Diazoniumloesung in Kupferchloruerloesung View Scheme

Ar

Ar

21908-53-2

mercury(II) oxide

3970-35-2

2-chloro-3-nitrobezoic acid

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
With bromine In tetrachloromethane

...Expand

58534-94-4

2-fluoro-3-bromonitrobenzene

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / methanol / 16 h / 100 °C / Sealed tube 2: tert.-butylnitrite; copper dichloride / acetonitrile / 1 h / 60 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: ammonia / methanol / 16 h / 100 °C / Sealed tube 2: tert.-butylnitrite; copper dichloride / acetonitrile / 1 h / 60 °C / Inert atmosphere View Scheme

99-09-2

3-nitro-aniline

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 20 - 75 °C 2.1: hydrogen bromide; sodium nitrite / water / 0.5 h / 0 - 5 °C 2.2: 1 h / 70 °C View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

56131-46-5

3-bromo-2-chlorobenzenamine

Conditions

Conditions	Yield
With iron; acetic acid In ethanol; water at 20℃; for 16h;	100%
With iron; ammonium chloride In ethanol; water at 60℃; for 4h;	93.88%
With iron; ammonium chloride In ethanol; water at 60℃; for 4h;	93.88%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

75-64-9

tert-butylamine

183801-89-0

2-bromo-N-tert-butyl-6-nitroaniline

Conditions

Conditions	Yield
In ethanol at 150℃; for 96h;	93%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

74-89-5

methylamine

1004618-77-2

2-bromo-N-methyl-6-nitro-aniline

Conditions

Conditions	Yield
In methanol; ethanol at 85℃; for 2h;	92%

3775-73-3

(R)-3-aminobutanoic acid

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

(R)-3-((2-bromo-6-nitrophenyl)amino)butanoic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃;	90%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

100-53-8

phenylmethanethiol

benzyl(2-bromo-6-nitrophenyl)sulfane

Conditions

Conditions	Yield
With sodium In ethanol for 1.08333h; Reflux;	88.5%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

58534-94-4

2-fluoro-3-bromonitrobenzene

Conditions

Conditions	Yield
With potassium fluoride; cesium fluoride In N,N-dimethyl-formamide	73%
With potassium fluoride In N,N-dimethyl-formamide at 150℃;
With potassium fluoride; cesium fluoride In DMF (N,N-dimethyl-formamide) for 5h; Heating / reflux;

785051-54-9

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

C24H15ClN2O2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 80℃; for 6h;	70%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

1189047-28-6

(2-(9H-carbazol-9-yl)phenyl)boronic acid

C24H15ClN2O2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 3h; Suzuki Coupling;	66%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 3h;	66%

110-91-8

morpholine

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

1146413-10-6

4-(2-chloro-3-nitrophenyl)morpholine

Conditions

Conditions	Yield
With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In tetrahydrofuran at 20 - 85℃; for 16.5h;	58.4%
With palladium diacetate; caesium carbonate In tetrahydrofuran at 85℃; for 16h; Inert atmosphere;	49.5%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

124-41-4

sodium methylate

98775-19-0

2-bromo-6-nitrophenyl methyl ether

Conditions

Conditions	Yield
With methanol at 100℃; for 3h; Autoclave;	58%
In methanol

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

1826-67-1

vinyl magnesium bromide

6-bromo-7-chloro-1H-indole

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 3h;	49%
In tetrahydrofuran at -40℃; for 1h; Inert atmosphere;	32%
In tetrahydrofuran at -78℃; for 3h;	32%
In tetrahydrofuran at -40℃; for 1h;

123-75-1

pyrrolidine

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

C10H11ClN2O2

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In tetrahydrofuran at 85℃; for 18h;	39.64%

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

5219-61-4

(phenylthio)acetonitrile

1176315-49-3

(2-Bromo-3-chloro-4-nitro-phenyl)-acetonitrile

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 18.5 - 22℃;	19%

110-89-4

piperidine

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

98775-21-4

1-(2-Bromo-6-nitro-phenyl)-piperidine

Conditions

Conditions	Yield
Heating;

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

1692-25-7

3-pyridylboronic acid

3-(2-chloro-3-nitro-phenyl)-pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 12h; Arylation; Heating;

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

264617-06-3

2-chloro-3-(3-pyridyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine)palladium(0); Na2CO3 / 1,2-dimethoxy-ethane; H2O / 12 h / Heating 2: stannous chloride; aq. HCl View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

264617-22-3

(2-chloro-3-pyridin-3-yl-phenyl)-carbamic acid phenyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine)palladium(0); Na2CO3 / 1,2-dimethoxy-ethane; H2O / 12 h / Heating 2: stannous chloride; aq. HCl 3: 100 percent / Et3N / CH2Cl2 / 18 h / 20 °C View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

5-methoxy-6-trifluoromethyl-2,3-dihydro-indole-1-carboxylic acid (2-chloro-3-pyridin-3-yl-phenyl)-amide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine)palladium(0); Na2CO3 / 1,2-dimethoxy-ethane; H2O / 12 h / Heating 2: stannous chloride; aq. HCl 3: 100 percent / Et3N / CH2Cl2 / 18 h / 20 °C 4: 45 percent / Et3N / dimethylformamide / 1 h / 95 - 105 °C View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

183802-24-6

3-Bromo-N2-tert-butyl-benzene-1,2-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

183801-94-7

5-bromo-1,2,3,4-tetrahydroquinoxalin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating 5: 1.) TFA, 2.) NaBH4 / 1.) RT, 20 h, 2.) MeOH, EtOH, RT, 6 h View Scheme
Multi-step reaction with 5 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating 5: TFA / 20 h / Ambient temperature View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

5-Bromo-1H-quinoxalin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating 5: TFA / 20 h / Ambient temperature View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

183801-92-5

5-bromo-4-tert-butyl-1,2,3,4-tetrahydroquinoxalin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating View Scheme

3970-37-4

1-bromo-2-chloro-3-nitrobenzene

180990-30-1

6,7-Dihydro-1H-pyrido[1,2,3-de]quinoxaline-2,5-dione

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating 5: 1.) TFA, 2.) NaBH4 / 1.) RT, 20 h, 2.) MeOH, EtOH, RT, 6 h 6: 63 percent / Et3N, Pd(PPh3)4 / dimethylformamide / 6 h / 120 °C 7: 79 percent / H2, p-TsOH*H2O / 5percent Pd/C / ethanol; methanol / 40 h / 2068.6 Torr / Ambient temperature View Scheme
Multi-step reaction with 7 steps 1: 93 percent / ethanol / 96 h / 150 °C 2: 97 percent / aq. TiCl3, aq. AcONa / methanol / 2 h / Ambient temperature 3: 77 percent / diisopropylethylamine / tetrahydrofuran / a) -60 deg C, 3 h, b) RT, 16 h 4: 79 percent / diisopropylethylamine, NaI / acetonitrile / 22 h / Heating 5: TFA / 20 h / Ambient temperature 6: 63 percent / Et3N, Pd(PPh3)4 / dimethylformamide / 6 h / 120 °C 7: 79 percent / H2, p-TsOH*H2O / 5percent Pd/C / ethanol; methanol / 40 h / 2068.6 Torr / Ambient temperature View Scheme

Benzene,1-bromo-2-chloro-3-nitro- Specification