Product Name

  • Name

    1,2-Dinitrobenzene

  • EINECS 208-431-8
  • CAS No. 528-29-0
  • Article Data92
  • CAS DataBase
  • Density 1.486 g/cm3
  • Solubility water: 150 mg/L (20 °C)
  • Melting Point 116 °C
  • Formula C6H4N2O4
  • Boiling Point 319.9 °C at 760 mmHg
  • Molecular Weight 168.109
  • Flash Point 169.2 °C
  • Transport Information UN 3443 6.1/PG 2
  • Appearance light yellow-brown powder
  • Safety 28-36/37-45-60-61-28A
  • Risk Codes 26/27/28-33-50/53
  • Molecular Structure Molecular Structure of 528-29-0 (1,2-Dinitrobenzene)
  • Hazard Symbols VeryT+,DangerousN
  • Synonyms Benzene,o-dinitro- (8CI);NSC 60682;Ortho-dinitrobenzene;o-Dinitrobenzene;
  • PSA 91.64000
  • LogP 2.54940

Synthetic route

nitrobenzene
98-95-3

nitrobenzene

A

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

B

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With nitric acid at 50℃; for 3h;A 90.2%
B 8.8%
With nitric acid; sulfuric acid; sulfur trioxide In dichloromethane at 25℃; for 1.3h; Yield given. Yields of byproduct given;
With sulfuric acid; uronium nitrate at 25℃; for 24h;
2-nitro-aniline
88-74-4

2-nitro-aniline

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; acetic acid; tetra-n-propylammonium bromate for 1.25h; Heating;88%
With sodium perborate In acetic acid at 50 - 55℃;76%
With sodium perborate In acetic acid at 50 - 60℃; for 2h;76%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h;85%
With 3,3-dimethyldioxirane Yield given;
4-(dimethylamino)benzenediazonium tetrafluoroborate
24564-52-1

4-(dimethylamino)benzenediazonium tetrafluoroborate

dipotassium salt of o-dinitrobenzene dianion

dipotassium salt of o-dinitrobenzene dianion

A

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

B

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

C

N,N-dimethyl-4-[(2-nitrophenyl)diazenyl]aniline
3010-38-6

N,N-dimethyl-4-[(2-nitrophenyl)diazenyl]aniline

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h;A 60%
B 83%
C 13%
In tetrahydrofuran at -30℃; for 1h; Product distribution; also in MeCN;A 60%
B 83%
C 13%
at -30℃; Mechanism; Product distribution; effect of solvents and 18-crown-6- additive;
4-(dimethylamino)benzenediazonium tetrafluoroborate
24564-52-1

4-(dimethylamino)benzenediazonium tetrafluoroborate

C6H4N2O4(1-)*K(1+)

C6H4N2O4(1-)*K(1+)

A

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

B

3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene
119525-59-6

3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h;A 13%
B 46%
C 71%
4-(dimethylamino)benzenediazonium tetrafluoroborate
24564-52-1

4-(dimethylamino)benzenediazonium tetrafluoroborate

potassium salt of the o-dinitrobenzene anion radical

potassium salt of the o-dinitrobenzene anion radical

A

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

B

3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene
119525-59-6

3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6;A 13%
B 46%
C 71%
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

potassium salt of the o-dinitrobenzene anion radical

potassium salt of the o-dinitrobenzene anion radical

A

methoxybenzene
100-66-3

methoxybenzene

B

4-methoxy-3'-(2''-nitrobenzene-α-azoxy)-4'-hydroxyazobenzene
120124-71-2

4-methoxy-3'-(2''-nitrobenzene-α-azoxy)-4'-hydroxyazobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6;A 20%
B 42%
C 65%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

C6H4N2O4(1-)*K(1+)

C6H4N2O4(1-)*K(1+)

A

3,4'-dinitro-4-hydroxyazobenzene
88210-30-4

3,4'-dinitro-4-hydroxyazobenzene

B

nitrobenzene
98-95-3

nitrobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h;A 58%
B n/a
C 63%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

potassium salt of the o-dinitrobenzene anion radical

potassium salt of the o-dinitrobenzene anion radical

A

3,4'-dinitro-4-hydroxyazobenzene
88210-30-4

3,4'-dinitro-4-hydroxyazobenzene

B

nitrobenzene
98-95-3

nitrobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6;A 58%
B 27%
C 63%
copper(I) cyanide
544-92-3

copper(I) cyanide

2-nitro-aniline
88-74-4

2-nitro-aniline

A

nitrobenzene
98-95-3

nitrobenzene

B

o-nitrobenzonitrile
612-24-8

o-nitrobenzonitrile

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

D

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h;A 16%
B 38%
C 8%
D 6%
dimethylsulfone
67-71-0

dimethylsulfone

2-nitro-aniline
88-74-4

2-nitro-aniline

A

methyl-(2-nitro-phenyl)-sulfoxide
132016-28-5, 139562-08-6, 19199-94-1

methyl-(2-nitro-phenyl)-sulfoxide

B

nitrobenzene
98-95-3

nitrobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

D

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; copper at 60℃; for 1.5h; Further byproducts given;A 4%
B 11%
C 9%
D 20%
2-nitro-aniline
88-74-4

2-nitro-aniline

A

bis(2-nitrophenyl)amine
18264-71-6

bis(2-nitrophenyl)amine

B

nitrobenzene
98-95-3

nitrobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

D

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; copper In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A n/a
B 11%
C 9%
D 20%
benzofuroxan

benzofuroxan

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide Product distribution; other reagents, other substituted benzofuroxans, var.time and temp.;13%
o-nitroacetanilide
552-32-9

o-nitroacetanilide

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid
2,3-dinitroaniline
602-03-9

2,3-dinitroaniline

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With ethanol; mixture of gaseous nitrogen oxides
3,4-dinitroaniline
610-41-3

3,4-dinitroaniline

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With ethanol; mixture of gaseous nitrogen oxides
With tetrafluoroboric acid; N,N-dimethyl-formamide; sodium nitrite 1) water, 0 deg C, 2 h, 2) 20 deg C, 10 min; Yield given. Multistep reaction;
triphenylbismuthane
603-33-8

triphenylbismuthane

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid
benzene
71-43-2

benzene

A

nitrobenzene
98-95-3

nitrobenzene

B

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
Thermodynamic data;
o-nitronitrosobenzene
612-29-3

o-nitronitrosobenzene

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With nitric acid
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

A

2,5-dinitrobenzoic acid
610-28-6

2,5-dinitrobenzoic acid

B

2,3-di-nitrobenzoic acid
15147-64-5

2,3-di-nitrobenzoic acid

C

2,6-dinitrobenzoic acid
603-12-3

2,6-dinitrobenzoic acid

D

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

E

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With nitric acid; dinitrogen pentoxide at 25℃; Product distribution; addition of nitronium trifluoromethanesulphonate;
nitrobenzene
98-95-3

nitrobenzene

A

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With nitronium hexafluorophosphate In nitromethane for 0.166667h; Product distribution; Ambient temperature; var. nitrating agents, var. solv., var. temp., rel. rate of the nitration;A 86.9 % Chromat.
B 1.9 % Chromat.
C 11.1 % Chromat.
With methanesulfonic acid; Nitrogen dioxide; ozone In dichloromethane at -10 - 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Nitrogen dioxide; ozone; methanesulfonic acid In dichloromethane at -10 - 0℃; for 9h;A 91 % Chromat.
B 1 % Chromat.
C 8 % Chromat.
nitrobenzene
98-95-3

nitrobenzene

A

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

D

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; nitric acid at 25℃; Product distribution;A 96.4 % Chromat.
B 1.0 % Chromat.
C 1.2 % Chromat.
D 1.3 % Chromat.
3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

2-nitro-aniline
88-74-4

2-nitro-aniline

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In acetone for 6h; Product distribution; Ambient temperature; other primary amines;65 % Chromat.
In acetone for 6h; Ambient temperature; protected from light;65 % Chromat.
3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In acetone for 6h; Ambient temperature;85 % Chromat.
o-dinitrobenzene - pyrene charge transfer complex

o-dinitrobenzene - pyrene charge transfer complex

A

pyrene
129-00-0

pyrene

B

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
In chloroform at 24℃; Equilibrium constant;
2-nitrobenzenediazonium tetrafluoroborate
365-33-3

2-nitrobenzenediazonium tetrafluoroborate

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With sodium nitrite In water at 25 - 29.9℃; Kinetics;
1,2-dinitrobenzene anion radical
528-29-0

1,2-dinitrobenzene anion radical

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With 1,3-dihydro-2H-benzimidazole-2-thione radical cation In acetonitrile at 23℃; Kinetics; Oxidation;
2-nitro-benzenediazonium-(1)-hexanitrocobalate(III)

2-nitro-benzenediazonium-(1)-hexanitrocobalate(III)

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With copper(I) oxide; water; sodium nitrite
2-nitro-benzenediazonium-(1)-tetrafluoroborate

2-nitro-benzenediazonium-(1)-tetrafluoroborate

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

Conditions
ConditionsYield
With water; copper; sodium nitrite at 20℃;
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1.5h; Ambient temperature;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran; water; N,N-dimethyl-formamide at 20℃; for 1h;72%
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature; Yield given;
With tetraphenylphosphonium hydrogendifluoride In sulfolane at 100℃; for 2h;70 % Chromat.
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere; chemoselective reaction;97.4 %Chromat.
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;99%
With sodium tetrahydroborate In water at 90℃;99%
With hydrazine hydrate In ethanol at 20℃; for 4h; chemoselective reaction;98%
diphenyl diselenide
1666-13-3

diphenyl diselenide

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(phenylseleno)nitrobenzene
65848-40-0

2-(phenylseleno)nitrobenzene

Conditions
ConditionsYield
With borax; N-Acetylcysteine In methanol; water for 2h; Ambient temperature;99%
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

(+/-)-ethyl cyano(2-nitrophenyl)acetate
65548-02-9

(+/-)-ethyl cyano(2-nitrophenyl)acetate

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide 1.) 10 min, 2.) 90 deg C, 0.5 h;99%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-(2-nitro)phenylthiophenylamine
19284-81-2

2-(2-nitro)phenylthiophenylamine

Conditions
ConditionsYield
Stage #1: 2-Aminophenyl disulfide With ammonium hydroxide; L-Cysteine In N,N-dimethyl-formamide at 50℃; for 0.0166667h; pH=9; Inert atmosphere;
Stage #2: 1,2-Dinitrobenzene In N,N-dimethyl-formamide at 50℃; for 0.166667h;
99%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(4-fluorophenyl)-1H-benzoimidazole
324-27-6

2-(4-fluorophenyl)-1H-benzoimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;99%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-nitro-aniline
88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With hydrogen at 20℃; under 760.051 Torr; for 1h;98%
With hydrogen; 1-(2-benzimidazolyl)-C(CH3)=NH-NHCSNH2-Pd(II) In tetrahydrofuran at 20℃; for 2h; atmospheric pressure;95%
With triethylamine In water at 80℃; for 2h; Inert atmosphere; Green chemistry; chemoselective reaction;95%
diphenyldisulfane
882-33-7

diphenyldisulfane

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-nitrophenyl phenyl sulfide
4171-83-9

2-nitrophenyl phenyl sulfide

Conditions
ConditionsYield
With borax; N-Acetylcysteine In methanol; water for 5h; Ambient temperature;98%
benzaldehyde
100-52-7

benzaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-phenyl-1H-benzoimidazole
716-79-0

2-phenyl-1H-benzoimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;98%
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave;98%
With formic acid; Au/TiO2-R In water at 120℃; for 6h; Green chemistry; chemoselective reaction;87%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(2-thienyl)-1H-benzimidazole
3878-18-0

2-(2-thienyl)-1H-benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;98%
furfural
98-01-1

furfural

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

fuberidazole
3878-19-1

fuberidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;98%
4-Fluorophenol
371-41-5

4-Fluorophenol

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

3-[[3-(4-fluorophenoxy)phenyl][[3-(1,1,2,2-tetrafluoroethoxy)-phenyl]methyl]amino]-1,1,1-trifluoro-2-propanol

3-[[3-(4-fluorophenoxy)phenyl][[3-(1,1,2,2-tetrafluoroethoxy)-phenyl]methyl]amino]-1,1,1-trifluoro-2-propanol

Conditions
ConditionsYield
With caesium carbonate In hexane; dimethyl sulfoxide97%
formic acid
64-18-6

formic acid

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

benzoimidazole
51-17-2

benzoimidazole

Conditions
ConditionsYield
With gold nano particles supported on rutile TiO2 In toluene at 70℃; under 750.075 Torr; for 6h; Inert atmosphere; chemoselective reaction;97%
With palladium particles distributed over the surface of fibrous silica nanospheres modified via aminopropyltriethoxysilane In tetrahydrofuran at 70℃; for 3h;96 %Chromat.
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(p-tolyl)-1H-benzimidazole
120-03-6

2-(p-tolyl)-1H-benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;97%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(2-methylphenyl)benzimidazole
2963-64-6

2-(2-methylphenyl)benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;97%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(4-chlorophenyl)benzimidazole
1019-85-8

2-(4-chlorophenyl)benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;97%
ethanol
64-17-5

ethanol

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;96%
With oxalic acid; titanium(IV) oxide; β‐cyclodextrin In water for 5h; Inert atmosphere; Irradiation; Green chemistry;88 %Chromat.
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

Conditions
ConditionsYield
With zinc phthalocyanine; hydrazine hydrate In PEG-400 at 100℃; for 8h;96%
t-butylaminomagnesium bromide

t-butylaminomagnesium bromide

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

1-(t-butylazoxy)-2-(t-butylazo)benzene

1-(t-butylazoxy)-2-(t-butylazo)benzene

Conditions
ConditionsYield
95%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

methylamine
74-89-5

methylamine

2-nitro-N-methylaniline
612-28-2

2-nitro-N-methylaniline

Conditions
ConditionsYield
With potassium permanganate at -7℃; for 0.166667h;95%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 25℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Anhydrous conditions;95%
para-thiocresol
106-45-6

para-thiocresol

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(4-methylphenylsulfanyl)nitrobenzene
20912-17-8

2-(4-methylphenylsulfanyl)nitrobenzene

Conditions
ConditionsYield
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h;94%
In N,N-dimethyl acetamide electrolyse, catholyte N(Et)4ClO4;66%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(3-bromo-phenyl)-1H-benzoimidazole
77738-96-6

2-(3-bromo-phenyl)-1H-benzoimidazole

Conditions
ConditionsYield
Stage #1: 1,2-Dinitrobenzene With methyl 3-amino-5-(2-(4-methoxyphenyl)acetamido)benzoate; water at 20℃; for 2h;
Stage #2: m-bromobenzoic aldehyde With oxygen at 60℃; for 12h;
94%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

2-(m-tolyl)-1H-benzo[d]imidazole
6528-83-2

2-(m-tolyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;94%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(4-methoxyphenyl)-1H-benzimidazole
2620-81-7

2-(4-methoxyphenyl)-1H-benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 70℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;94%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-(naphthalen-1-yl)-1H-benzo[d]imidazole
2562-81-4

2-(naphthalen-1-yl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 100℃; under 7500.75 Torr; for 20h; Temperature; Autoclave; Green chemistry;94%
With hydrogen In ethyl acetate at 100℃; under 7500.75 Torr; for 20h; Autoclave;94%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

(5-(1H-benzo[d]imidazol-2-yl)furan-2-yl)methanol

(5-(1H-benzo[d]imidazol-2-yl)furan-2-yl)methanol

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 130℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;94%
With hydrogen In ethyl acetate at 130℃; under 7500.75 Torr; for 20h; Autoclave;94%
Trimethyl(methylthio)silane
3908-55-2

Trimethyl(methylthio)silane

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

methyl 2-nitrophenyl sulfide
3058-47-7

methyl 2-nitrophenyl sulfide

Conditions
ConditionsYield
Stage #1: 1,2-Dinitrobenzene With caesium carbonate In dimethyl sulfoxide
Stage #2: Trimethyl(methylthio)silane In dimethyl sulfoxide at 20℃; for 16h;
93%
sodium thiophenolate
930-69-8

sodium thiophenolate

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-nitrophenyl phenyl sulfide
4171-83-9

2-nitrophenyl phenyl sulfide

Conditions
ConditionsYield
In dimethyl sulfoxide for 48h; Ambient temperature;92%
propan-1-ol
71-23-8

propan-1-ol

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

2-ethylbenzimidazole
1848-84-6

2-ethylbenzimidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;92%

1,2-Dinitrobenzene Chemical Properties

MF: C6H4N2O4
MW: 168.11
EINECS: 208-431-8
Density: 1.486 g/cm3
Flash Point: 150 °C
Stability: Highly reactive
Melting Point: 116-119 ºC
IUPAC Name: 1,2-dinitrobenzene
Water Solubility: 150 mg/L (20 ºC)
Appearance: Colorless to yellow solid
Enthalpy of Vaporization: 53.92 kJ/mol 
Boiling Point: 319.9 °C at 760 mmHg 
Vapour Pressure: 0.000614 mmHg at 25°C  
Air & Water: Reactions Slowly mixes with water.
Synonyms: 1,2-Dinitro-benzen ; 1,2-Dinitrobenzol ; Benzene, o-dinitro- ; Benzene,1,2-dinitro- ; Benzene,1,2-dinitro-(9CI) ; Benzene,o-dinitro- ; NSC60682 ; O-dinitro-benzen
Following is the molecular structure of O-dinitrobenzen (528-29-0):

 

1,2-Dinitrobenzene Uses

 O-dinitrobenzen (528-29-0)is used for the synthesis of dyestuffs, dyestuff intermediates, explosives, and celluloid production.

1,2-Dinitrobenzene Production

 Reactivity Profile of O-dinitrobenzen (528-29-0): All three isomers have similar properties and may react vigorously with oxidizing materials. Their reaction with nitric acid (nitration) will lead to a mixture of trinitrobenzenes possessing high-explosive properties. If heat and reaction conditions of the nitration are not controlled, detonation comparable to TNT may occur. Mixture of 1,3-dinitrobenzene with tetranitromethane was found highly explosive. 1,2-dinitrobenzene is a severe explosion hazard when shocked or exposed to heat or flame. When heated to decomposition all dinitrobenzens emit toxic fumes of nitrogen oxides.

1,2-Dinitrobenzene Safety Profile

Suspected carcinogen. Poison by inhalation and ingestion. Moderately toxic by skin contact. Can cause liver, kidney, and central nervous system injury. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. A severe explosion hazard when shocked or exposed to heat or flame. It is used in bursting charges and to fill artillery shells. Mixtures with nitric acid are highly explosive. To fight fire, use water, CO2, dry chemical. Dangerous; when heated to decomposition it emits highly toxic fumes of NOx and explodes.
Safety Information of O-dinitrobenzen (528-29-0):
Hazard Codes: T+,N
T+: Very Toxic  N: Dangerous for the environment
Risk Statements: 26/27/28-33-50/53
26/27/28: Very Toxic by inhalation, in contact with skin and if swallowed
33:  Danger of cumulative effects 
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment   
Safety Statements: 28-36/37-45-60-61-28A
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer
36/37: Wear suitable protective clothing and gloves 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
60: This material and/or its container must be disposed of as hazardous waste 
61: Avoid release to the environment. Refer to special instructions safety data sheet 
RIDADR: UN 3443 6.1/PG 2
WGK Germany: 3
RTECS: CZ7450000
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29042000
 

1,2-Dinitrobenzene Standards and Recommendations

OSHA PEL: TWA 1 mg/m3 (skin)
ACGIH TLV: TWA 0.15 ppm (skin)
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification:  6.1; Label: Poison

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