Product Name

  • Name

    1,4-DINITROBENZENE

  • EINECS
  • CAS No. 100-25-4
  • Article Data144
  • CAS DataBase
  • Density 1.486g/cm3
  • Solubility Soluble in water. (0.8 g/L) at 20°C.
  • Melting Point 170-173 °C(lit.)
  • Formula C6H4 N2 O4
  • Boiling Point 183.4 °C34 mm Hg(lit.)
  • Molecular Weight 168.109
  • Flash Point 154.4°C
  • Transport Information
  • Appearance light yellow powder
  • Safety Suspected carcinogen. Poison by ingestion. Mutation data reported. Mixture with nitric acid is a high explosive. When heated to decomposition it emits toxic fumes of NOx. See also o- and m-DINITROBENZENE.
  • Risk Codes 26/27/28-33-34-50/53
  • Molecular Structure Molecular Structure of 100-25-4 (1,4-DINITROBENZENE)
  • Hazard Symbols A suspected carcinogen and poison by ingestion. TWA 0.15 ppm (skin). Mixture with nitric acid is a high explosive.
  • Synonyms Benzene,p-dinitro- (8CI); 1,4-Dinitrobenzene; NSC 3809; Para-dinitrobenzene;p-Dinitrobenzene
  • PSA 91.64000
  • LogP 2.54940

Synthetic route

nitrobenzene
98-95-3

nitrobenzene

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With dinitrogen monoxide at 8℃; under 2250.23 Torr; Reagent/catalyst; Autoclave;98.4%
(4-nitrophenyl)(phenyl)iodonium tetrafluoroborate

(4-nitrophenyl)(phenyl)iodonium tetrafluoroborate

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

iodobenzene
591-50-4

iodobenzene

D

nitrobenzene
98-95-3

nitrobenzene

Conditions
ConditionsYield
With sodium nitrite In chloroform; water at 56℃; for 1h;A 1%
B 98%
C 93 % Chromat.
D 1 % Chromat.
p-dinitrosobenzene
105-12-4

p-dinitrosobenzene

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With dihydrogen peroxide In trifluoroacetic acid for 10h; Ambient temperature;95%
With dihydrogen peroxide; trifluoroacetic acid
4-nitro-aniline
100-01-6

4-nitro-aniline

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h;95%
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;92%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 2.5h; Ambient temperature;88%
1,4-Phenyldiboronic acid
4612-26-4

1,4-Phenyldiboronic acid

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With nitric acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere;95%
With nitric acid; trifluoroacetic acid In water at 80℃; for 18h; regioselective reaction;63%
benzene
71-43-2

benzene

A

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate In hexane at 60℃; for 16h;A 90%
B 8%
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 Iron(III) nitrate nonahydrate; phosphorus pentoxide In neat (no solvent) at 20℃; for 6h; Milling; Green chemistry; Overall yield = 98 percent;A 86%
B 3%
C 9%
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;
1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;82%
With trifluoroacetyl peroxide In dichloromethane at -5 - 5℃; for 1h;77%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 4.5h; Ambient temperature;72%
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 10h; Reflux;56%
With dichloromethane; dihydrogen peroxide; trifluoroacetic anhydride
3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

benzene-1,4-diamine hydrochloride
624-18-0

benzene-1,4-diamine hydrochloride

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
In water; acetone for 23h; Ambient temperature;82%
[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]
905718-45-8

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With sodium nitrite In ethyl acetate at 70℃; for 16h; Temperature; Solvent; Sealed tube;82%
4-nitrosonitrobenzene
4485-08-9

4-nitrosonitrobenzene

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With ammonium heptamolybdate; dihydrogen peroxide In methanol at 60℃; for 96h;76%
With Nitrogen dioxide In tetrachloromethane; dichloromethane at 24.9℃; Rate constant; Thermodynamic data; Ea, A, ΔH(excit.), ΔS(excit.);
4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With 1,3-disulfonic acid imidazolium nitrate In neat (no solvent) at 20℃; for 0.05h;75%
With 1,1,1,3',3',3'-hexafluoro-propanol; N–nitrosaccharin at 60℃; for 19h; Inert atmosphere; Schlenk technique;51%
4-nitrobenzenediazonium 4-methylbenzenesulfonate
1947-33-7

4-nitrobenzenediazonium 4-methylbenzenesulfonate

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With potassium nitrite In water at 20℃; for 0.5h;74%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

formaldehyd
50-00-0

formaldehyd

C

4-nitro-phenol
100-02-7

4-nitro-phenol

D

nitrobenzene
98-95-3

nitrobenzene

E

nitrogen

nitrogen

Conditions
ConditionsYield
With sodium nitrite In methanol at 0℃; for 0.0333333h; Further byproducts given;A 12%
B 51%
C 4%
D 60%
E n/a
N,N-Dimethyl-4-nitroaniline
100-23-2

N,N-Dimethyl-4-nitroaniline

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium iodide; water In dimethyl sulfoxide at 90℃; for 4h; Sealed tube;59%
1,2,4-trinitrobenzene
610-31-1

1,2,4-trinitrobenzene

A

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In methanol at 60℃; for 75h;A 35%
B 24%
C 22%
dimethylsulfone
67-71-0

dimethylsulfone

4-nitro-aniline
100-01-6

4-nitro-aniline

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

p-nitrophenyl methyl sulfoxide
940-12-5

p-nitrophenyl methyl sulfoxide

C

nitrobenzene
98-95-3

nitrobenzene

D

4-nitrobenzonitrile
619-72-7

4-nitrobenzonitrile

Conditions
ConditionsYield
With tert.-butylnitrite at 50℃; for 1.5h; Title compound not separated from byproducts;A 7%
B n/a
C n/a
D n/a
peracetic acid
79-21-0

peracetic acid

N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

para-dinitrobenzene
100-25-4

para-dinitrobenzene

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With sodium nitrite
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 15 h / 80 °C / Sealed tube
2: sodium nitrite / ethyl acetate / 16 h / 70 °C / Sealed tube
View Scheme
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With sodium nitrite
p-benzoquinone dioxime
105-11-3, 6133-83-1, 6421-98-3

p-benzoquinone dioxime

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With nitric acid
With sodium hypochlorite
With diethyl ether; dinitrogen tetraoxide
N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid
With dihydrogen peroxide; acetic acid
2,5-dinitroaniline
619-18-1

2,5-dinitroaniline

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With ethanol; mixture of gaseous nitrogen oxides
p-nitrobenzene diazonium nitrate

p-nitrobenzene diazonium nitrate

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With copper(I) sulfate; copper(II) sulfate; sodium nitrite
p-nitrobenzenediazonium hydrogen sulfate

p-nitrobenzenediazonium hydrogen sulfate

para-dinitrobenzene
100-25-4

para-dinitrobenzene

Conditions
ConditionsYield
With copper; sodium nitrite
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

p-Dinitrobenzol-Monoradikalanion
34505-33-4

p-Dinitrobenzol-Monoradikalanion

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

2,3-Dichlor-1,4-naphthosemichinon
59637-68-2, 22062-59-5

2,3-Dichlor-1,4-naphthosemichinon

Conditions
ConditionsYield
In gas at 150℃; Rate constant;
at 149.9℃; Thermodynamic data; Equilibrium constant;
3,5-dinitrobenzonitrile
4110-35-4

3,5-dinitrobenzonitrile

p-Dinitrobenzol-Monoradikalanion
34505-33-4

p-Dinitrobenzol-Monoradikalanion

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

3,5-Dinitrobenzonitril-Radikalanion

3,5-Dinitrobenzonitril-Radikalanion

Conditions
ConditionsYield
at 149.9℃; Thermodynamic data; Equilibrium constant;
2,6-dichloro-1,4-benzoquinone
697-91-6

2,6-dichloro-1,4-benzoquinone

p-Dinitrobenzol-Monoradikalanion
34505-33-4

p-Dinitrobenzol-Monoradikalanion

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

2,6-dichloro-p-benzoquinone anion radical
34537-54-7

2,6-dichloro-p-benzoquinone anion radical

Conditions
ConditionsYield
In gas at 150℃; Rate constant;
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

p-dinitrobenzene anion-radical potassium salt

p-dinitrobenzene anion-radical potassium salt

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

4-methoxy-N-(4-nitrophenyl)aniline
730-11-0

4-methoxy-N-(4-nitrophenyl)aniline

C

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 0.166667h;A 0.92 g
B 0.35 g
C 0.16 g
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

potassium salt of the p-dinitrobenzene anion radical

potassium salt of the p-dinitrobenzene anion radical

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

4-methoxy-N-(4-nitrophenyl)aniline
730-11-0

4-methoxy-N-(4-nitrophenyl)aniline

C

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 0.166667h; Product distribution;A 0.92 g
B 0.35 g
C 0.16 g
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-nitro-aniline
100-01-6

4-nitro-aniline

Conditions
ConditionsYield
With formic acid In acetonitrile at 20℃; for 1h; Irradiation;100%
In water at 25℃; for 0.333333h; Sonication;99%
With sodium tetrahydroborate In water at 95℃; for 0.333333h; Green chemistry;98%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 50℃; for 0.0833333h; Green chemistry;100%
With hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 3h; chemoselective reaction;100%
With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In 2-methyltetrahydrofuran; water for 3h; Sonication; chemoselective reaction;99%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

tetrathiafulvalene
31366-25-3

tetrathiafulvalene

1,4-Dinitro-benzene; compound with [2,2']bi[[1,3]dithiolylidene]
83868-36-4

1,4-Dinitro-benzene; compound with [2,2']bi[[1,3]dithiolylidene]

Conditions
ConditionsYield
In toluene Ambient temperature;100%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

nitrobenzene
98-95-3

nitrobenzene

Conditions
ConditionsYield
With sodium tetrahydroborate In water; dimethyl sulfoxide for 144h; Mechanism; var. solvent DMSO/water ratios; further bromo- and chloronitro- and dinitrobenzenes; isotope labelling experiments;100%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

4-(4-methoxyphenylsulfanyl)nitrobenzene
22865-50-5

4-(4-methoxyphenylsulfanyl)nitrobenzene

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 25℃; for 0.166667h; Inert atmosphere; Darkness;100%
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h;92%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

para-thiocresol
106-45-6

para-thiocresol

4-nitrophenyl 4-methylphenyl sulfide
22865-48-1

4-nitrophenyl 4-methylphenyl sulfide

Conditions
ConditionsYield
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h; Reagent/catalyst; Solvent;99%
In N,N-dimethyl acetamide electrolyse, catolyte N(Et)4ClO4;77%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

p-cresol
106-44-5

p-cresol

4-(4-nitrophenoxy)toluene
3402-74-2

4-(4-nitrophenoxy)toluene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Catalytic behavior;99%
With 2C15H23N3O2*2Cu(2+)*4ClO4(1-)*5H2O; potassium carbonate In ethanol at 80℃; for 8h; Catalytic behavior; Green chemistry;97%
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;94%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; Schlenk technique;93%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-methoxy-4-(4-nitrophenoxy)benzene
6337-24-2

1-methoxy-4-(4-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Catalytic behavior;99%
With 2C15H23N3O2*2Cu(2+)*4ClO4(1-)*5H2O; potassium carbonate In ethanol at 80℃; for 8h; Catalytic behavior; Green chemistry;98%
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;96%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

12percent nickel/Al-SBA-15 fiber

12percent nickel/Al-SBA-15 fiber

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;99%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-aminophenyl 4-nitrophenyl sulfide
76472-36-1

2-aminophenyl 4-nitrophenyl sulfide

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: para-dinitrobenzene In N,N-dimethyl-formamide at 50℃; for 0.166667h;
99%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

1-(2,2,2-trifluoroethoxy)-4-nitrobenzene
62149-35-3

1-(2,2,2-trifluoroethoxy)-4-nitrobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h;98%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

Trimethyl(methylthio)silane
3908-55-2

Trimethyl(methylthio)silane

1-methylthio-4-nitro-benzene
701-57-5

1-methylthio-4-nitro-benzene

Conditions
ConditionsYield
Stage #1: para-dinitrobenzene With caesium carbonate In dimethyl sulfoxide
Stage #2: Trimethyl(methylthio)silane In dimethyl sulfoxide at 20℃; for 16h;
98%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

phenylacetonitrile
140-29-4

phenylacetonitrile

4-nitrophenylphenylcyanomethane
7599-05-5

4-nitrophenylphenylcyanomethane

Conditions
ConditionsYield
With potassium tert-butylate In ammonia at -70℃; for 0.333333h;97.6%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

pentan-3-one
96-22-0

pentan-3-one

2-(4-nitrophenyl)pentan-3-one
104869-86-5

2-(4-nitrophenyl)pentan-3-one

Conditions
ConditionsYield
With potassium tert-butylate In ammonia at -70℃; for 1h; Product distribution; with/without base additive (KNH2);97%
With potassium tert-butylate In ammonia at -70℃; for 1h;97%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

para-dinitrobenzene
100-25-4

para-dinitrobenzene

N-(4-nitrophenyl)-3-oxobutanamide
4835-39-6

N-(4-nitrophenyl)-3-oxobutanamide

Conditions
ConditionsYield
In chloroform at 10 - 65℃; for 2h;96%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

ethyl acetate
141-78-6

ethyl acetate

N,N'-diacetyl-1,4-phenylenediamine
140-50-1

N,N'-diacetyl-1,4-phenylenediamine

Conditions
ConditionsYield
Stage #1: para-dinitrobenzene With sodium tetrahydroborate In ethyl acetate
Stage #2: ethyl acetate With bis(dimethylglyoximato)copper(II) for 4h; Reflux;
96%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-nitroaniline hydrochloride
15873-51-5

4-nitroaniline hydrochloride

Conditions
ConditionsYield
Stage #1: para-dinitrobenzene With iron(III) acetylacetonate; 1,1,3,3-Tetramethyldisiloxane In tetrahydrofuran at 60℃; for 48h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether for 0.0833333h;
95%
Stage #1: para-dinitrobenzene With iododioxobis(triphenylphosphine)rhenium(V); Dimethylphenylsilane In toluene for 24h; Reflux;
Stage #2: With hydrogenchloride In diethyl ether; toluene regioselective reaction;
58%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

3-methyl-4'-nitrodiphenyl ether
2303-25-5

3-methyl-4'-nitrodiphenyl ether

Conditions
ConditionsYield
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;95%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-t-butylbenzenethiol
2396-68-1

4-t-butylbenzenethiol

(4-(tert-butyl)phenyl)(4-nitrophenyl)sulfane
62248-45-7

(4-(tert-butyl)phenyl)(4-nitrophenyl)sulfane

Conditions
ConditionsYield
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h;95%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

2-thiolomethyl-furan
98-02-2

2-thiolomethyl-furan

2-(((4-nitrophenyl)thio)methyl)furan

2-(((4-nitrophenyl)thio)methyl)furan

Conditions
ConditionsYield
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h;95%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-chloro-phenol
106-48-9

4-chloro-phenol

4-(4-chlorophenoxy)nitrobenzene
1836-74-4

4-(4-chlorophenoxy)nitrobenzene

Conditions
ConditionsYield
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;94%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; Schlenk technique;82%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

4-bromo-phenol
106-41-2

4-bromo-phenol

1-(4-nitrophenoxy)-4-bromobenzene
21969-04-0

1-(4-nitrophenoxy)-4-bromobenzene

Conditions
ConditionsYield
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;94%
1H-imidazole
288-32-4

1H-imidazole

para-dinitrobenzene
100-25-4

para-dinitrobenzene

1-(4-nitrophenyl)-1H-imidazole
2301-25-9

1-(4-nitrophenyl)-1H-imidazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Catalytic behavior;94%
para-dinitrobenzene
100-25-4

para-dinitrobenzene

A

4-Nitro-N-phenylhydroxylamine
16169-16-7

4-Nitro-N-phenylhydroxylamine

B

4-nitro-aniline
100-01-6

4-nitro-aniline

Conditions
ConditionsYield
With 1,2-bis(mercaptomethyl)benzene; (Et4N) In acetonitrile at 26℃; for 1.5h;A 93%
B 2%
With D-glucose; bakers' yeast In phosphate buffer; ethanol at 30℃; for 0.5h; pH=6.5; Product distribution; Further Variations:; time;A 83%
B n/a
With sodium tetrahydroborate; selenium In ethanol at 23 - 26℃; for 0.25h;A 81%
B 16%
With 1,2-bis(mercaptomethyl)benzene; (Et4N) In acetonitrile at 26℃; for 1.5h; Product distribution;
para-dinitrobenzene
100-25-4

para-dinitrobenzene

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl α-cyano-α-(p-nitrophenyl)acetate
147795-57-1, 91090-86-7

ethyl α-cyano-α-(p-nitrophenyl)acetate

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide 1.) 10 min, 2.) 90 deg C, 0.5 h;93%

p-DINITROBENZENE Chemical Properties

MF: C6H4N2O4
MW: 168.11
EINECS: 202-833-7
Flash Point: 154.4 °C
Storage temp: 2-8°C
Index of Refraction: 1.612
Melting Point: 170-173 °C(lit.)
IUPAC Name: 1,4-dinitrobenzene
Density: 1.625 g/mL at 25 °C(lit.)
Enthalpy of Vaporization: 51.83 kJ/mol 
Boiling Point: 299.9 °C at 760 mmHg
Vapour Pressure: 0.00206 mmHg at 25°C  
Appearance: Pale-white or yellow solid.
Air & Water Reactions: Slowly mixes with water.
Stability: Stable, but may be shock-sensitive. May explode if heated. Incompatible with oxidizing agents, strong bases, nitric acid, many metals, tin oxides.
Synonyms: 1,4-Dinitrobenzen ; 1,4-Dinitrobenzenn ; P-Dinitrobenzen ; 1,4-Dinitro-benzen ; Benzene, p-dinitro- ; Benzene,1,4-dinitro- ; Dithane a-4 ; Dithanea-4
Following is the molecular structure of P-Dinitrobenzen (100-25-4):

p-DINITROBENZENE Uses

 P-Dinitrobenzen (100-25-4) is used in organic synthesis.

p-DINITROBENZENE Production

Reactivity Profile 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 (100-25-4) 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.

p-DINITROBENZENE Toxicity Data With Reference

1.    

mmo-sat 5 µg/plate

    CRNGDP    Carcinogenesis. 6 (1985),727.
2.    

mma-sat 25 µg/plate

    CRNGDP    Carcinogenesis. 6 (1985),727.
3.    

orl-cat LDLo:29 mg/kg

    85ESA3    Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals. 11 (1989),516.

p-DINITROBENZENE Consensus Reports

Reported in EPA TSCA Inventory.

p-DINITROBENZENE Safety Profile

Suspected carcinogen. Poison by ingestion. Mutation data reported. Mixture with nitric acid is a high explosive. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of P-Dinitrobenzen (100-25-4):
Hazard Codes: T+,N
T+: Very Toxic N: Dangerous for the environment
Risk Statements: 26/27/28-33-34-50/53
26/27/28: Very Toxic by inhalation, in contact with skin and if swallowed 
33: Danger of cumulative effects 
34: Causes burns 
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
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: CZ7525000
HazardClass: 6.1
PackingGroup: II
 

p-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

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View