<
3-chloro-2,4,6-trinitrophenyl 2,4,6-trinitrophenyl sulfone
aniline
A
2,4,6-trinitrochlorobenzene
B
trinitro-2,4,6 diphenylamine
C
aniline hydrochloride
Conditions | Yield |
---|---|
With air In benzene at 20℃; for 2h; Product distribution; | A 97.5% B 96% C 97% |
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate at 65 - 70℃; for 0.333333h; | 95% |
With phosphorus pentoxide; N,N-dimethyl-formamide; zinc(II) chloride at 60 - 70℃; for 1h; | 93.2% |
With trichlorophosphate In diethylamine at 0℃; for 0.75h; | 92% |
Conditions | Yield |
---|---|
With trichlorophosphate In benzene for 0.333333h; Reflux; | 78% |
With trichlorophosphate | |
With phosphorus pentachloride |
1-chloro-2,6-dinitrobenzene
A
2,4,6-trinitrochlorobenzene
B
2,5-dichloro-1,3-dinitrobenzene
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 130℃; for 0.666667h; | A 74% B 3% |
With sulfuric acid; nitric acid at 130℃; for 0.666667h; Product distribution; |
Conditions | Yield |
---|---|
With hydrogenchloride for 0.25h; Heating; | 67% |
1-chloro-2,4-dinitro-benzene
A
2,4,6-trinitrochlorobenzene
B
1,2-dichloro-3,5-dinitrobenzene
Conditions | Yield |
---|---|
With sulfur trioxide; nitric acid In sulfuric acid at 130℃; for 0.5h; Product distribution; Rate constant; Mechanism; isotope labelled experiments; | A 48% B 16% |
picramide
A
2,4,6-trinitrochlorobenzene
B
4,6-dinitro-2,1,3-benzothiadiazole
Conditions | Yield |
---|---|
With pyridine; sulfur monochloride In acetonitrile | A 17% B 37% |
With pyridine; disulfur dichloride In acetonitrile for 35h; | A 17% B 37% |
pyridine
2,4,6-Trinitrophenol
nitrobenzene
benzenesulfonyl chloride
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
at 80 - 85℃; |
pyridine
2,4,6-Trinitrophenol
benzenesulfonyl chloride
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
at 56℃; |
[1]naphthylamine; compound with 2-chloro-1.3.5-trinitro-benzene
A
2,4,6-trinitrochlorobenzene
B
N‑(2,4,6‑trinitrophenyl)naphthalen‑1‑amine
C
2-naphthylamine hydrochloride
Conditions | Yield |
---|---|
at 120℃; |
Conditions | Yield |
---|---|
With N,N-dimethyl-aniline; benzene |
phosgene
2,4,6-Trinitrophenol
N,N-dimethyl-aniline
benzene
2,4,6-trinitrochlorobenzene
2,4,6-Trinitrophenol
nitrobenzene
p-toluenesulfonyl chloride
N,N-diethylaniline
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
With pyridine |
Conditions | Yield |
---|---|
With nitrobenzene; 2,3-Dimethylaniline |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite at 15 - 20℃; |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid | |
durch Nitrierung; | |
Yield given; | |
With sulfuric acid; potassium nitrate |
cyano-picryl-acetic acid ethyl ester
ethyl cyanoacetate anion
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Rate constant; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant; |
A
2,4,6-trinitrochlorobenzene
B
p-cyano-phenyl-acetonitrile anion
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant; |
1-chloro-2,4-dinitro-benzene
A
2,4,6-trinitrochlorobenzene
B
1,2-dichloro-3,5-dinitrobenzene
C
1,2,3-trichloro-4,6-dinitrobenzene
Conditions | Yield |
---|---|
With hydrogenchloride; sulfuric acid; nitric acid at 130℃; Rate constant; Product distribution; Cl2 in place of HCl; |
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
In water at 25℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 25℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With (decomposition) In ethanol at 12.2 - 30℃; Kinetics; Equilibrium constant; |
phosphorus pentachloride
2,4,6-Trinitrophenol
2,4,6-trinitrochlorobenzene
2,4,6-Trinitrophenol
N,N-diethylaniline
trichlorophosphate
2,4,6-trinitrochlorobenzene
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
72% | |
In dimethyl sulfoxide | 54% |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; Concentration; | 100% |
With ethanol |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
2,4,6-trinitrochlorobenzene
N-methylaniline
N-methyl-2,4,6-trinitrodiphenylamine
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
With ethanol | |
With ethanol; sodium acetate |
dmap
2,4,6-trinitrochlorobenzene
4-Dimethylamino-1-(2,4,6-trinitro-phenyl)-pyridinium; chloride
Conditions | Yield |
---|---|
In diethyl ether Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; Product distribution; Kinetics; Further Variations:; Solvents; | 100% |
Stage #1: 3-HYDROXYPYRIDINE With sodium hydride In tetrahydrofuran for 0.166667h; Stage #2: 2,4,6-trinitrochlorobenzene In tetrahydrofuran for 0.166667h; |
Conditions | Yield |
---|---|
In acetonitrile at 30℃; Product distribution; Kinetics; Further Variations:; Solvents; | 100% |
2,4,6-trinitrochlorobenzene
phosphorous acid trimethyl ester
1-(dimethoxyphosphinyl)-2,4,6-trinitrobenzene
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Electrolysis; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; | 100% |
2,4,6-trinitrochlorobenzene
3,3-Dibutyl-2-heptanonoxim
3,3-Dibutyl-2-heptanonoxim-pikrat
Conditions | Yield |
---|---|
With pyridine In acetone at 0℃; for 5h; | 99% |
Conditions | Yield |
---|---|
With sodium carbonate In methanol; water for 2h; Ambient temperature; | 99% |
2,4,6-trinitrochlorobenzene
2-Mercapto-4(5)-nitroimidazole monopotassium salt
2-Picrylmercapto-4(5)-nitroimidazole
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 3h; | 98% |
2,4,6-trinitrochlorobenzene
Cyclononylmethylketoxim
Cyclononylmethylketoxim-pikrat
Conditions | Yield |
---|---|
With pyridine In acetone at 0℃; for 5h; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 23℃; for 3h; | 98% |
2,4,6-trinitrochlorobenzene
Bicyclo<2.2.1>hept-7-ylmethylketoxim
Bicyclo<2.2.1>hept-7-ylmethylketoxim-pikrat
Conditions | Yield |
---|---|
With pyridine In acetone at 0℃; for 5h; | 97% |
Conditions | Yield |
---|---|
In methanol for 6h; Heating; | 97% |
2,4,6-trinitrochlorobenzene
4-hydroxyazobenzene
phenyl-(4-picryloxy-phenyl)-diazene
Conditions | Yield |
---|---|
With sodium carbonate In water at 50 - 60℃; for 0.5h; | 97% |
1,2,3-Benzotriazole
2,4,6-trinitrochlorobenzene
1-(2,4,6-trinitrophenyl)-1H-1,2,3-benzotriazole
Conditions | Yield |
---|---|
With copper 2-phenylcyclopropanecarboxylate; cetyltrimethylammonim bromide; potassium carbonate In toluene for 3h; Arylation; Heating; | 97% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol for 4h; Arylation; | 97% |
2,4,6-trinitrochlorobenzene
3,5-di-tert-butylaniline
3,5-di-t-butyl-2',4',6'-trinitrodiphenylamine
Conditions | Yield |
---|---|
In methanol for 5h; Heating; | 96.5% |
2,4,6-trinitrochlorobenzene
trimethyl(phenyl)stannane
1-phenyl-2,4,6-trinitrobenzene
Conditions | Yield |
---|---|
iodophenylbis(triphenylphosphine)palladium In 1,2-dichloro-ethane at 120 - 130℃; for 1.5h; | 96% |
2,4,6-trinitrochlorobenzene
Potassium; 5-nitro-1H-imidazole-4-thiolate
4(5)-Picrylmercapto-5(4)-nitroimidazole
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 3h; | 96% |
2,4,6-trinitrochlorobenzene
Potassium; 4,5-dinitro-1H-imidazole-2-thiolate
4,5-Dinitro-2-(2,4,6-trinitro-phenylsulfanyl)-1H-imidazole
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 3h; | 96% |
2,4,6-trinitrochlorobenzene
1-Homoadamantylmethylketoxim
1-Homoadamantylmethylketoxim-pikrat
Conditions | Yield |
---|---|
With pyridine In acetone at 0℃; for 5h; | 96% |
2,4,6-trinitrochlorobenzene
4-Homocubylmethylketoxim
4-Homocubylmethylketoxim-pikrat
Conditions | Yield |
---|---|
With pyridine In acetone at 0℃; for 5h; | 96% |
2,4,6-trinitrochlorobenzene
sodium methylate
acetylacetone
A
2,4,6-Trinitrophenol
B
1-methoxy-2,4,6-trinitrobenzene
C
3-(2,4,6-trinitrophenyl)-2,4-pentanedione
Conditions | Yield |
---|---|
In methanol; dimethyl sulfoxide at 25℃; Rate constant; Mechanism; | A 1% B 1% C 96% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; sodium nitrite In dichloromethane at 20℃; for 48h; Substitution; | 96% |
Multi-step reaction with 2 steps 1: 33 percent / NaHCO3 / ethanol / 0.17 h / Ambient temperature 2: 100 percent / O3 / CH2Cl2 / 1.25 h / -10 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium acetate; alcohol; hydroxylamine hydrochloride 2: nitric acid monohydrate View Scheme |
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trinitrochlorobenzene With sodium metabisulfite In ethanol for 4h; Reflux; Stage #2: With hydrogenchloride In acetone for 0.25h; | 95% |
With ethanol; sodium sulfite | |
With sodium hydrogensulfite | |
With sodium metabisulfite In ethanol |
IUPAC Name: 2-Chloro-1,3,5-trinitrobenzene
Synonyms: 1-Chloro-2,4,6-trinitro-benzen ; 1-Chloro-2,4,6-trinitrobenzene ; 2-Chloro-1,3,5-trinitro-benzen;benzene,1-chloro-2,4,6-trinitro- ; Benzene,2-chloro-1,3,5-trinitro- ; Picryl ; Tncb ; Picryl chloride
CAS NO: 88-88-0
Molecular Formula: C6H2ClN3O6
Molecular Weight: 247.55
Molecular Structure:
EINECS: 201-864-3
Mol File: 88-88-0.mol
Index of Refraction: 1.664
Surface Tension: 80.1 dyne/cm
Density: 1.808 g/cm3
Flash Point: 167.9 °C
Enthalpy of Vaporization: 57.54 kJ/mol
Boiling Point: 354.1 °C at 760 mmHg
Vapour Pressure: 7.01E-05 mmHg at 25°C
Stability: Picryl chloride (CAS NO. 88-88-0) is very unstable when dry, incompatible with oxidizing agents, chlorates, nitrates. Flammable solid.
Appearance: Picryl chloride (CAS NO. 88-88-0) is white to cream crystalline powder
1. | mmo-sat 1600 ng/plate | EMMUEG Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1. | ||
2. | dnd-rat:lvr 5 µmol/L | MUREAV Mutation Research. 131 (1984),215. | ||
3. | dnd-mus-ipr 15 mg/kg | MUREAV Mutation Research. 116 (1983),239. |
Reported in EPA TSCA Inventory.
Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl−.
Hazard CodesE,T+,N
Risk Statements 2-26/27/28-50/53
R2: Risk of explosion by shock, friction, fire or other sources of ignition
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
R50/53: Picryl chloride (CAS NO. 88-88-0) is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 28-35-36/37-45-60-61
S28:After contact with skin, wash immediately with plenty of soap-suds.
S35:This material and its container must be disposed of in a safe way.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR UN 3365 4.1/PG 1
WGK Germany 2
RTECS CZ1225900
F 8
HazardClass 1.1D
PackingGroup II
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