Conditions | Yield |
---|---|
Stage #1: 4-methyl-2-nitroaniline With sulfuric acid; sodium nitrite In water for 0.333333h; cooling; Stage #2: With sodium hydrogencarbonate; sodium nitrite In water at 10 - 20℃; for 0.166667h; Further stages.; | 92% |
With caro's acid Oxydation mit rauchender Salpetersaeure; | |
Diazotization.Behandlung der Diazoniumsalz-Loesung mit NaNO2 und Kupfer(I)-kupfer(II)-sulfit; |
1-methyl-3-nitrobenzene
A
1-methyl-2,3-dinitrobenzene
B
3,4-Dinitrotoluene
C
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With nitronium hexafluorophosphate; sulfuric acid | A 28.4% B 60.1% C 9.9% |
With nitronium hexafluorophosphate In nitromethane at 24.84℃; |
Conditions | Yield |
---|---|
bei der Nitrierung; | |
Nitrierung; | |
durch Nitrierung; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid |
Conditions | Yield |
---|---|
With dihydrogen peroxide; nitric acid; acetic acid | |
With nitric acid | |
With nitric acid | |
With nitric acid for 0.0833333h; | 8 g |
Conditions | Yield |
---|---|
Diazotization.Behandlung der Diazoniumsalz-Loesung mit NaNO2 und Kupfer(I)-kupfer(II)-sulfit; |
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; sodium nitrite |
3,4-dinitro-6-methylaniline
3,4-Dinitrotoluene
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; sodium nitrite |
2,3-dinitro-5-methylaniline
3,4-Dinitrotoluene
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; sodium nitrite |
3,4-Dinitrotoluene
Conditions | Yield |
---|---|
With sodium nitrite In water at 40.1 - 56.9℃; Kinetics; |
Conditions | Yield |
---|---|
durch Nitrierung; |
1-methyl-3-nitrobenzene
nitric acid
A
1-methyl-2,3-dinitrobenzene
B
3,4-Dinitrotoluene
C
2,5-dinitrotoluene
1-methyl-3-nitrobenzene
sulfuric acid
water
nitric acid
A
1-methyl-2,3-dinitrobenzene
B
3,4-Dinitrotoluene
C
2,5-dinitrotoluene
Conditions | Yield |
---|---|
at 40 - 70℃; Product distribution; |
1-methyl-3-nitrobenzene
A
1-methyl-2,3-dinitrobenzene
B
3,4-Dinitrotoluene
C
2,5-dinitrotoluene
1-methyl-3-nitrobenzene
sulfuric acid
nitric acid
A
3,5-dinitrotoluene
B
1-methyl-2,3-dinitrobenzene
C
3,4-Dinitrotoluene
D
2,5-dinitrotoluene
Conditions | Yield |
---|---|
at 60 - 85℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: alcohol; ammonium sulfide 3: concentrated sulfuric acid; nitric acid / <9 4: aqueous alcoholic sulfuric acid 5: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid / Erhitzen des Reaktionsprodukts mit verd.Schwefelsaeure 2: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme | |
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid / Erhitzen des Reaktionsprodukts mit verd.Schwefelsaeure 2: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: concentrated sulfuric acid; nitric acid / <9 3: aqueous alcoholic sulfuric acid 4: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme |
acetic acid-(3-methyl-5-nitro-anilide)
3,4-Dinitrotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; nitric acid / <9 2: aqueous alcoholic sulfuric acid 3: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme |
acetic acid-(5-methyl-2,3-dinitro-anilide)
3,4-Dinitrotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous alcoholic sulfuric acid 2: absolute alcohol; fuming sulfuric acid; sodium nitrite View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; acetic acid; nitric acid / und Erhitzen des Reaktionsprodukts mit wss.Schwefelsaeure 2: Diazotization.Behandlung der Diazoniumsalz-Loesung mit NaNO2 und Kupfer(I)-kupfer(II)-sulfit View Scheme |
toluene
A
2,4-dinitrotoluene
B
3,5-dinitrotoluene
C
2,6-dinitrotoluene
D
3,4-Dinitrotoluene
E
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With ferric nitrate pentahydrate; nitric acid at 100℃; for 99h; |
Conditions | Yield |
---|---|
With oxygen; ozone; acetic acid; cobalt(II) acetate at 100℃; | 97.6% |
With chromium(VI) oxide; sulfuric acid 1.) 35 deg C, 0.5 h, 2.) 45-55 deg C, 4 h; | 75% |
With nitric acid at 140℃; |
Conditions | Yield |
---|---|
With titanium(IV) oxide for 4h; Irradiation; | 97% |
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; for 48h; | 96.6% |
With hydrogen In methanol at 50℃; under 1500.15 Torr; for 0.25h; Inert atmosphere; | 88% |
With 5 wt% ruthenium/carbon; hydrogen; sodium nitrite In isopropyl alcohol at 150℃; under 62256.2 Torr; for 4h; Temperature; Autoclave; |
Conditions | Yield |
---|---|
With gold nano particles supported on rutile TiO2 In toluene at 70℃; under 750.075 Torr; for 6h; Inert atmosphere; chemoselective reaction; | 96% |
Conditions | Yield |
---|---|
With titanium(IV) oxide for 4h; Irradiation; | 95% |
3,4-Dinitrotoluene
3,4-dinitrobenzo trichloride
Conditions | Yield |
---|---|
With hypochlorous anhydride In tetrachloromethane at 75℃; | 89% |
3,4-Dinitrotoluene
Tris(3,6-dioxaheptyl)amine
N,N-dimethylethylenediamine
A
N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine
B
N,N,N-Trimethyl-2-(5-methyl-2-nitroanilino)ethanaminium Iodide
Conditions | Yield |
---|---|
In dimethyl sulfoxide | A 80% B n/a |
3,4-Dinitrotoluene
orthobenzoic acid trimethyl ester
5-methyl-2-phenyl-1H-1,3-benzimidazole
Conditions | Yield |
---|---|
With indium; acetic acid In ethyl acetate for 4h; Reflux; Inert atmosphere; | 58% |
Conditions | Yield |
---|---|
With formic acid; triethylamine; palladium on activated charcoal at 100℃; for 1h; | 55% |
With urea; tetramethylurea at 110℃; |
Conditions | Yield |
---|---|
With indium; acetic acid In ethyl acetate for 4.5h; Reflux; Inert atmosphere; | 53% |
Conditions | Yield |
---|---|
With sodium hydroxide In dimethyl sulfoxide at 150℃; for 0.5h; | 49.7% |
Conditions | Yield |
---|---|
With 0.2 wt% Pt/TiO2; hydrogen at 55 - 65℃; under 5250.53 Torr; for 3.25h; | A n/a B 7% C n/a |
3,4-Dinitrotoluene
3-nitrotoluene-4-sulfonic acid
Conditions | Yield |
---|---|
With sodium sulfite In water Substitution; Heating; | 4% |
3,4-Dinitrotoluene
potassium phenolate
4-methyl-1-nitro-2-phenoxybenzene
Conditions | Yield |
---|---|
With phenol |
Conditions | Yield |
---|---|
With ethanol; sodium acetate |
3,4-Dinitrotoluene
B
5-methyl-2-nitrophenylhydrazine
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate |
Conditions | Yield |
---|---|
Nitrierung; |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 95℃; | |
Nitrierung; | |
With sulfuric acid; nitric acid at 80 - 90℃; for 0.5h; |
3,4-Dinitrotoluene
(5,5'-dimethyl-2,2'-dinitrophenyl)disulfide
Conditions | Yield |
---|---|
With methanol; sodium sulfide; sulfur |
Conditions | Yield |
---|---|
With potassium hydroxide; hydroxylamine Behandeln mit Wasser und Ansaeuern mit Salzsaeure; |
3,4-Dinitrotoluene
A
4-methyl-2-nitro-1-nitrosobenzene
B
5-methyl-2-nitronitrosobenzene
Conditions | Yield |
---|---|
With methanol; hydroxylamine |
Conditions | Yield |
---|---|
With methanol; ammonia at 150℃; unter Druck; |
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride at 7℃; | |
With methanol; ammonia at 150℃; unter Druck; |
Chemistry informtion about 3,4-Dinitrotoluene (CAS NO.610-39-9) is:
IUPAC Name: 4-Methyl-1,2-Dinitrobenzene
Synonyms: 1,2-Dinitro4-Methylbenzene ; 3,4-Dinitro-Toluen ; 3,4-Dnt ; 4-Methyl-1,2-Dinitro-Benzen ; 4-Methyl-1,2-Dinitrobenzene ; Benzene,1-Methyl-3,4-Dinitro- ; Benzene,4-Methyl-1,2-Dinitro- ; Toluene, 3,4-Dinitro-
Product Categories: Intermediates of Dyes and Pigments ; Nitro Compounds ; Nitrogen Compounds ; Organic Building Blocks
MF: C7H6N2O4
MW: 182.13
EINECS: 210-222-1
Density: 1.407 g/cm3
Melting Point: 54-57 °C(lit.)
Flash Point: 184.1 °C
Boiling Point: 350.8 °C at 760 mmHg
Vapour Pressure: 8.66E-05 mmHg at 25°C
Enthalpy of Vaporization: 57.2 kJ/mol
Following is the molecular structure of 3,4-Dinitrotoluene (CAS NO.610-39-9) is:
Raw materials is 3-Nitrotoluene .
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 747mg/kg (747mg/kg) | behavioral: somnolence (general depressed activity) | National Technical Information Service. Vol. AD-A080-146, |
rat | LD50 | oral | 807mg/kg (807mg/kg) | National Technical Information Service. Vol. AD-A080-146, |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Mutation data reported. A skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also 2,4-DINITROTOLUENE.
Hazard Codes:
T
N
Risk Statements:
R45:May cause cancer.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R62:Risk of impaired fertility.
R68:Possible risk of irreversible effects.
Safety Statements:
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3454 6.1/PG 2
WGK Germany: 3
RTECS: XT2100000
HazardClass: 6.1
PackingGroup: II
OSHA PEL: TWA 1.5 mg/m3 (skin)
NIOSH REL: (Dinitrotoluene) Reduce to lowest level
3,4-Dinitrotoluene (CAS NO.610-39-9) is a yellow to red solid or heated liquid with a slight odor. Solidifies in cool water. Solid and liquid sink in water . It may explode when exposed to heat or flame [USCG, 1999]. Inhalation, ingestion or skin absorption: Headache, weakness, nausea or dizziness, cyanosis, drowsiness, shortness of breath and collapse. Eyes and skins: Can burn eyes and skin.
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