Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 2.5h; Ambient temperature; | 87% |
beim Ersatz der Aminogruppe durch die Nitrogruppe; | |
nach Sandmeyer; |
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; |
Conditions | Yield |
---|---|
Diazotization.Behandlung der Diazoniumsalz-Loesung mit NaNO2 und Kupfer(I)-kupfer(II)-sulfit; | |
Multi-step reaction with 2 steps 1: Caro's acid 2: fuming nitric acid View Scheme |
toluquinone dioxime
2,5-dinitrotoluene
2-nitroso-5-nitrotoluene
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With nitric acid |
2,5-dinitro-4-methylaniline
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With ethanol; sulfuric acid Diazotization.Erhitzen des Reaktionsgemisches mit Salpetersaeure; |
2-methyl-3,6-dinitro-aniline
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; sodium nitrite |
2-methyl-1,4-dinitrosobenzene
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With nitric acid |
2-nitro-5-nitrosotoluene
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With nitric acid |
4-methyl-2,5-dinitro-benzoic acid
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With hydrogenchloride at 250℃; |
4-nitroso-2-methylaniline
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With caro's acid Oxydation mit rauchender Salpetersaeure; |
para-dinitrobenzene
methylmagnesium chloride
A
2,5-dinitrotoluene
trans-5,6-dimethyl-1,4-dinitrocyclohexa-1,3-diene
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) THF, -70 deg C, 10 min, 2.) THF, -10 deg C, 60 min; Yield given. Multistep reaction. Yields of byproduct given; |
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With sodium nitrite In water at 39.7 - 58.4℃; Kinetics; |
2,5-dinitrotoluene
Conditions | Yield |
---|---|
With sodium nitrite In water at 25 - 47.4℃; Kinetics; |
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 |
---|---|
Nitrierung; |
diethyl ether
toluquinone dioxime
dinitrogen tetraoxide
2,5-dinitrotoluene
hydrogenchloride
4-methyl-2,5-dinitro-benzoic acid
2,5-dinitrotoluene
Conditions | Yield |
---|---|
at 250℃; im Druckrohr; |
2,3,6-trinitrotoluene
2,5-dinitrotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: alcohol; ammonia / 110 - 120 °C 2: fuming sulfuric acid; absolute alcohol; sodium nitrite View Scheme |
3-methyl-1,4-benzoquinone 4-oxime
2,5-dinitrotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; hydroxylamine / 60 - 70 °C 2: fuming nitric acid View Scheme |
2-methyl-1,4-benzoquinone 4-oxime
2,5-dinitrotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; hydroxylamine / 60 - 70 °C 2: fuming nitric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: ammonium sulfide; alcohol / auf dem Wasserbad 2: sulfuric acid 3: HNO3+H2SO4 / Erhitzen des Reaktionsprodukts mit konz.Schwefelsaeure 4: Caro's acid; concentrated sulfuric acid / Behandlung der Reaktionsprodukte mit Salpetersaeure 5: alcohol; ammonia / 110 - 120 °C 6: fuming sulfuric acid; absolute alcohol; sodium nitrite View Scheme | |
Multi-step reaction with 4 steps 1: ammonium sulfide; alcohol / auf dem Wasserbad 2: sulfuric acid 3: HNO3+H2SO4 / Erhitzen des Reaktionsprodukts mit konz.Schwefelsaeure 4: fuming sulfuric acid; absolute alcohol; sodium nitrite View Scheme |
2,5-dinitrotoluene
ethanethiol
1-(ethylsulfanyl)-2-methyl-4-nitrobenzene
Conditions | Yield |
---|---|
With lithium hydroxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; | 97% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water at 20℃; for 0.583333h; Inert atmosphere; | 95% |
With hydrogenchloride; tin |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h; | 76% |
Conditions | Yield |
---|---|
With nitric acid at 145℃; im Druckrohr; | |
With nitric acid | |
With potassium dichromate | |
With potassium permanganate |
2,5-dinitrotoluene
2,3,6-trinitrotoluene
Conditions | Yield |
---|---|
Nitrierung; |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 80 - 120℃; |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 95℃; | |
Nitrierung; |
2,5-dinitrotoluene
2-nitroso-5-nitrotoluene
Conditions | Yield |
---|---|
With potassium hydroxide; hydroxylamine durch Ansaeuern mit Salzsaeure; |
Conditions | Yield |
---|---|
With hydrogenchloride; 4-nitro-3-methylaniline; tin(ll) chloride at 7℃; | |
Stage #1: 2,5-dinitrotoluene With iron; acetic acid; tin(ll) chloride at 85℃; for 0.5h; Stage #2: With hydrogenchloride for 0.833333h; Temperature; |
2,5-dinitrotoluene
A
4-nitro-3-methylaniline
B
2-methyl-4-nitro-benzenamine
Conditions | Yield |
---|---|
With ammonia at 150℃; | |
With ethanol; ammonia at 150℃; | |
With hydrogenchloride; ethanol; tin(ll) chloride at 7℃; |
Conditions | Yield |
---|---|
With potassium hydroxide; hydroxylamine nachfolgendes Ansaeuern; |
Conditions | Yield |
---|---|
With piperidine at 165 - 175℃; |
Conditions | Yield |
---|---|
With piperidine at 170℃; |
2,5-dinitrotoluene
2,5-dinitrobenzyl bromide
Conditions | Yield |
---|---|
With bromine; dibenzoyl peroxide In tetrachloromethane Irradiation; |
Empirical Formula: C7H6N2O4
Molecular Weight: 182.1335 g/mol
EINECS: 210-581-4
Index of Refraction: 1.598
Density: 1.407 g/cm3
Flash Point: 157.1 °C
Enthalpy of Vaporization: 53.26 kJ/mol
Boiling Point: 313.6 °C at 760 mmHg
Vapour Pressure: 0.000907 mmHg at 25 °C
Structure of 2,5-Dinitrotoluene (CAS NO.619-15-8):
IUPAC Name: 2-Methyl-1,4-dinitrobenzene
Product Categories of 2,5-Dinitrotoluene (CAS NO.619-15-8): Intermediates of Dyes and Pigments
1. | skn-rbt 500 mg/24H MOD | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD-B011-150 . | ||
2. | mmo-sat 10 µg/plate | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD-A080-146 . | ||
3. | orl-rat LD50:517 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD-A080-146 . | ||
4. | orl-mus LD50:652 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) 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 of 2,5-Dinitrotoluene (CAS NO.619-15-8): T,N
Risk Statements: 45-23/24/25-48/22-62-68-51/53
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R45:May cause cancer.
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: 53-45-61
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S53:Avoid exposure - obtain special instructions before use.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
OSHA PEL: TWA 1.5 mg/m3 (skin)
NIOSH REL: (Dinitrotoluene) Reduce to lowest level
2,5-Dinitrotoluene ,its cas register number is 619-15-8. It also can be called 2-Methyl-1,4-dinitrobenzene ; Toluene, 2,5-dinitro- ; and Benzene, 2-methyl-1,4-dinitro- .
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