Product Name

  • Name

    2,5-DINITROTOLUENE

  • EINECS 210-581-4
  • CAS No. 619-15-8
  • Article Data32
  • CAS DataBase
  • Density 1.407 g/cm3
  • Solubility Solubility in water, g/100 ml at 20°C: 0.03 (very poor)
  • Melting Point 52.5°C
  • Formula C7H6 N2 O4
  • Boiling Point 313.6 °C at 760 mmHg
  • Molecular Weight 182.136
  • Flash Point 157.1 °C
  • Transport Information
  • Appearance
  • Safety 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.
  • Risk Codes 45-23/24/25-48/22-62-68-51/53
  • Molecular Structure Molecular Structure of 619-15-8 (2,5-DINITROTOLUENE)
  • Hazard Symbols ToxicTDangerousN
  • Synonyms Toluene,2,5-dinitro- (8CI); 1-Methyl-2,5-dinitrobenzene; 2,5-DNT; 2,5-Dinitrotoluene;2-Methyl-1,4-dinitrobenzene; 3-Methyl-1,4-dinitrobenzene; NSC 159120
  • PSA 91.64000
  • LogP 2.85780

Synthetic route

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
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
99-08-1

1-methyl-3-nitrobenzene

A

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

B

3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

C

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With nitronium hexafluorophosphate; sulfuric acidA 28.4%
B 60.1%
C 9.9%
With nitronium hexafluorophosphate In nitromethane at 24.84℃;
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
bei der Nitrierung;
Nitrierung;
4-nitro-3-methylaniline
611-05-2

4-nitro-3-methylaniline

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
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
36164-91-7

toluquinone dioxime

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2-nitroso-5-nitrotoluene
57610-10-3

2-nitroso-5-nitrotoluene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With nitric acid
2,5-dinitro-4-methylaniline
70343-10-1

2,5-dinitro-4-methylaniline

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With ethanol; sulfuric acid Diazotization.Erhitzen des Reaktionsgemisches mit Salpetersaeure;
2-methyl-3,6-dinitro-aniline
56207-39-7

2-methyl-3,6-dinitro-aniline

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With ethanol; sulfuric acid; sodium nitrite
2-methyl-1,4-dinitrosobenzene
16832-42-1

2-methyl-1,4-dinitrosobenzene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With nitric acid
2-nitro-5-nitrosotoluene
408328-19-8

2-nitro-5-nitrosotoluene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With nitric acid
4-methyl-2,5-dinitro-benzoic acid
101084-63-3

4-methyl-2,5-dinitro-benzoic acid

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With hydrogenchloride at 250℃;
4-nitroso-2-methylaniline
74231-59-7

4-nitroso-2-methylaniline

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With caro's acid Oxydation mit rauchender Salpetersaeure;
para-dinitrobenzene
100-25-4

para-dinitrobenzene

methylmagnesium chloride
676-58-4

methylmagnesium chloride

A

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

trans-5,6-dimethyl-1,4-dinitrocyclohexa-1,3-diene
122834-00-8

trans-5,6-dimethyl-1,4-dinitrocyclohexa-1,3-diene

Conditions
ConditionsYield
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-methyl-4-nitrobenzenediazonium tetrafluoroborate

2-methyl-4-nitrobenzenediazonium tetrafluoroborate

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With sodium nitrite In water at 39.7 - 58.4℃; Kinetics;
C7H6N3O2(1+)*BF4(1-)

C7H6N3O2(1+)*BF4(1-)

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
With sodium nitrite In water at 25 - 47.4℃; Kinetics;
nitric acid
7697-37-2

nitric acid

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

Caro's acid

Caro's acid

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

nitric acid
7697-37-2

nitric acid

A

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

B

3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

C

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

water
7732-18-5

water

nitric acid
7697-37-2

nitric acid

A

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

B

3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

C

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
at 40 - 70℃; Product distribution;
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

HNO3+H2SO4

HNO3+H2SO4

A

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

B

3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

C

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

A

3,5-dinitrotoluene
618-85-9

3,5-dinitrotoluene

B

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

C

3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

D

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
at 60 - 85℃;
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

B

3.4-dinitro-toluene, 2.3-dinitro-toluene

3.4-dinitro-toluene, 2.3-dinitro-toluene

Conditions
ConditionsYield
Nitrierung;
toluquinone dioxime
36164-91-7

toluquinone dioxime

nitric acid
7697-37-2

nitric acid

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

diethyl ether
60-29-7

diethyl ether

toluquinone dioxime
36164-91-7

toluquinone dioxime

dinitrogen tetraoxide
10544-72-6

dinitrogen tetraoxide

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

hydrogenchloride
7647-01-0

hydrogenchloride

4-methyl-2,5-dinitro-benzoic acid
101084-63-3

4-methyl-2,5-dinitro-benzoic acid

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
at 250℃; im Druckrohr;
2-nitro-5-nitrosotoluene
408328-19-8

2-nitro-5-nitrosotoluene

nitric acid
7697-37-2

nitric acid

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2,3,6-trinitrotoluene
18292-97-2

2,3,6-trinitrotoluene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
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
13362-34-0

3-methyl-1,4-benzoquinone 4-oxime

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
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
13362-33-9

2-methyl-1,4-benzoquinone 4-oxime

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; hydroxylamine / 60 - 70 °C
2: fuming nitric acid
View Scheme
2,6-dinitrotoluene
606-20-2

2,6-dinitrotoluene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

Conditions
ConditionsYield
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
619-15-8

2,5-dinitrotoluene

ethanethiol
75-08-1

ethanethiol

1-(ethylsulfanyl)-2-methyl-4-nitrobenzene
83759-95-9

1-(ethylsulfanyl)-2-methyl-4-nitrobenzene

Conditions
ConditionsYield
With lithium hydroxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃;97%
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2-methyl-p-phenylenediamine
95-70-5

2-methyl-p-phenylenediamine

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 20℃; for 0.583333h; Inert atmosphere;95%
With hydrogenchloride; tin
triethyl borane
97-94-9

triethyl borane

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

1-ethyl-2-methyl-4-nitro-benzene

1-ethyl-2-methyl-4-nitro-benzene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h;76%
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

sodium methylate
124-41-4

sodium methylate

5-methoxy-2-nitrotoluene
5367-32-8

5-methoxy-2-nitrotoluene

2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2,5-dinitrobenzoic acid
610-28-6

2,5-dinitrobenzoic acid

Conditions
ConditionsYield
With nitric acid at 145℃; im Druckrohr;
With nitric acid
With potassium dichromate
With potassium permanganate
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2,3,6-trinitrotoluene
18292-97-2

2,3,6-trinitrotoluene

Conditions
ConditionsYield
Nitrierung;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

A

2,3,6-trinitrotoluene
18292-97-2

2,3,6-trinitrotoluene

B

2,4,5-trinitrotoluene
610-25-3

2,4,5-trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 80 - 120℃;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2,4,5-trinitrotoluene
610-25-3

2,4,5-trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 95℃;
Nitrierung;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2-nitroso-5-nitrotoluene
57610-10-3

2-nitroso-5-nitrotoluene

Conditions
ConditionsYield
With potassium hydroxide; hydroxylamine durch Ansaeuern mit Salzsaeure;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
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
619-15-8

2,5-dinitrotoluene

A

4-nitro-3-methylaniline
611-05-2

4-nitro-3-methylaniline

B

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
With ammonia at 150℃;
With ethanol; ammonia at 150℃;
With hydrogenchloride; ethanol; tin(ll) chloride at 7℃;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

bis-(2-methyl-4-nitro-phenyl)-diazene-N-oxide
5805-94-7

bis-(2-methyl-4-nitro-phenyl)-diazene-N-oxide

Conditions
ConditionsYield
With potassium hydroxide; hydroxylamine nachfolgendes Ansaeuern;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

benzaldehyde
100-52-7

benzaldehyde

2,5-dinitro-stilbene

2,5-dinitro-stilbene

Conditions
ConditionsYield
With piperidine at 165 - 175℃;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

dimethyl-(2'.5'-dinitro-trans-stilbenyl-(4))-amine

dimethyl-(2'.5'-dinitro-trans-stilbenyl-(4))-amine

Conditions
ConditionsYield
With piperidine at 170℃;
2,5-dinitrotoluene
619-15-8

2,5-dinitrotoluene

2,5-dinitrobenzyl bromide
67567-47-9

2,5-dinitrobenzyl bromide

Conditions
ConditionsYield
With bromine; dibenzoyl peroxide In tetrachloromethane Irradiation;

2,5-Dinitrotoluene Chemical Properties

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
 

2,5-Dinitrotoluene Toxicity Data With Reference

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 .

2,5-Dinitrotoluene Consensus Reports

Reported in EPA TSCA Inventory.

2,5-Dinitrotoluene Safety Profile

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): ToxicT,DangerousN
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.

2,5-Dinitrotoluene Standards and Recommendations

OSHA PEL: TWA 1.5 mg/m3 (skin)
NIOSH REL: (Dinitrotoluene) Reduce to lowest level

2,5-Dinitrotoluene Specification

 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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