Product Name

  • Name

    2,4,6-Trinitrotoluene

  • EINECS 204-289-6
  • CAS No. 118-96-7
  • Article Data54
  • CAS DataBase
  • Density 1.608 g/cm3
  • Solubility
  • Melting Point 80.9 °C
  • Formula C7H5N3O6
  • Boiling Point 339.227 °C at 760 mmHg
  • Molecular Weight 227.133
  • Flash Point 167.109 °C
  • Transport Information UN 0209
  • Appearance yellow crystals
  • Safety 35-45-61-36/37-26
  • Risk Codes 2-23/24/25-33-51/53-36-20/21/22-11-1
  • Molecular Structure Molecular Structure of 118-96-7 (2,4,6-Trinitrotoluene)
  • Hazard Symbols ExplosiveE, ToxicT, DangerousN, HarmfulXn, FlammableF, ExplosiveB
  • Synonyms Toluene,2,4,6-trinitro- (7CI,8CI);1-Methyl-2,4,6-trinitrobenzene;2-Methyl-1,3,5-trinitrobenzene;4-Methyl-1,3,5-trinitrobenzene;Gradetol;NSC 36949;TNT;Trinitrotoluene;Tritol(explosive);Trotyl;Trotyl oil;sym-Trinitrotoluene;sym-Trinitrotoluol;a-TNT;
  • PSA 137.46000
  • LogP 3.28920

Synthetic route

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 110℃; for 4h; Temperature;92.2%
With sulfuric acid; nitric acid at 20 - 100℃; Nitration;89%
With sulfuric acid; nitric acid 1.) 0 deg C, 10 min, 2.) 95 deg C, 6 h, then room temp., 12 h;69%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 110℃; for 4h;92.2%
With sulfuric acid; nitric acid
durch Nitrierung;
toluene
108-88-3

toluene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 20 - 90℃; Nitration;84%
With nitric acid; Petroleum ether azeotropes Abdestillieren des gebildeten Wassers;
With sulfuric acid; nitric acid
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid 1.) 90-100 deg C, 2 h, 2.) 25 deg C, overnight;62%
Nitrierung;
durch Nitrierung;
1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With lead(IV) acetate; acetic acid
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 60 - 70℃;
2,6-dinitrotoluene
606-20-2

2,6-dinitrotoluene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 93 - 103℃;
With ammonium nitrate In sulfuric acid at 0 - 25℃;
2,4,6-trinitrophenylacetic acid
77601-83-3

2,4,6-trinitrophenylacetic acid

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With water
With ethanol
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

acetic acid
64-19-7

acetic acid

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

2,4-dimethyl-1,3,5-trinitrobenzene
632-92-8

2,4-dimethyl-1,3,5-trinitrobenzene

Conditions
ConditionsYield
Erwaermen des Reaktionsprodukts mit rauchender Salpetersaeure und konz. H2SO4 auf 75-120grad;
1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

acetic acid
64-19-7

acetic acid

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

2,4-dimethyl-1,3,5-trinitrobenzene
632-92-8

2,4-dimethyl-1,3,5-trinitrobenzene

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

carbon monoxide
201230-82-2

carbon monoxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid Thermodynamic data; ΔH, E(a);
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

1-bromo-2-methyl-3,5-dinitrobenzene
18242-38-1

1-bromo-2-methyl-3,5-dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; bromine; nitric acid at 90℃; for 0.166667h; Title compound not separated from byproducts;A 0.4 % Chromat.
B 94.7 % Chromat.
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

1-bromo-2-methyl-3,5-dinitrobenzene
18242-38-1

1-bromo-2-methyl-3,5-dinitrobenzene

C

1-chloro-2-methyl-3,5-dinitrobenzene
96-90-2

1-chloro-2-methyl-3,5-dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid; chlorine at 90℃; for 0.8h; Rate constant; Mechanism; Product distribution; further reaction times; oleum instead of sulphuric acid;A 19.1 % Chromat.
B 8.8 % Chromat.
C 52.3 % Chromat.
C12H11N4O8(1-)

C12H11N4O8(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

ethyl cyanoacetate anion
31124-95-5

ethyl cyanoacetate anion

Conditions
ConditionsYield
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant;
C12H12N3O10(1-)

C12H12N3O10(1-)

A

bis-methoxycarbonyl-methanide
33673-07-3

bis-methoxycarbonyl-methanide

B

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant;
C16H10N5O6(1-)

C16H10N5O6(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

p-cyano-phenyl-acetonitrile anion
64764-41-6

p-cyano-phenyl-acetonitrile anion

Conditions
ConditionsYield
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant;
C16H10N5O6(1-)

C16H10N5O6(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

2-cyanobenzyl cyanide anion
163977-20-6

2-cyanobenzyl cyanide anion

Conditions
ConditionsYield
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant;
C15H10N5O8(1-)

C15H10N5O8(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

4-nitrobenzyl cyanide anion
48129-94-8

4-nitrobenzyl cyanide anion

Conditions
ConditionsYield
With sodium methylate In methanol at 25℃; Equilibrium constant; Rate constant;
C10H13N4O6(1-)

C10H13N4O6(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

isopropylamine
75-31-0

isopropylamine

Conditions
ConditionsYield
With Isopropylamine hydroperchlorate In dimethyl sulfoxide at 25℃; Equilibrium constant;
C11H15N4O6(1-)

C11H15N4O6(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

N-butylamine
109-73-9

N-butylamine

Conditions
ConditionsYield
With n-butylammonium perchlorate In dimethyl sulfoxide at 25℃; Equilibrium constant;
C7H5N3O9S(2-)

C7H5N3O9S(2-)

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With sodium sulfite In water at 25℃; Equilibrium constant; variation with solvent composition;
C12H15N4O6(1-)

C12H15N4O6(1-)

A

piperidine
110-89-4

piperidine

B

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
With piperidine hydrochloride In dimethyl sulfoxide at 25℃; Equilibrium constant;
C14H13N4O6(1-)

C14H13N4O6(1-)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With benzylamine hydrogenperchlorate In dimethyl sulfoxide at 25℃; Equilibrium constant;
C9H16N2*C7H4N3O6(1-)*H(1+)

C9H16N2*C7H4N3O6(1-)*H(1+)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

1,8-diazabicyclo[5.4.0]undec-7-ene
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

Conditions
ConditionsYield
In acetonitrile at 25℃; Rate constant; different solvents;
C8H8N3O7(1-)*Na(1+)

C8H8N3O7(1-)*Na(1+)

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

sodium methylate
124-41-4

sodium methylate

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 25℃; Rate constant; Equilibrium constant;
6-methyl-5-(2,4,6-trinitro-benzyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline

6-methyl-5-(2,4,6-trinitro-benzyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline

acetic acid
64-19-7

acetic acid

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

hydrastinine acetate

hydrastinine acetate

nitric acid
7697-37-2

nitric acid

toluene
108-88-3

toluene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
unter azeotropem Abdestillieren des entstehenden Wassers;
in der Waerme bei groesserer Konzentration der Salpetersaeure;
unter azeotropem Abdestillieren des entstehenden Wassers;
sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

toluene
108-88-3

toluene

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Conditions
ConditionsYield
in der Waerme;
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

A

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

B

3,5-dinitro-p-toluic acid
16533-71-4

3,5-dinitro-p-toluic acid

Conditions
ConditionsYield
at 60 - 70℃;
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis(2,4,6-trinitrostyryl)benzene

1,4-bis(2,4,6-trinitrostyryl)benzene

Conditions
ConditionsYield
With piperidine In benzene for 12h; Knoevenagel Condensation; Dean-Stark; Reflux;95.1%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

1-nitromethyl-2,4,6-trinitrobenzene
35113-75-8

1-nitromethyl-2,4,6-trinitrobenzene

Conditions
ConditionsYield
With potassium hydroxide; fluorotrinitromethane In tetrahydrofuran; methanol; water for 0.0333333h; Nitration;95%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

C7H17N3*3ClH

C7H17N3*3ClH

Conditions
ConditionsYield
Stage #1: 2,4,6-Trinitrotoluene With hydrogen; pyrographite In methanol at 120℃; under 45004.5 Torr; for 5h; Large scale;
Stage #2: With hydrogenchloride In water for 1h; Reagent/catalyst; Solvent; Pressure; Large scale;
95%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2,4,6-trinitrobenzaldehyde
606-34-8

2,4,6-trinitrobenzaldehyde

2,2’,4,4’,6,6’-hexanitrostilbene
20062-22-0

2,2’,4,4’,6,6’-hexanitrostilbene

Conditions
ConditionsYield
With piperidine In toluene Reflux;94.2%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2,4,6-triaminotoluene hydrochloride

2,4,6-triaminotoluene hydrochloride

Conditions
ConditionsYield
Stage #1: 2,4,6-Trinitrotoluene With hydrogen In toluene at 120℃; under 30003 Torr; for 10h; Autoclave;
Stage #2: With hydrogenchloride In water for 0.5h; Solvent; Pressure; Temperature;
93.1%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

benzene-1,3,5-trialdehyde
3163-76-6

benzene-1,3,5-trialdehyde

1,3,5-tris(2,4,6-trinitrostyryl)benzene

1,3,5-tris(2,4,6-trinitrostyryl)benzene

Conditions
ConditionsYield
With piperidine In benzene for 14h; Knoevenagel Condensation; Dean-Stark; Reflux;90.3%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

1,3,5-trinitro-2-[2-(4-methylphenyl)ethenyl]benzene

1,3,5-trinitro-2-[2-(4-methylphenyl)ethenyl]benzene

Conditions
ConditionsYield
With piperidine In benzene for 6h; Knoevenagel Condensation; Dean-Stark; Reflux;90.2%
3-methylisoquinoline
1125-80-0

3-methylisoquinoline

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

benzoyl chloride
98-88-4

benzoyl chloride

[3-Methyl-1-(2,4,6-trinitro-benzyl)-1H-isoquinolin-2-yl]-phenyl-methanone
94170-03-3

[3-Methyl-1-(2,4,6-trinitro-benzyl)-1H-isoquinolin-2-yl]-phenyl-methanone

Conditions
ConditionsYield
In chloroform at 60 - 70℃; for 1h;90%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2,4,6-triaminotoluene trihydrochloride
634-87-7

2,4,6-triaminotoluene trihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; palladium on activated charcoal; hydrogen In methanol at 20℃; under 18751.9 Torr; for 2h; Solvent; Pressure; Time;90%
With iron(III) chloride; pyrographite; hydrazine hydrate In methanol for 7h; Heating;67.8%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

3-formyl-4,6-dinitro-1-phenyl-1H-indazole
544676-41-7

3-formyl-4,6-dinitro-1-phenyl-1H-indazole

1-(4,6-dinitro-1-phenyl-1H-indazol-3-yl)-2-(2,4,6-trinitrophenyl)ethanol

1-(4,6-dinitro-1-phenyl-1H-indazol-3-yl)-2-(2,4,6-trinitrophenyl)ethanol

Conditions
ConditionsYield
With potassium carbonate In ethanol at 20℃; for 24h;90%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

β-N,N-dimethylamino-2,4,6-trinitrostyrene

β-N,N-dimethylamino-2,4,6-trinitrostyrene

Conditions
ConditionsYield
90%
In toluene at 20℃; for 24h;70%
Isophthalaldehyde
626-19-7

Isophthalaldehyde

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

1,3-bis(2,4,6-trinitrostyryl)benzene

1,3-bis(2,4,6-trinitrostyryl)benzene

Conditions
ConditionsYield
With piperidine In benzene for 11h; Knoevenagel Condensation; Dean-Stark; Reflux;89.5%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2,4,6-trinitrobenzoic acid
129-66-8

2,4,6-trinitrobenzoic acid

Conditions
ConditionsYield
With sodium chlorate; nitric acid88%
With sodium dichromate; sulfuric acid at 45 - 55℃; for 2h; Oxidation;14%
With sodium chlorate; nitric acid Reinigung ueber das Natrium-Salz;
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

benzaldehyde
100-52-7

benzaldehyde

1,3,5-trinitro-2-[(E)-2-phenylvinyl]benzene
61599-68-6

1,3,5-trinitro-2-[(E)-2-phenylvinyl]benzene

Conditions
ConditionsYield
With piperidine; silica gel In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation;88%
With piperidine In benzene for 6h; Condensation; Heating;81%
With HTc-4-Cal In toluene for 15h; Reagent/catalyst; Time; Reflux; Dean-Stark;70%
With piperidine
With piperidine; ethanol at 40℃;
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

A

2,4-dinitro-6-[(methoxycarbonyl)methylthio]toluene
321596-17-2

2,4-dinitro-6-[(methoxycarbonyl)methylthio]toluene

B

(4-methyl-3,5-dinitro-phenylsulfanyl)-acetic acid methyl ester

(4-methyl-3,5-dinitro-phenylsulfanyl)-acetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20℃; for 24h;A 88%
B n/a
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-[(E)-2-(4-Chloro-phenyl)-vinyl]-1,3,5-trinitro-benzene
65200-05-7

2-[(E)-2-(4-Chloro-phenyl)-vinyl]-1,3,5-trinitro-benzene

Conditions
ConditionsYield
With piperidine In benzene for 5.5h; Knoevenagel Condensation; Dean-Stark; Reflux;87.6%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

C14H8ClN3O6

C14H8ClN3O6

Conditions
ConditionsYield
With piperidine In benzene for 6h; Knoevenagel Condensation; Dean-Stark; Reflux;87%
Ethyl 2-mercaptopropionate
19788-49-9

Ethyl 2-mercaptopropionate

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

A

2-(2-methyl-3,5-dinitro-phenylsulfanyl)-propionic acid ethyl ester

2-(2-methyl-3,5-dinitro-phenylsulfanyl)-propionic acid ethyl ester

B

2-(4-methyl-3,5-dinitro-phenylsulfanyl)-propionic acid ethyl ester

2-(4-methyl-3,5-dinitro-phenylsulfanyl)-propionic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20℃; for 24h;A 86%
B n/a
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

2,4,6-trinitro(α,αα-D3)toluene
52886-05-2

2,4,6-trinitro(α,αα-D3)toluene

Conditions
ConditionsYield
With tributyl-amine; water-d2 In N,N-dimethyl-formamide for 5h;85%
With [(2)H6]acetone; deuteromethanol; water-d2; triethylamine for 1.5h; Ambient temperature;63%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

1,2-bis((2-methyl-3,5-dinitrophenyl)thio)ethane
1608182-18-8

1,2-bis((2-methyl-3,5-dinitrophenyl)thio)ethane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;85%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

ethyl 2-sulfanylacetate
623-51-8

ethyl 2-sulfanylacetate

(2-methyl-3,5-dinitro-phenylsulfanyl)-acetic acid ethyl ester
367925-03-9

(2-methyl-3,5-dinitro-phenylsulfanyl)-acetic acid ethyl ester

Conditions
ConditionsYield
With alkaline resin In acetone at 50℃; for 20h; Large scale;85%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2-[(E)-2-(4-methoxyphenyl)vinyl]-1,3,5-trinitrobenzene
61599-69-7

2-[(E)-2-(4-methoxyphenyl)vinyl]-1,3,5-trinitrobenzene

Conditions
ConditionsYield
With HTc-4-Cal In toluene for 24h; Knoevenagel Condensation; Reflux; Dean-Stark;83%
With piperidine In benzene for 6h; Condensation; Heating;60%
With piperidine
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

trans-3′-chloro-2,4,6-trinitrostilbene

trans-3′-chloro-2,4,6-trinitrostilbene

Conditions
ConditionsYield
With piperidine; silica gel In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation;83%
With HTc-4-Cal In toluene for 24h; Knoevenagel Condensation; Reflux; Dean-Stark;71%
1-thiopropane
107-03-9

1-thiopropane

2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

(2-methyl-3,5-dinitrophenyl)(propyl)sulfane
1608182-14-4

(2-methyl-3,5-dinitrophenyl)(propyl)sulfane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;83%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

phenylmethanethiol
100-53-8

phenylmethanethiol

(2-methyl-5-nitro-1,3-phenylene)bis(benzylsulfane)

(2-methyl-5-nitro-1,3-phenylene)bis(benzylsulfane)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;83%
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

trans-4′-methyl-2,4,6-trinitrostilbene

trans-4′-methyl-2,4,6-trinitrostilbene

Conditions
ConditionsYield
With piperidine; silica gel In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation;82%
With piperazine at 80 - 90℃;
2,4,6-Trinitrotoluene
118-96-7

2,4,6-Trinitrotoluene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

trans-4′-chloro-2,4,6-trinitrostilbene
61599-70-0

trans-4′-chloro-2,4,6-trinitrostilbene

Conditions
ConditionsYield
With piperidine; silica gel In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation;82%
With HTc-4-Cal In toluene for 24h; Knoevenagel Condensation; Reflux; Dean-Stark;70%
With piperidine at 120℃;

2,4,6-TRINITROTOLUENE Chemical Properties

Molecular formula: C7H5N3O6
Molar mass: 227.13 g/mol
Appearance: Pale yellow. Loose "needles" before melt-casting. A solid block after being poured into a casing.
Density: 1.654 g/cm3
Melting point: 80.35 °C
Boiling point: 295 °C (decomposition)
Solubility in water: 0.13 g/L (20 °C)
Solubility in ether, acetone, benzene, pyridine: soluble
Other names:1,3,5-trinitrotoluene, sym-trinitrotoluene, TNT.
The Structure of 2,4,6-trinitrotoluene(118-96-7):

2,4,6-TRINITROTOLUENE History

2,4,6-trinitrotoluene(118-96-7) was first prepared in 1863 by German chemist Joseph Wilbrand and originally used as a yellow dye. Its potential as an explosive was not appreciated for several years mainly because it was so difficult to detonate and because it was less powerful than alternatives. TNT can be safely poured when liquid into shell cases, and is so insensitive that in 1910, it was exempted from the UK's Explosives Act 1875 and was not considered an explosive for the purposes of manufacture and storage.
The German armed forces adopted it as a filling for artillery shells in 1902. TNT-filled armour-piercing shells would explode after they had penetrated the armour of British capital ships, whereas the British lyddite-filled shells tended to explode upon striking armour, thus expending much of their energy outside the ship. The British started replacing lyddite with TNT in 1907. TNT is still widely used by the United States military and construction companies around the world. The majority of TNT currently used by the US military is manufactured by Radford Army Ammunition Plant near Radford, Virginia.

2,4,6-TRINITROTOLUENE Uses

2,4,6-trinitrotoluene(118-96-7) is one of the most commonly used explosives for military and industrial applications.

2,4,6-TRINITROTOLUENE Production

Symmetrical trinitrotoluene (118-96-7) is manufactured by multiple-stage nitration of toluene with a mixture of nitric acid and sulfuric acid.
 Three-stage nitration to mono-, di-, and trinitrotoluene was formerly used, but continuous-flow stirred-tank reactors and tubular units using the countercurrent flow of strong acids and toluene permit better yields and reaction control.

2,4,6-TRINITROTOLUENE Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MLD

   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-hmn LDLo:28 g/kg:CNS,PUL,GIT

   34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,610.
4.   

orl-rat LD50:795 mg/kg

   JTEHD6    Journal of Toxicology and Environmental Health. 9 (1982),565.
5.   

orl-mus LD50:660 mg/kg

   JTEHD6    Journal of Toxicology and Environmental Health. 9 (1982),565.
6.   

orl-cat LDLo:1850 mg/kg

   MRCSAB    Medical Research Council, Special Report Series. 58 (1921),32.
7.   

scu-cat LDLo:200 mg/kg

   MRCSAB    Medical Research Council, Special Report Series. 58 (1921),32.
8.   

orl-rbt LDLo:500 mg/kg

   MRCSAB    Medical Research Council, Special Report Series. 58 (1921),32.
9.   

scu-rbt LDLo:500 mg/kg

   MRCSAB    Medical Research Council, Special Report Series. 58 (1921),32.

2,4,6-TRINITROTOLUENE Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

2,4,6-TRINITROTOLUENE Safety Profile

Suspected carcinogen. Poison by subcutaneous route. Moderately toxic by ingestion. Human systemic effects by ingestion: hallucinations or distorted perceptions, cyanosis, and gastrointestinal changes. Experimental reproductive effects. Mutation data reported. A skin irritant. Has been implicated in aplastic anemia. Can cause headache, weakness, anemia, liver injury. May be absorbed through skin.

Flammable or explosive when exposed to heat or flame. Moderate explosion hazard; will detonate under strong shock. It detonates at around 240°C but can be distilled safely under reduced pressure. It is a comparatively insensitive explosive. In small quantities it will burn quietly if not confined. However, sudden heating of any quantity will cause it to detonate; the accumulation of heat when large quantities are burning will cause detonation. In other respects it is one of the most stable of all high explosives, and there are but a few restrictions for its handling. It is for this reason, from the military standpoint, that TNT is quantitatively the most used. It requires a fall of 130 cm for a 2 kg weight to detonate it. It is one of the most powerful high explosives. It can be detonated by the usual detonators and blasting caps (at least a No. 6). For full efficiency, the use of a high-velocity initiator, such as tetryl, is required. TNT is one of those explosives containing an oxygen deficiency. In other words, the addition of products that are oxygen rich can enhance its explosive power. Also mono- and dinitrotoluene may be added for reduction of the temperature of the explosion and to make the explosion flashless. Various materials are added to TNT to make what are known as permissible explosives. TNT may be regarded as the equivalent of 40% dynamite and can be used underwater. It is also used in the manufacture of a detonator fuse known as cordeau detonant. For the military, TNT finds use in all types of bursting charges, including armor-piercing types, although it is somewhat too sensitive to be ideal for this purpose and has since been replaced to a great extent by ammonium picrate. It is a relatively expensive explosive and does not compete seriously with dynamite for general commercial use.

Highly dangerous; explodes with shock or heating to 297°C. Various materials can reduce the explosive temperature: red lead (to 192°C), sodium carbonate (to 218°C), potassium hydroxide (to 192°C). Mixtures with sodium dichromate + sulfuric acid may ignite spontaneously. Reacts with nitric acid + metals (e.g., lead or iron) to form explosive products more sensitive to shock, friction, or contact with nitric or sulfuric acids. Reacts with potassium hydroxide dissolved in methanol to form explosive aci-nitro salts. Bases (e.g., sodium hydroxide, potassium iodide, tetramethyl ammonium octahydrotriborate) induce deflagration in molten TNT. Can react vigorously with reducing materials. When heated to decomposition it emits highly toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS and EXPLOSIVES, HIGH.

2,4,6-TRINITROTOLUENE Standards and Recommendations

OSHA PEL: TWA 0.5 mg/m3 (skin)
ACGIH TLV: TWA 0.1 ppm
DFG MAK: 0.011 ppm (0.1 mg/m3); Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification:  EXPLOSIVE 1.1D; Label: EXPLOSIVE 1.1D (UN 0209); DOT Class: 4.1; Label: Flammable Solid (UN 1356)

2,4,6-TRINITROTOLUENE Analytical Methods

For occupational chemical analysis use OSHA: #44.
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