Product Name

  • Name

    Pentaerythritol tetranitrate

  • EINECS 201-084-3
  • CAS No. 78-11-5
  • Article Data22
  • CAS DataBase
  • Density 1.684 g/cm3
  • Solubility 2mg/L(temperature not stated)
  • Melting Point 140°
  • Formula C5H8N4O12
  • Boiling Point 426.7 °C at 760 mmHg
  • Molecular Weight 316.138
  • Flash Point 198.8 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 35
  • Risk Codes 3
  • Molecular Structure Molecular Structure of 78-11-5 (Pentaerythritol tetranitrate)
  • Hazard Symbols ExplosiveE
  • Synonyms 1,3-Propanediol,2,2-bis[(nitrooxy)methyl]-, dinitrate (ester) (9CI);Pentaerythritol,tetranitrate (6CI,8CI);2,2-Bis(hydroxymethyl)-1,3-propanediol tetranitrate;Angicap;Angitet;Antora;Arcotrate;Baritrate;C 2 (explosive);CHot;Cardiacap;Deltrate 20;Dilcoran 80;Dipentrate;Duotrate;Erinit;Extex;Hasethrol;Kaytrate;LX 02-1;LX 08-0;LX 13;LX 16;LX 16 (explosive);Lentrat;Martrate 45;Mycardol;Neo-Corovas;Niperyt;Nitrin;Nitrine;Nitrolong;Nitropent;Nitropenta 7W;Nitropentaerythritol;Nitrotalans;PETN;Pencard;Pentaerithrityl tetranitrate;Pentafilin;Pentanitrine;
  • PSA 220.20000
  • LogP 0.89880

Synthetic route

Pentaerythritol
115-77-5

Pentaerythritol

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

Conditions
ConditionsYield
With carbon dioxide; dinitrogen pentoxide at 0℃; under 45004.5 - 60006 Torr; for 0.5h; Autoclave;94%
With potassium fluoride; nitrylfluoride In acetonitrile at -30 - -20℃;87.4%
With nitric acid at -10 - -5℃;44%
Pentaerythritol
115-77-5

Pentaerythritol

A

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

B

pentrinitrol
1607-17-6

pentrinitrol

Conditions
ConditionsYield
With sulfuric acid; nitric acid; urea at 0 - 10℃; for 2h; Nitration;A n/a
B 35%
Pentaerythritol
115-77-5

Pentaerythritol

A

1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane
74999-16-9

1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane

B

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

Conditions
ConditionsYield
With air; sulfuric acid; water; nitric acid
1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane
74999-16-9

1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

Formaldehyd-bis(pentaerythrityl)acetal
6228-26-8

Formaldehyd-bis(pentaerythrityl)acetal

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

Conditions
ConditionsYield
With nitric acid Yield given;
1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane
74999-16-9

1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane

sulfuric acid
7664-93-9

sulfuric acid

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dipotassium salt of N-nitrometanilic acid
109985-28-6

dipotassium salt of N-nitrometanilic acid

Conditions
ConditionsYield
With potassium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dicesium salt of N-nitrometanilic acid
109985-30-0

dicesium salt of N-nitrometanilic acid

Conditions
ConditionsYield
With cesium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dirubidium salt of N-nitrometanilic acid
109985-29-7

dirubidium salt of N-nitrometanilic acid

Conditions
ConditionsYield
With rubidium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dipotassium salt of N-nitrosulfanilic acid
109985-32-2

dipotassium salt of N-nitrosulfanilic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; water at 90℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dicesium salt of N-nitrosulfanilic acid
109985-34-4

dicesium salt of N-nitrosulfanilic acid

Conditions
ConditionsYield
With cesium hydroxide In 1,4-dioxane; water at 90℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dirubidium salt of N-nitrosulfanilic acid
109985-33-3

dirubidium salt of N-nitrosulfanilic acid

Conditions
ConditionsYield
With rubidium hydroxide In 1,4-dioxane; water at 90℃; for 0.5h;A n/a
B 85%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dirubidium salt of m-(nitroamino)benzoic acid
109972-56-7

dirubidium salt of m-(nitroamino)benzoic acid

Conditions
ConditionsYield
With rubidium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 80%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dicesium salt of m-(nitroamino)benzoic acid
109972-57-8

dicesium salt of m-(nitroamino)benzoic acid

Conditions
ConditionsYield
With cesium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 80%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dirubidium salt of p-(nitroamino)benzoic acid
109972-61-4

dirubidium salt of p-(nitroamino)benzoic acid

Conditions
ConditionsYield
With rubidium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 80%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

A

pentrinitrol
1607-17-6

pentrinitrol

B

dicesium salt of p-(nitroamino)benzoic acid
109972-62-5

dicesium salt of p-(nitroamino)benzoic acid

Conditions
ConditionsYield
With cesium hydroxide In water; acetone at 60℃; for 0.5h;A n/a
B 80%
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

pentrinitrol
1607-17-6

pentrinitrol

Conditions
ConditionsYield
With hydrazine hydrate In 1,4-dioxane; ethanol; water for 3h; Reflux;51%
With hydrazine hydrate In 1,4-dioxane; ethanol for 2.5h; Heating;
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

2,2-bis(hydroxymethyl)propane-1,3-diol dinitrate
1607-01-8

2,2-bis(hydroxymethyl)propane-1,3-diol dinitrate

Conditions
ConditionsYield
With hydrazine hydrate In 1,4-dioxane; ethanol; water for 6.5h; Reflux;43%
With hydrazine hydrate In 1,4-dioxane; ethanol for 2.5h; Heating;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

Conditions
ConditionsYield
With diethyl ether erst in der Kaelte,dann bei Zimmertemperatur und Zersetzen des Reaktionsprodukts mit Wasser;
diethyl ether
60-29-7

diethyl ether

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

methylmagnesium bromide
75-16-1

methylmagnesium bromide

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

Conditions
ConditionsYield
und Zersetzung des Reaktionsprodukts mit Wasser;
diethyl ether
60-29-7

diethyl ether

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

N-ethyl-N-hydroxy-ethanamine
3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
und Zersetzung des Reaktionsprodukts mit Wasser;
diethyl ether
60-29-7

diethyl ether

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

methylmagnesium iodide

methylmagnesium iodide

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

diethyl ether
60-29-7

diethyl ether

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

ethylmagnesium bromide

ethylmagnesium bromide

N-ethyl-N-hydroxy-ethanamine
3710-84-7

N-ethyl-N-hydroxy-ethanamine

Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

N-ethyl-N-hydroxy-ethanamine
3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
With diethyl ether
Pentaerythritol tetranitrate
78-11-5

Pentaerythritol tetranitrate

pentaerythrityl mononitrate
1607-00-7

pentaerythrityl mononitrate

Conditions
ConditionsYield
With hydrazine hydrate In 1,4-dioxane; ethanol for 2.5h; Heating;

PENTAERYTHRITOL TETRANITRATE Chemical Properties

Molecular formula: C5H8N4O12
Molar mass: 316.137 g/mol
Structure:

Density: 1.77 g/cm3 at 20 °C
Melting point: 141.3 °C, 414 K, 286 °F
Othwe names: PETN, corpent, pentrite, nitropenta, pentrit
Pentaerythritol tetranitrate (78-11-5) is an extremely sensitive high explosive. It is one of the most powerful high explosives known, with a relative effectiveness factor (R.E. factor) of 1.66.

PENTAERYTHRITOL TETRANITRATE History

In 1891, penthrite was first synthesized by Tollens and Wiegand by nitration of pentaerythritol.
In 1912, after being patented by the German government, the production of PETN started. Pentaerythritol tetranitrate(78-11-5 ) was used by the German army in World War I. PETN is also one of the ingredients in Semtex plastic explosive. PETN was the explosive chosen by Richard Reid for his plot to blow up the Boeing 767 he was traveling in from Paris to Miami. He was stopped just in time however.

PENTAERYTHRITOL TETRANITRATE Uses

Pentaerythritol tetranitrate (78-11-5) is used in making detonating fuses and commercial blasting caps, and also has a medicinal use.
1. The most obvious use of PETN is as an explosive. It is more sensitive to shock or friction than TNT or tetryl, and it is never used alone as a booster. It is primarily used in booster and bursting charges of small caliber ammunition, in upper charges of detonators in some land mines and shells, and as the explosive core of detonation cord.
2. Pentaerythritol tetranitrate (78-11-5) is used as a vasodilator, similar to nitroglycerin. A medicine for heart disease, Lentonitrat, is nearly pure PETN.

PENTAERYTHRITOL TETRANITRATE Production

Pentaerythritol tetranitrate (78-11-5) is made by the nitration of pentaerythritol with strong (96%) nitric acid at about 50 °C.
    C(CH2OH)4 + 4HNO3 → C(CH2ONO2)4 + 4H2O

PENTAERYTHRITOL TETRANITRATE Toxicity Data With Reference

1.   

orl-man TDLo:1669 mg/kg/8Y-C:SKN

   BJDEAZ    British Journal of Dermatology. 87 (1972),498.
2.   

orl-mus LDLo:7 g/kg

   FRZKAP    Farmatsevtichnii Zhurnal (Kiev). 16 (2)(1961),63.
  

PENTAERYTHRITOL TETRANITRATE Safety Profile

Human systemic effects by ingestion: dermatitis. Effects are similar to those of nitroglycerin, i.e., headache, weakness, and fall in blood pressure. Very low oral toxicity. Severe explosion hazard when shocked or exposed to heat. It explodes at 215°C. On decomposition it emits highly toxic fumes of NOx; can react vigorously with oxidizing materials. Used in detonators and explosive specialities. See also NITRATES and EXPLOSIVES, HIGH.
Hazard Codes: E
Risk Statements: 3: Extreme risk of explosion by shock, friction, fire or other sources of ignition.  
Safety Statements: 35: This material and its container must be disposed of in a safe way.  
RIDADR: 0473
HazardClass: 1.1A
PackingGroup: II

PENTAERYTHRITOL TETRANITRATE Standards and Recommendations

DOT Classification:  Forbidden (dry); DOT Class: Explosive 1.1A; Label: EXPLOSIVE 1.1A (NA 0150); DOT Class: Explosive 1.1D; Label: EXPLOSIVE 1.1D (UN 0411)
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