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Basic Information
CAS No.: 54-95-5
Name: Pentetrazol
Article Data: 27
Molecular Structure:
Molecular Structure of 54-95-5 (Pentetrazol)
Formula: C6H10 N4
Molecular Weight: 138.172
Synonyms: 1,2,3,3a-Tetrazacyclohepta-8a,2-cyclopentadiene;1,5-Pentamethylenetetrazole; 6,7,8,9-Tetrahydro-5H-tetrazoloazepine;7,8,9,10-Tetrazabicyclo[5.3.0]-8,10-decadiene; Angiazol; Cardiazol; Cardiazole;Cardiol; Cenalene M; Cenazol; Cerebro-nicin; Coranormal; Coranormol; Corasol;Corazol; Corazole; Corazole (analeptic); Corisan; Corsedrol; Cortis; Corvasol;Delzol W; Deumacard; Gewazol; Korazol; Korazole; Leptazol; Leptazole; Metrazol;Metrazole; NSC 5729; NSC 66489; PTZ; Pentamethylenetetrazole; Pentavet;Pentazol; Pentetrazol; Pentetrazole; Pentrazol; Pentrolone; Pentrozol;Pentylenetetrazol; Pentylenetetrazole; Phrenazol; Tetracor; Tetrazol;Tetrazole, (1,5-pentanediyl)-; Ventrazol; Yetrazol; a,b-Cyclopentamethylenetetrazole
EINECS: 200-219-3
Density: 1.42g/cm3
Melting Point: 59-61 ºC
Boiling Point: 194 ºC (12 mmHg)
Flash Point: 194°C/12mm
Solubility: Toxicity data
(The meaning"> substantial

Stability

    Stable. Incompatible with strong oxidizing agents.

Toxicology

    Harmful if swallowed; causes psychotropic effects.

    Toxicity data
    (The meaning

Appearance: white crystalline powder
Hazard Symbols:
Risk Codes: R25;R36/37/38   
Safety: A human poison by ingestion and intravenous routes. Poison experimentally by ingestion, intravenous, intraperitoneal, subcutaneous, rectal, and parenteral routes. When heated to decomposition it emits toxic fumes of NOx.
Transport Information: UN 2811
PSA: 43.60000
LogP: 0.39950
Synthetic route
108-94-1

cyclohexanone

54-95-5

pentetrazole

Conditions
ConditionsYield
With sodium azide; tetrachlorosilane In acetonitrile for 20h; Ambient temperature;95%
With aluminium trichloride; sodium azide at 50℃; for 0.2h;95%
With tin(II) chloride dihdyrate; trimethylsilylazide In neat (no solvent) at 55℃; for 16h; Schmidt Reaction; Inert atmosphere; Sealed tube;87%
80053-69-6

cyclohexanone oxime methanesulfonate

54-95-5

pentetrazole

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 24h; Heating;94%
108-94-1

cyclohexanone

A

54-95-5

pentetrazole

B

4,5,6,7,8,9-hexahydrotetrazolo[1,5-a][1,3]diazocine

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trimethylsilylazide at 20℃; for 2h; Schmidt Reaction; Inert atmosphere; Sealed tube;A 91%
B 4%
7203-96-5

1-azacycloheptane-2-thione

54-95-5

pentetrazole

Conditions
ConditionsYield
With sodium azide; tetrachlorosilane In acetonitrile at 20 - 82℃; for 8h;88%
With trimethylsilylazide; tin(IV) chloride In dichloromethane for 22h; Ambient temperature;72%
With tetrahydrofuran; aluminium trichloride; sodium azide
29456-22-2

cyclohexanone oxime benzoyl ester

54-95-5

pentetrazole

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 24h; Heating;84%
100-64-1

Cyclohexanone oxime

54-95-5

pentetrazole

Conditions
ConditionsYield
With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 16h; Solvent; Beckmann Rearrangement; Reflux; stereospecific reaction;81%
With chlorosulfonic acid; sodium azide
With sodium azide; trichlorophosphate
60-32-2

6-aminohexanoic acid

54-95-5

pentetrazole

Conditions
ConditionsYield
With trimethylsilylazide; trichlorophosphate In acetonitrile at 180℃; for 0.133333h; Microwave irradiation;76%
621-23-8

1,2,3-trimethoxybenzene

502-42-1

cycloheptanone

A

54-95-5

pentetrazole

B

(E)-8-(2,4,6-trimethoxyphenyl)-2,3,4,5,6,7-hexahydroazocinium bromide

Conditions
ConditionsYield
With aluminum tri-bromide; trimethylsilylazide at 35℃; for 21h; Temperature; Schmidt Reaction; Inert atmosphere;A 18%
B 66%
4648-54-8

trimethylsilylazide

108-94-1

cyclohexanone

A

54-95-5

pentetrazole

B

69664-68-2

1-azido-1-(trimethylsiloxy)cyclohexane

Conditions
ConditionsYield
With tin(ll) chloride 1.) 0 deg C 2.) rt., 20 h;A 2%
B 61%
105-60-2

caprolactam

54-95-5

pentetrazole

Conditions
ConditionsYield
With chlorosulfonic acid; tris-(2-chloro-ethyl)-amine
With sodium azide; trichlorophosphate
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  • Casno:

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    Pentetrazol in stock CAS 54-95-5

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    Pentetrazol

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  • Casno:

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Chemistry

Chemical Name: Pentetrazol
IUPAC NAME: 6,7,8,9-Tetrahydro-5H-tetrazolo[1,5-a]azepine
CAS No.: 54-95-5
EINECS: 200-219-3
RTECS: XF8225000
RTECS Class: Drug; Human Data
Molecular Formula: C6H10N4
Molecular Weight: 138.17 g/mol
Melting Point: 59-61 °C(lit.)
Density: 1.42 g/cm3
Flash Point: 159 °C
Boiling Point: 339.3 °C at 760 mmHg
Sensitive: Hygroscopic
Following is the structure of 1,5-Pentamethylenetetrazole (CAS No.54-95-5):


The chemical synonymous of 1,5-Pentamethylenetetrazole (CAS No.54-95-5) are Cardiazole ; Metrazole ; 1,5-Pentamethylenetetrazole ; 1,5-Pentamethylene-1h-Tetrazole ; 6,7,8,9-Tetrahydro-5h-Tetrazolo-[1,5-A]Azepine ; 6,7,8,9-Tetrahydro-5h-Tetrazoloazepine ; Alpha,Beta-Cyclopentamethylenetetrazole ; Pentamethylenetetrazole

Toxicity Data With Reference

1.    

orl-man LDLo:147 mg/kg

    85DCAI    Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73.
2.    

ivn-man LDLo:29 mg/kg

    85DCAI    Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73.
3.    

orl-rat LD50:140 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 13 (1961),244.
4.    

ipr-rat LD50:62 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 18 (1971),185.
5.    

scu-rat LD50:85 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 18 (1971),185.
6.    

ivn-rat LD50:45 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 135 (1962),9.
7.    

rec-rat LD50:8 mg/kg AACRAT 46,395,67

8.    

orl-mus LD50:88 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 128 (1960),176.
9.    

ipr-mus LD50:71 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 128 (1960),176.
10.    

scu-mus LD50:80 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 8 (1958),190.
     

 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

A human poison by ingestion and intravenous routes. Poison experimentally by ingestion, intravenous, intraperitoneal, subcutaneous, rectal, and parenteral routes. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: ToxicT
Risk Statements about 1,5-Pentamethylenetetrazole (CAS No.54-95-5):
R25 :Toxic if swallowed. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements about 1,5-Pentamethylenetetrazole (CAS No.54-95-5):
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Attention:
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.
2. Handling: Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Do not allow contact with water. Keep from contact with moist air and steam.