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86-93-1

Basic Information
CAS No.: 86-93-1
Name: 1-Phenyltetrazole-5-thiol
Article Data: 46
Molecular Structure:
Molecular Structure of 86-93-1 (1-Phenyltetrazole-5-thiol)
Formula: C7H6N4S
Molecular Weight: 178.217
Synonyms: 1,2,3,4-Tetrazole-5-thiol,1-phenyl- (4CI);1H-Tetrazole-5-thiol, 1-phenyl- (8CI);2-Tetrazoline-5-thione,1-phenyl- (6CI,7CI);(1-Phenyltetrazol-5-yl)mercaptan;1-Phenyl-1H-tetrazol-5-thiol;1-Phenyl-1H-tetrazole-5-thione;1-Phenyl-2-tetrazoline-5-thione;1-Phenyl-5-mercapto-1,2,3,4-tetrazole;1-Phenyl-5-mercapto-1H-tetrazole;1-Phenyl-5-thio-1,2,3,4-tetrazole;1-Phenyl-5-thioxo-4,5-dihydrotetrazole;1-Phenyltetrazoline-5-thione;5-Mercapto-1-phenyl-1,2,3,4-tetrazole;5-Mercapto-1-phenyl-1H-tetrazole;5-Sulfanyl-1-phenyl-1H-tetrazole;NSC 24018;NSC 67819;
EINECS: 201-710-5
Density: 1.463 g/cm3
Melting Point: 145 °C (dec.)(lit.)
Boiling Point: 241.669 °C at 760 mmHg
Flash Point: 99.958 °C
Solubility: Soluble in 5% ethanol, water (partly), acetone, chloroform, and methanol.
Appearance: white fluffy or crystalline powder or crystals
Hazard Symbols: HarmfulXn
Risk Codes: 5-22
Safety: 22-24/25
Transport Information: UN 1325 4.1/PG 2
PSA: 82.40000
LogP: 0.95100
Synthetic route
103-72-0

phenyl isothiocyanate

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With sodium azide; zinc(II) chloride In acetonitrile at 80℃; for 1h;99%
With sodium azide In water at 90℃; for 16h; Inert atmosphere;75%
With sodium azide In ethanol at 70℃; for 3h; Cyclization;
18418-42-3

phenyl-dithiocarbamic acid; sodium salt

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: phenyl-dithiocarbamic acid; sodium salt With sodium azide; sodium carbonate In water at 92℃; for 10h; Large scale;
Stage #2: With sulfuric acid In water for 0.5h; pH=3; Reagent/catalyst; Temperature; pH-value; Large scale;
93.7%
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

95-85-2

2-hydroxy-5-chloro-aniline

A

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

B

95-25-0

5-chloro-2-benzoxazolinone

Conditions
ConditionsYield
In acetonitrile for 12h;A n/a
B 92%

1-phenyl-4-(tetrahydro-2H-pyran-2-yl)-1H-tetrazole-5(4H)-thione

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 40℃;92%
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

95-55-6

2-amino-phenol

A

59-49-4

2-Benzoxazolinone

B

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 89%
B n/a
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

95-54-5

1,2-diamino-benzene

A

615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 87%
B n/a
18233-34-6

5-bromo-1-phenyl-1H-tetrazole

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: 5-bromo-1-phenyl-1H-tetrazole With thiourea In ethanol at 60℃; for 10h;
Stage #2: With sodium hydroxide In ethanol at 25 - 50℃; for 3h; Reagent/catalyst; Temperature;
86.4%
65753-93-7

N-methyl-2-dimethylamino-acetohydroxamic acid

84598-74-3

3-(1-Phenyl-1H-tetrazol-5-ylsulfanyl)-3H-isobenzofuran-1-one

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In tetrahydrofuran; water; N,N-dimethyl-formamide at 40℃; for 3h; 0.1M aq. phosphate buffer pH 7.6;86%
14210-25-4

5-Chloro-1-phenyltetrazole

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: 5-Chloro-1-phenyltetrazole With thiourea In ethanol at 60℃; for 10h;
Stage #2: With sodium hydroxide In ethanol at 30 - 50℃; for 3h; Temperature;
77%
16867-03-1

2-amino-3-hydroxypyridine

32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

A

60832-72-6

2,3-dihydro[1,3]oxazolo[4,5-b]pyridin-2-one

B

86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 68%
B n/a
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Reported in EPA TSCA Inventory.

Specification

The 1-Phenyltetrazole-5-thiol, with the CAS registry number 86-93-1, is also known as 1-Phenyl-1,2-dihydro-5H-tetrazole-5-thione. It belongs to the product category of Fine Chemical & Intermediates. Its EINECS registry number is 201-710-5. This chemical's molecular formula is C7H6N4S and molecular weight is 178.21. What's more, its IUPAC name is called 1-Phenyl-2H-tetrazole-5-thione. It should be stored in a cool, dry and sealed place.

Physical properties about 1-Phenyltetrazole-5-thiol are: (1)ACD/LogP: 0.658; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.66; (4)ACD/LogD (pH 7.4): 0.66; (5)ACD/BCF (pH 5.5): 1.86; (6)ACD/BCF (pH 7.4): 1.86; (7)ACD/KOC (pH 5.5): 54.29; (8)ACD/KOC (pH 7.4): 54.29; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 72.08 Å2; (13)Index of Refraction: 1.761; (14)Molar Refractivity: 50.148 cm3; (15)Molar Volume: 121.772 cm3; (16)Surface Tension: 58.8139991760254 dyne/cm; (17)Density: 1.463 g/cm3; (18)Flash Point: 99.958 °C; (19)Enthalpy of Vaporization: 47.863 kJ/mol; (20)Boiling Point: 241.669 °C at 760 mmHg; (21)Vapour Pressure: 0.0350000001490116 mmHg at 25 °C.

Preparation of 1-Phenyltetrazole-5-thiol: this chemical can be prepared by Phenyl-[1,2,3,4]thiatriazol-5-yl-amine. This reaction needs reagent sodium hydroxide and solvent H2O. The reaction time is 30 min.

1-Phenyltetrazole-5-thiol can be prepared by Phenyl-[1,2,3,4]thiatriazol-5-yl-amine.

Uses of 1-Phenyltetrazole-5-thiol: (1) it is used as intermediate, photography and ash agent; (2) it is used to produce other chemicals. For example, it can react with 3-Bromo-cyclohexene to get 5-(Cyclohex-2-enylsulfanyl)-1-phenyl-1H-tetrazole. The reaction occurs with reagent NEt3 and other solvent diethyl ether at temperature of 20-25 °C. The yield is 93 %.

1-Phenyltetrazole-5-thiol can react with 3-Bromo-cyclohexene to get 5-(Cyclohex-2-enylsulfanyl)-1-phenyl-1H-tetrazole.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health. It may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. It is harmful if swallowed and heating may cause an explosion. Therefore, the gas can not be breathed. You should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: S=C2/N=N\NN2c1ccccc1
(2) InChI: InChI=1S/C7H6N4S/c12-7-8-9-10-11(7)6-4-2-1-3-5-6/h1-5H,(H,8,10,12)
(3) InChIKey: GGZHVNZHFYCSEV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 oral 1750mg/kg (1750mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(1), Pg. 55, 1980.