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Sigma-Aldrich

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

98%

Synonym(s):

1-Phenyl-5-mercaptotetrazole, 1-Phenyltetrazoline-5-thione, 5-Mercapto-1-phenyltetrazole

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About This Item

Empirical Formula (Hill Notation):
C7H6N4S
CAS Number:
86-93-1
Molecular Weight:
178.21
Beilstein:
139068
EC Number:
201-710-5
MDL number:
MFCD00003129
UNSPSC Code:
12352100
PubChem Substance ID:
24850277

Assay

98%

form

powder

mp

145 °C (dec.) (lit.)

solubility

ethanol: soluble 5%, clear, colorless to faintly yellow

SMILES string

Sc1nnnn1-c2ccccc2

InChI

1S/C7H6N4S/c12-7-8-9-10-11(7)6-4-2-1-3-5-6/h1-5H,(H,8,10,12)

InChI key

GGZHVNZHFYCSEV-UHFFFAOYSA-N

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General description

1-Phenyl-1H-tetrazole-5-thiol is an effective inhibitor of aluminum corrosion in 1M HCl solution.

Application

1-Phenyl-1H-tetrazole-5-thiol was used in the synthesis of oxacyclic building blocks via highly stereoselective radical cyclization and olefin metathesis reactions. It was also used in the synthesis of metalated tetradecyl sulfone.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H317,H319,H413

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Flam. Sol. 1 - Skin Sens. 1

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The inhibitive effect of some tetrazole derivatives towards Al corrosion in acid solution: Chemical, electrochemical and theoretical studies.
Khaled KF and Al-Qahtani MM.
Materials Chemistry and Physics, 113(1), 150-158 (2009)
A formal synthesis of 3-O-(4-methoxybenzyl)-azidosphingosine by a modified Julia olefination.
Compostella F, et al.
Tetrahedron, 58(22), 4425-4428 (2002)
Total synthesis of ambruticin.
Eun Lee et al.
Angewandte Chemie (International ed. in English), 41(1), 176-178 (2002-12-20)
Mohammad M Khodaei et al.
The Journal of organic chemistry, 73(7), 2527-2532 (2008-03-05)
In the presence of 1-phenyl-5-mercaptotetrazole as a nucleophile, electrochemical oxidations of 1,2- and 1,4-dihydroxybenzenes have been investigated in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The voltammetric results indicate that an electrooxidative/Michael-type sequential reaction occurs between the mercaptide anion
K Nesmĕrák et al.
Folia microbiologica, 45(2), 138-142 (2001-03-29)
The antifungal effect of substituted 1-phenyl-5-mercaptotetrazoles was tested with Candida tropicalis, C. pseudotropicalis, C. mogii, Trichosporon cutaneum, Cryptococcus albidus and S. cerevisiae. Candida strains exhibited the lowest sensitivity to the compounds; the most sensitive was S. cerevisiae. The MIC values
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