280992
4-Phenyl-1,2,4-triazoline-3,5-dione
97%
Synonym(s):
4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione, PTAD
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About This Item
Empirical Formula (Hill Notation):
C8H5N3O2
CAS Number:
Molecular Weight:
175.14
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
224-191-7
Beilstein/REAXYS Number:
141548
MDL number:
Assay:
97%
Form:
solid
Quality Segment
assay
97%
form
solid
mp
165-170 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
O=C1N=NC(=O)N1c2ccccc2
InChI
1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H
InChI key
ISULLEUFOQSBGY-UHFFFAOYSA-N
Application
4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) can be used as an efficient and selective reagent for the oxidation of thiols to disulfides.
It can also be used:
It can also be used:
- As a dehydrogenating agent to synthesize annulated dihydropyridazines by inverse [4+2] cycloaddition reaction between cyclic alkenes and 1,2,4,5-tetrazines.
- As a dienophile to synthesize cycloaddition products by fast hetero-Diels−Alder reactions.
- As an efficient oxidizing agent for the synthesis of pyridine derivatives from 1,4-dihydropyridines.
- In the synthesis of urazoles via [3+2] cycloaddition with allylsilanes.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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