Basic information
- CAS
4233-33-4- Standard SMILES
O=C1N=NC(=O)N1c1ccccc1- InChIKey
ISULLEUFOQSBGY-UHFFFAOYSA-N- Molecular formula
- C8H5N3O2
- Average molar mass
- 175.14 g/mol
- Monoisotopic mass
- 175.0381764
Overview
structure given in first source
Names & identifiers
- Preferred name
- 4-Phenyl-1,2,4-triazoline-3,5-dione
- IUPAC
- 4-phenyl-1,2,4-triazole-3,5-dione
- English name
- 4-Phenyl-1,2,4-triazoline-3,5-dione
- Molecular formula
- C8H5N3O2
- Molecular weight
- 175.14
Names & synonyms
4-Phenyl-1,2,4-triazoline-3,5-dione4233-33-44-Phenyl-3H-1,2,4-triazole-3,5(4H)-dionePTAD4-phenyl-4,5-dihydro-3H-1,2,4-triazole-3,5-dioneV3X3G4TFG6NSC-1503623H-1,2,4-Triazole-3,5(4H)-dione, 4-phenyl-DTXSID00195142RefChem:100336DTXCID10117633224-191-7
Show more names
4-PHENYL-3AURORA KA-3851Mosapride Impurity 244-phenyl-1,2,4-triazole-3,5-quinone4-Phenyl-4H-1,2,4-triazole-3,5-dione4-PHENYL-3H-1,2,4-TRIAZOLINE-3,5-DIONE
4-phenyl-1,2,4-triazole-3,5-dioneMFCD00003148NSC 150362EINECS 224-191-74-Phenyl-1,2,3-triazoline-3,5-dioneNSC1503624-phenyl-[1,2,4]triazole-3,5-dioneN-Phenyl-1,3,5-triazoline-2,4-dione
Database identifiers
- CAS
4233-33-4- PubChem CID
- 77913
- DTXSID
DTXSID00195142- ChEMBL
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 62.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 251
Experimental & physicochemical properties
Solubility11.9 [ug/mL] (The mean of the results at pH 7.4)
Physicochemical properties
- Melting point
- 165 · 165-170 °C (dec.)(lit.)
- Boiling point
- 263.8 · 263.8±23.0 °C(Predicted)
- Density
- 1.47 · 1.47±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- pka
- -1.71 · -1.71±0.20(Predicted)
- form
- Solid
- color
- Red to Dark Red
- BRN
- 141548 · 141548
- InChI
- InChI=1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H
- InChIKey
- ISULLEUFOQSBGY-UHFFFAOYSA-N
- SMILES
- N1C(=O)N(C2=CC=CC=C2)C(=O)N=1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information3H-1,2,4-Triazole-3,5(4H)-dione, 4-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- wgk
- 3
- hs_code
- 29339900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Uses4-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: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-DielsAlder 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.
Uses4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE is used in the methods for determining levels of 1,25 dihydroxyvitamin d2 and d3 in biological and food samples and dietary supplements.
Uses4-Phenyl-1,2,4-triazoline-3,5-dione may be used as a derivatizing reagent for the determination of trace levels of 25-hydroxyvitamin D and its C-3 epimer in biological samples and cholecalciferol (vitamin D3) in fortified infant formula, milk and milk powder using liquid chromatography–tandem mass spectrometry (LC–MS/MS)technique.
General Description4-Phenyl-1,2,4-triazoline-3,5-dione, also known as Cookson reagent, is a strong dienophile, which gives a stable Diels-Alder adduct quantitatively within a short time and under mild conditions. It is commonly used as a protecting group of the diene moiety for the synthesis of vitamin D3 (VD3)-related compounds.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Related reactions
6 records
Compound notes
Loading…