Home Other Building Blocks 4233-33-4
4233-33-4,MFCD00003148
Catalog No.:AA003423

4233-33-4 | 4-Phenyl-1,2,4-triazoline-3,5-dione

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
95%
in stock  
$19.00   $14.00
- +
5g
95%
in stock  
$45.00   $32.00
- +
10g
95%
in stock  
$85.00   $60.00
- +
25g
95%
in stock  
$203.00   $142.00
- +
100g
95%
in stock  
$760.00   $532.00
- +
  • Technical Information
  • Properties
  • Literature
  • Application
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003423
Chemical Name:
4-Phenyl-1,2,4-triazoline-3,5-dione
CAS Number:
4233-33-4
Molecular Formula:
C8H5N3O2
Molecular Weight:
175.1442
MDL Number:
MFCD00003148
SMILES:
O=C1N=NC(=O)N1c1ccccc1
NSC Number:
150362
Properties
Properties
 
BP:
263.8°C at 760 mmHg  
Form:
Solid  
MP:
165-170 °C (dec.)(lit.)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
251  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.8  

Literature

Title: Gold catalysis: one-pot alkylideneoxazoline synthesis/Alder-ene reaction.

Journal: Chemistry, an Asian journal 20120601

Title: A rapid analytical method for cholecalciferol (vitamin D3) in fortified infant formula, milk and milk powder using Diels-Alder derivatisation and liquid chromatography-tandem mass spectrometric detection.

Journal: Analytical and bioanalytical chemistry 20120501

Title: Diels-Alder derivatization for sensitive detection and characterization of conjugated linoleic acids using LC/ESI-MS/MS.

Journal: Analytical and bioanalytical chemistry 20120401

Title: Advances in the synthesis of homochiral (-)-1-azafagomine and (+)-5-epi-1-azafagomine. 1-N-phenyl carboxamide derivatives of both enantiomers of 1-azafagomine: Leads for the synthesis of active α-glycosidase inhibitors.

Journal: The Journal of organic chemistry 20111202

Title: [4+2] cycloaddition reactions between 1,8-disubstituted cyclooctatetraenes and diazo dienophiles: stereoelectronic effects, anticancer properties and application to the synthesis of 7,8-substituted bicyclo[4.2.0]octa-2,4-dienes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100802

Title: Generation and intermolecular trapping of 1,2-diaza-4-silacyclopentane-3,5-diyls in the denitrogenation of 2,3,5,6-tetraaza-7-silabicyclo[2.2.1]hept-2-ene: an experimental and computational study.

Journal: The Journal of organic chemistry 20100319

Title: A sensitive LC/MS/MS assay of 25OH vitamin D3 and 25OH vitamin D2 in dried blood spots.

Journal: Clinica chimica acta; international journal of clinical chemistry 20090501

Title: A fluorous-tagged 'safety catch' linker for preparing heterocycles by ring-closing metathesis.

Journal: Organic letters 20090219

Title: Enzyme-catalysed synthesis and reactions of benzene oxide/oxepine derivatives of methyl benzoates.

Journal: Organic & biomolecular chemistry 20080407

Title: Oxa-ene reaction of enols of amides with 4-phenyl-1,2,4-triazoline-3,5-dione.

Journal: The Journal of organic chemistry 20080104

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Synthesis of 5-azacastanospermine, a conformationally restricted azafagomine analogue.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20010601

Title: Examination of structurally selective derivatization of vitamin D(3) analogues by electrospray mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20010101

Application
4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) is a versatile compound widely used in organic synthesis due to its unique reactivity and selectivity. It serves as an efficient and selective reagent for the oxidation of thiols to disulfides, making it valuable in various synthetic applications.

Additionally, PTAD finds use as a dehydrogenating agent in the synthesis of annulated dihydropyridazines through an inverse [4+2] cycloaddition reaction between cyclic alkenes and 1,2,4,5-tetrazines. It acts as a dienophile in fast hetero-Diels−Alder reactions, enabling the synthesis of cycloaddition products. Moreover, PTAD serves as an effective oxidizing agent for the synthesis of pyridine derivatives from 1,4-dihydropyridines and is involved in the synthesis of urazoles via [3+2] cycloaddition with allylsilanes.
Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 4233-33-4
Tags:4233-33-4 Molecular Formula|4233-33-4 MDL|4233-33-4 SMILES|4233-33-4 4-Phenyl-1,2,4-triazoline-3,5-dione |Organic_Building_Blocks