280992
4-苯基-1,2,4-三唑啉-3,5-二酮
97%
别名:
4-苯基-3H-1,2,4-三唑-3,5(4H)-二酮, PTAD
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选择尺寸
关于此项目
经验公式（希尔记法）:
C8H5N3O2
化学文摘社编号:
分子量:
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
产品名称
4-苯基-1,2,4-三唑啉-3,5-二酮, 97%
InChI key
ISULLEUFOQSBGY-UHFFFAOYSA-N
InChI
1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H
SMILES string
O=C1N=NC(=O)N1c2ccccc2
assay
97%
form
solid
mp
165-170 °C (dec.) (lit.)
storage temp.
2-8°C
Quality Level
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Application
4-苯基-1,2,4-三唑啉-3,5-二酮(PTAD)可用作将硫醇氧化成二硫化物的高效选择性试剂。
它还用于：
它还用于：
- 作为环烯烃和1,2,4,5-四嗪通过逆[4+2]环加成反应合成二氢哒嗪环的脱氢剂。
- 作为快速杂-Diels-Alder反应合成环加成产物的亲双烯体。
- 作为1,4-二氢吡啶类物质合成吡啶衍生物的高效氧化剂。
- 作为烯丙基硅烷[3+2]环加成合成尿唑的试剂。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Rebecca L Grange et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(29), 8894-8903 (2010-06-24)
A detailed examination of [4+2] cycloaddition reactions between 1,8-disubstituted cyclooctatetraenes and diazo compounds revealed that 4-phenyl-1,2,4-triazole-3,5-dione (PTAD) reacts to form either 2,3- or 3,4-disubstituted adducts. The product distribution can be controlled by modulating the electron density of the cyclooctatetraene. Unprecedented
Fast Hetero-Diels- Alder Reactions Using 4-Phenyl-1, 2, 4-triazoline-3, 5-dione (PTAD) as the Dienophile
Celius TC
Journal of Chemical Education, 87(11), 1236-1237 (2010)
4-Phenyl-1, 2, 4-triazoline-3, 5-dione: a novel dehydrogenating agent for dihydropyridazines
Klindert T and Seitz G
Synthetic Communications, 26(13), 2587-2596 (1996)
Tatsuya Higashi et al.
Analytical and bioanalytical chemistry, 403(2), 495-502 (2012-03-01)
The utility of Diels-Alder derivatization with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) for liquid chromatography/electrospray ionization tandem mass spectrometry of conjugated linoleic acids (CLAs) was examined. PTAD rapidly reacted with the CLAs, and the resulting derivatives were highly responsive in electrospray ionization mass spectrometry
A reinvestigation of the reaction of allylsilanes with N-phenyltriazolinedione: stereoselective synthesis of substituted urazoles by [3+2] cycloaddition
Raudra T. Dey
Tetrahedron Letters, 48, 6671-6671 (2007)
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