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Merck

280992

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C8H5N3O2
CAS号:
分子量:
175.14
Beilstein:
141548
EC號碼:
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

形狀

solid

mp

165-170 °C (dec.) (lit.)

儲存溫度

2-8°C

SMILES 字串

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 密鑰

ISULLEUFOQSBGY-UHFFFAOYSA-N

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應用

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:       
  • 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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Location of conjugated diene position in an aliphatic chain by mass spectrometry of the 4-phenyl-1,2,4-triazoline-3,5-dione adduct.
D C Young et al.
Analytical chemistry, 59(15), 1954-1957 (1987-08-01)
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
Tetrahedron Letters, 48, 6671-6671 (2007)
4-Phenyl-1, 2, 4-triazole-3, 5-dione as a novel and reusable reagent for the aromatization of 1, 4-dihydropyridines under mild conditions
Zolfigol MA, et al.
Tetrahedron Letters, 46(33), 5581-5584 (2005)
K Søndergaard et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 7(11), 2324-2331 (2001-07-12)
The 5-aza-6-deoxy analogue of castanospermine (+/-)-5a and its 1-epimer (+/-)-5b was synthesized. The synthesis started from the known compound 5-benzyloxy-7-hydroxyhepta-1,3-diene, which was protected and subjected to Diels-Alder reaction with 4-phenyl-1,2,4-triazoline-3,5-dione to give two epimeric adducts. One of these was transformed

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