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Merck
CN

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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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
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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:       
  • 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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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)
B Yeung et al.
Biochemical pharmacology, 49(8), 1099-1710 (1995-04-18)
1,25-Dihydroxy-16-ene vitamin D3 is a synthetic analog of 1,25-dihydroxyvitamin D3, the most physiologically active metabolite of vitamin D3. The renal metabolism of 1,25-dihydroxy-16-ene vitamin D3 had been studied previously using a perfused rat kidney system [Reddy et al., Bioorg Med
Darryl Eyles et al.
Clinica chimica acta; international journal of clinical chemistry, 403(1-2), 145-151 (2009-02-24)
Low levels of 25 hydroxyvitamin D (25OHD) during early development is associated with a range of adverse health outcomes. While a number of methods exist to measure 25OHD in sera, none have been specifically developed to examine dried blood spots
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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