方案
98%
mp
198 °C (dec.) (lit.)
溶解性
chloroform: soluble 25 mg/mL, clear, very dark red
SMILES字符串
c1ccc(cc1)-c2nnc(nn2)-c3ccccc3
InChI
1S/C14H10N4/c1-3-7-11(8-4-1)13-15-17-14(18-16-13)12-9-5-2-6-10-12/h1-10H
InChI key
XAUWSIIGUUMHQQ-UHFFFAOYSA-N
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一般描述
3,6-二苯基-1,2,4,5-四嗪是一种缺电子的杂芳氮二烯。参与与各种双烯化合物的反电子需求环加成反应。据报道，它以“可调”的反应速率参与简单的逆电子需求第尔斯 - 阿尔德反应。用密度泛函理论（DFT）方法研究了3,6-二苯基-1,2,4- ，5-四嗪（DPT）单分子导体的电子输运特性。3,6-二苯基-1,2,4,5-四嗪在硫酸水溶液（pK BH +）中的碱度为-4.8。它与C60发生热第尔斯 - 阿尔德反应生成单加合物，在富勒烯上嵌套有二芳基二氢吡啶官能团。
应用
3,6-二苯基-1,2,4,5-四嗪可与顺式，顺式- 环辛基-1,5-二烯反应制备二氢吡啶衍生物。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
Weixuan Chen et al.
Chemical communications (Cambridge, England), 48(12), 1736-1738 (2011-12-14)
Substituted tetrazines have been found to undergo facile inverse electron demand Diels-Alder reactions with "tunable" reaction rates.
Basicity of 3, 6-diphenyl-1, 2, 4, 5-tetrazine.
Trifonov RE, et al.
Chemistry of Heterocyclic Compounds, 34(1), 111-114 (1998)
Design of nanoscale molecular wire based on 3, 6-Diphenyl-1, 2, 4, 5-Tetrazine and effect of external electric field on electron transfer in conjugated molecular wire.
Bayat Z and Mahdizadeh SJ.
Physica E: Low-Dimensional Systems and Nanostructures, 43(9), 1569-1575 (2011)
Reaction of 3, 6-diphenyl-1, 2, 4, 5-tetrazine with cis, cis-1, 5-cyclooctadiene: An attempt at preparing some dihydropyridazine derivatives.
Satish S, et al.
Tetrahedron, 35(2), 277-285 (1979)
Miller et al.
Organic letters, 2(20), 3091-3094 (2000-09-29)
Thermal Diels-Alder reactions between C(60) and electron-deficient 3, 6-diaryl-1,2,4,5-tetrazines yield monoadducts possessing a diaryldihydropyridazine function nested atop the fullerene. The diaryldihydropyridazine functions direct a completely regioselective 1,4-hydrogenation, resulting in a racemic mixture of bifunctional bisadduct (+/-)-3.
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