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403547

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3,6-Di-2-pyridyl-1,2,4,5-tetrazine

96%

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About This Item

Empirical Formula (Hill Notation):
C12H8N6
CAS Number:
1671-87-0
Molecular Weight:
236.23
MDL number:
MFCD00121717
UNSPSC Code:
12352100
PubChem Substance ID:
24865200
NACRES:
NA.22

assay

96%

form

solid

mp

225 °C (dec.) (lit.)

SMILES string

c1ccc(nc1)-c2nnc(nn2)-c3ccccn3

InChI

1S/C12H8N6/c1-3-7-13-9(5-1)11-15-17-12(18-16-11)10-6-2-4-8-14-10/h1-8H

InChI key

JFBIRMIEJBPDTQ-UHFFFAOYSA-N

General description

3,6-Di-2-pyridyl-1,2,4,5-tetrazine (DPTZ) undergoes solvothermal reaction with CuSO4.6H2O and Cu(Ac)2.H2O to afford copper containing coordination polymers. It reacts with enamine derivative of morpholine and 5-,6-,7- and 8-membered cyclic ketones to afford pyridazine derivatives.
3,6-Di-2-pyridyl-1,2,4,5-tetrazine undergoes solid-state reaction with fullerene C60 by high-speed vibration milling technique. It acts as electron-deficient diene in the inverse electron demand Diels Alder reaction.

Application

3,6-Di-2-pyridyl-1,2,4,5-tetrazine may be used in the following studies:
  • Preparation of mononuclear, cyclic tetranuclear, and 1-D helical-chain Cu(II) complexes, via metal-assisted hydrolysis.
  • Synthesis of novel cyclic tetranuclear ZnII complex.
  • Synthesis of substituted 3,6-di(2-pyridyl)pyridazines, via inverse electron demand Diels Alder reaction with alkenes or alkynes.

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pictograms

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GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Structure of the Hydration Product of the C60-Di (2-pyridyl)-1, 2, 4, 5-tetrazine Adduct.
Murata Y, et al.
Bulletin of the Chemical Society of Japan, 76(8), 1669-1672 (2003)
Xian-He Bu et al.
Inorganic chemistry, 41(7), 1855-1861 (2002-04-02)
The reactions of 3,6-di-2-pyridyl-1,2,4,5-tetrazine (DPTZ) with different Cu(II) salts generate two new ligands, 2,5-bis(2-pyridyl)-1,3,4-oxodiazole (L(1)) and N,N'-bis(alpha-hydroxyl-2-pyridyl)ketazine (H(2)L(2)), from the metal-assisted hydrolysis of DPTZ, and form three new complexes: a mononuclear complex [Cu(L(1))(2)(H(2)O)(2)] .2ClO(4) (1), a linear coordination polymer [Cu(L(1))(NO(3))(2)](8)
Diels-Alder reactions of 3, 6-diphenyl-1, 2, 4, 5-tetrazine and 3, 6-di (2-pyridyl)-1, 2, 4, 5-tetrazine with some 1-morpholinocycloalkenes.
Adnan Atfah M.
Journal of Heterocyclic Chemistry, 26(3), 717-719 (1989)
Synthesis and properties of five unexpected copper complexes with ring-cleavage of 3, 6-di-2-pyridyl-1, 2, 4, 5-tetrazine by one pot in situ hydrothermal reaction.
Cui J, et al.
CrystEngComm, 14(6), 2258-2267 (2012)
A spontaneously resolved chiral molecular box: a cyclic tetranuclear ZnII complex with DPTZ (DPTZ= 3, 6-di-2-pyridyl-1, 2, 4, 5-tetrazine).
Bu X, et al.
Chemical Communications (Cambridge, England), 11, 971-972 (2000)
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