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403547

Sigma-Aldrich

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

Quality Level

100

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.

related product

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Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

403547-100G:
403547-5G:
403547-VAR:
403547-BULK:
403547-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4278
MKCR6828
MKCP9145
MKCM7176
MKCF9945

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Synthesis and Characterization of Novel Substituted 3, 6-Di (2-pyridyl) pyridazine Metal-Coordinating Ligands.
Hoogenboom R, et al.
European Journal of Organic Chemistry, 2003(24), 4887-4896 (2003)
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)
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)
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)
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