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464899

Sigma-Aldrich

2,6-Pyridinedicarbonitrile

97%

Synonym(s):

2,6-Dicyanopyridine

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About This Item

Empirical Formula (Hill Notation):
C7H3N3
CAS Number:
2893-33-6
Molecular Weight:
129.12
EC Number:
220-766-1
MDL number:
MFCD00129021
UNSPSC Code:
12352100
PubChem Substance ID:
24870229
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

123-127 °C (lit.)

functional group

nitrile

SMILES string

N#Cc1cccc(n1)C#N

InChI

1S/C7H3N3/c8-4-6-2-1-3-7(5-9)10-6/h1-3H

InChI key

XNPMXMIWHVZGMJ-UHFFFAOYSA-N

General description

2,6-Pyridinedicarbonitrile is a heterocyclic dinitrile. Its biotransformation by Rhodococcus erythropolis A4 to 6-cyanopyridine-2-carboxamide has been reported.

Application

2,6-Pyridinedicarbonitrile may be used to synthesize bis-tetrazoles and pyridine-based tridentate ligand 2,6-bis(α-aminoisopropyl)pyridine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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

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Certificates of Analysis (COA)

Lot/Batch Number
0000218001
0000218000
0000194093
0000194092
BGBC5820V

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Vojtech Vejvoda et al.
Biotechnology letters, 29(7), 1119-1124 (2007-05-05)
2,6-Pyridinedicarbonitrile (1a) and 2,4-pyridinedicarbonitrile (2a) were hydrated by Rhodococcus erythropolis A4 to 6-cyanopyridine-2-carboxamide (1b; 83% yield) and 2-cyanopyridine-4-carboxamide (2b; 97% yield), respectively, after 10 min. After 118 h, the intermediates 1b or 2b were transformed into 2,6-pyridinedicarboxamide (1c; 35% yield)
Synthesis and characterisation of macrocycles containing both tetrazole and pyridine functionalities.
Fleming A, et al.
Tetrahedron, 67(18), 3260-3266 (2011)
Synthesis and exploratory coordination chemistry of the new ditertiary carbinamine ligand 2, 6-bis (a-aminoisopropyl) pyridine.
Dahlenburg L, et al.
Inorgorganica Chimica Acta, 360(5), 1474-1481 (2007)
Kazuhide Kamiya et al.
ChemSusChem, 13(13), 3462-3468 (2020-04-28)
In the design of solar-energy conversion electrochemical systems, it is important to consider that natural sunlight fluctuates. By taking nitrous acid photoreduction as an example, this study has shown that the reaction pathway, and hence the reaction products, dynamically respond
Jonita Stankevičiūtė et al.
Scientific reports, 6, 39129-39129 (2016-12-17)
Pyridinols and pyridinamines are important intermediates with many applications in chemical industry. The pyridine derivatives are in great demand as synthons for pharmaceutical products. Moreover, pyridines are used either as biologically active substances or as building blocks for polymers with

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