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Merck
CN

464899

2,6-Pyridinedicarbonitrile

97%

Synonym(s):

2,6-Dicyanopyridine

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About This Item

Empirical Formula (Hill Notation):
C7H3N3
CAS Number:
Molecular Weight:
129.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
220-766-1
MDL number:
Assay:
97%
Form:
solid
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Quality Level

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.


flash_point_f

Not applicable

pictograms

Exclamation mark

signalword

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

11 - Combustible Solids

wgk

WGK 3

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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)



Global Trade Item Number

SKUGTIN
464899-1G04061832356686
464899-5G04061833314326