5,6-Dichloronicotinonitrile

Name: 5,6-Dichloronicotinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 65189-15-3
Cat. No. CS-W004211
Purity≥98%
MDL No.MFCD11100247

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 65189-15-3

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General Information

CAS No. 65189-15-3
Cat. No. CS-W004211
Purity ≥98%
MDL No. MFCD11100247
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Cl₂N₂
Molecular Weight 173.00
Synonym(s) 2,3-dichloro-5-cyanopyridine
SMILES ClC(C=C(C=N1)C#N)=C1Cl

Description

5,6-Dichloronicotinonitrile serves as a critical building block in synthetic organic chemistry, featuring two chlorine substituents flanking a nitrile group on a pyridine ring. This electron-deficient heterocycle enables efficient coupling reactions and integrates readily into pharmaceutical intermediates and agrochemical scaffolds under standard conditions.

Application

5,6-Dichloronicotinonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted pyridine scaffolds through palladium-catalyzed cross-coupling reactions. Its dual chloro groups provide orthogonal reactivity for sequential functionalization, while the nitrile moiety offers a handle for downstream transformations. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 79-37-8
- 41667-95-2
- ~26%
- In-stock
  
  65189-15-3
References
- Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P. Patent: US2003/45546 A1, 2003 ; US 20030045546 A1
Route2
- In-stock
  
  1256794-26-9
- ~%
- In-stock
  
  65189-15-3
References
- WO2006/88840 A1, ; Page/Page column 108-109 ; WO 2006/088840 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 36.68
LogP 2.26008
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5,6-Dichloronicotinonitrile

CAS No. 65189-15-3

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