4-Chlorophthalonitrile

Name: 4-Chlorophthalonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 17654-68-1
Cat. No. CS-0111665
Purity≥97%
MDL No.None

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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+
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Structure of 17654-68-1

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General Information

CAS No. 17654-68-1
Cat. No. CS-0111665
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃ClN₂
Molecular Weight 162.58
Synonym(s) 4-chlorobenzene-1,2-dicarbonitrile
SMILES N#CC1=CC=C(Cl)C=C1C#N

Description

4-Chlorophthalonitrile features a chlorinated phthalonitrile core with dual nitrile groups flanking a chlorine substituent, enabling high reactivity in nucleophilic substitution and cyclization reactions. This electron-deficient scaffold integrates readily into heterocyclic frameworks under mild conditions.

Application

4-Chlorophthalonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic substitution and cycloaddition reactions. Its dual nitrile and chloro functionalities offer orthogonal reactivity, facilitating the synthesis of substituted phthalimides, quinazolines, and other nitrogen-rich frameworks. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for industrial-scale applications in medicinal chemistry and agrochemical development.

Synthesis

Route1
- 124556-78-1
- ~96%
- In-stock
  
  17654-68-1
References
- Crestey, Francois; Knochel, Paul Synthesis, 2010 , # 7 art. no. T22409SS, p. 1097 - 1106
Route2
- 96385-49-8
- ~%
- In-stock
  
  17654-68-1
References
- CIBA Patent: DE706198 , 1937 ; DRP/DRBP Org.Chem.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 47.58
LogP 2.08336
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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4-Chlorophthalonitrile

CAS No. 17654-68-1

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