3-Chloro-4-nitrobenzonitrile

Name: 3-Chloro-4-nitrobenzonitrile
Brand: ChemScene
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CAS No. 34662-29-8
Cat. No. CS-W019043
Purity≥97%
MDL No.MFCD02317167

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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 34662-29-8

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General Information

CAS No. 34662-29-8
Cat. No. CS-W019043
Purity ≥97%
MDL No. MFCD02317167
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂
Molecular Weight None
Synonym(s) 1-chloro-5-cyano-2-nitrobenzene
SMILES N#CC1=CC=C([N+]([O-])=O)C(Cl)=C1

Description

3-Chloro-4-nitrobenzonitrile features a trifunctional aromatic core bearing chlorine, nitro, and nitrile groups in a defined ortho relationship. This electron-deficient scaffold integrates readily into cross-coupling cascades and serves as a key intermediate in the synthesis of advanced pharmaceuticals and functional dyes.

Application

3-Chloro-4-nitrobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via nucleophilic aromatic substitution or transition-metal-catalyzed coupling. The ortho-chloro and nitro groups provide complementary reactivity for sequential functionalization, while the nitrile group offers a handle for derivatization. Bench-stable and amenable to purification by recrystallization, it functions reliably in multi-step syntheses requiring high functional group tolerance.

Synthesis

Route1
- In-stock
  
  21803-75-8
- ~74%
- In-stock
  
  34662-29-8
References
- SOLVAY PHARMACEUTICALS B.V. Patent: US2006/122189 A1, 2006 ; Location in patent: Page/Page column 22 ; US 20060122189 A1
Route2
- In-stock
  
  21803-75-8
- In-stock
  
  1317-39-1
- ~%
- In-stock
  
  34662-29-8
References
- Pfizer Inc. Patent: US2003/78432 A1, 2003 ;
Route3
- In-stock
  
  825-41-2
- ~%
- In-stock
  
  34662-29-8
References
- Claus; Kurz Journal fuer Praktische Chemie (Leipzig), 1888 , vol. <2> 37, p. 197

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.93
LogP 2.11988
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Chloro-4-nitrobenzonitrile

CAS No. 34662-29-8

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