2,4-Difluoro-5-nitrobenzonitrile

Name: 2,4-Difluoro-5-nitrobenzonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 67152-20-9
Cat. No. CS-W003416
Purity≥98%
MDL No.MFCD07772030

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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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2,4-Difluoro-5-nitrobenzonitrile|CS-W003416

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General Information

CAS No. 67152-20-9
Cat. No. CS-W003416
Purity ≥98%
MDL No. MFCD07772030
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₂F₂N₂O₂
Molecular Weight 184.10
Synonym(s) 5-Cyano-2,4-difluoronitrobenzene
SMILES N#Cc1cc([N+](=O)[O-])c(cc1F)F

Description

2,4-Difluoro-5-nitrobenzonitrile features a trifunctional aromatic core with electron-withdrawing fluorine, nitro, and nitrile groups positioned for orthogonal reactivity. This bench-stable scaffold enables direct incorporation into diverse synthetic sequences, including nucleophilic substitutions and transition-metal-catalyzed couplings. The strategic placement of substituents enhances regioselective functionalization in pharmaceutical and agrochemical development.

Application

2,4-Difluoro-5-nitrobenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of functionalized heterocycles via nucleophilic aromatic substitution. Its trifunctional profile—comprising two fluorine leaving groups, a nitro group for reduction or displacement, and a nitrile for hydrolysis or coupling—facilitates modular synthesis. Bench-stable and compatible with standard reaction conditions, it supports scalable derivatization in API development workflows.

Synthesis

Route1
- In-stock
  
  3939-09-1
- ~93%
- In-stock
  
  67152-20-9
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/87530 A1, 2006 ; Location in patent: Page/Page column 59 ; WO 2006/087530 A1
Route2
- In-stock
  
  3939-09-1
- ~%
- In-stock
  
  67152-20-9
- 226701-59-3
References
- US6150379 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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.93
LogP 1.74468
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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2,4-Difluoro-5-nitrobenzonitrile

CAS No. 67152-20-9

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