3-Bromo-4-chlorobenzonitrile

Name: 3-Bromo-4-chlorobenzonitrile
Brand: ChemScene
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CAS No. 948549-53-9
Cat. No. CS-0040337
Purity≥98%
MDL No.MFCD09025661

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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+
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General Information

CAS No. 948549-53-9
Cat. No. CS-0040337
Purity ≥98%
MDL No. MFCD09025661
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrClN
Molecular Weight 216.46
Synonym(s) 3-bromo-4-chloro-benzonitrile
SMILES N#CC1=CC=C(Cl)C(Br)=C1

Description

3-Bromo-4-chlorobenzonitrile features a nitrile group flanked by bromo and chloro substituents at adjacent positions on the aromatic ring, enabling selective cross-coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

3-Bromo-4-chlorobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitrile group provides a handle for downstream functionalization, while the bromo and chloro substituents offer complementary reactivity profiles for sequential transformations. Bench-stable and amenable to standard purification methods, it facilitates efficient construction of complex heterocyclic scaffolds and biaryl architectures in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  623-03-0
- ~%
- In-stock
  
  948549-53-9
- In-stock
  
  57381-49-4
References
- Tetrahedron Letters, , vol. 50, # 7 p. 741 - 744

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

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Computational Chemistry Data

TPSA 23.79
LogP 2.97418
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4-chlorobenzonitrile

CAS No. 948549-53-9

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