2-Bromo-3-chlorobenzonitrile

Name: 2-Bromo-3-chlorobenzonitrile
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CAS No. 1031929-33-5
Cat. No. CS-0131368
Molecule weight216.46
Purity≥97%
MDL No.MFCD10699544

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General Information

CAS No. 1031929-33-5
Cat. No. CS-0131368
Purity ≥97%
MDL No. MFCD10699544
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrClN
Molecular Weight 216.46
Synonym(s) None
SMILES N#CC1=CC=CC(Cl)=C1Br

Description

2-Bromo-3-chlorobenzonitrile features a nitrile group flanked by bromo and chloro substituents at adjacent ortho positions, enabling selective coupling in cross-coupling reactions. This electron-deficient aromatic scaffold offers enhanced reactivity in palladium-catalyzed transformations while maintaining stability under standard conditions.

Application

2-Bromo-3-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 in sequential coupling strategies. Bench-stable and readily purified by column chromatography, it functions effectively in Suzuki, Stille, and Negishi transformations under standard conditions.

Safety Information

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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-P280-P302+P352

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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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2-Bromo-3-chlorobenzonitrile

CAS No. 1031929-33-5

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